Knowledge

Neomycin

Source 📝

1049:-neosamine and 2-deoxystreptamine. Six genes are responsible for neamine biosynthesis: DOIS gene (btrC, neo7); L-glutamine:DOI aminotransferase gene (btrS, neo6); a putative glycosyltransferase gene (btrM, neo8); a putative aminotransferase (similar to glutamate-1-semialdehyde 2,1-aminomutase) gene (btrB, neo18); a putative alcohol dehydrogenase gene (btrE, neo5); and another putative dehydrogenase (similar to chorine dehydrogenase and related flavoproteins) gene (btrQ, neo11). A deacetylase acting to remove the acetyl group on N-acetylglucosamine moieties of 595: 38: 29: 664: 1083: 1103:(neamine), neomycin B (framycetin), neomycin C, and a few minor compounds found in much lower quantities. Neomycin B is the most active component in neomycin followed by neomycin C and neomycin A. Neomycin A is an inactive degradation product of the C and B isomers. The quantities of these components in neomycin vary from lot-to-lot depending on the manufacturer and manufacturing process. 1172: 1111:
Aminoglycosides such as neomycin are known for their ability to bind to duplex RNA with high affinity. The association constant for neomycin with A-site RNA is in the 10 M range. However, more than 50 years after its discovery, its DNA-binding properties were still unknown. Neomycin has been shown to
1090:
Neomycin B and C are 23-carbon molecules with a four-ring structure. Three of the rings are six-membered, and one is five-membered. Neomycin B and Neomycin C are stereoisomers of each other and differ by only one stereocenter one giving the R conformation and the other giving the S conformation.
945:
problems in a small number of patients. Neomycin affects the cochlea, which is found in the inner ear. Hearing loss is caused by ear hair cell death, which occurs in response to treatment with neomycin. Patients with existing tinnitus or sensorineural hearing loss are advised to speak with a
1112:
induce thermal stabilization of triplex DNA, while having little or almost no effect on the B-DNA duplex stabilization. Neomycin was also shown to bind to structures that adopt an A-form structure, triplex DNA being one of them. Neomycin also includes DNA:RNA hybrid triplex formation.
1014:
neomycin C, the latter component accounting for some 5–15% of the mixture. It is a basic compound that is most active with an alkaline reaction. It is also thermostable and soluble in water (while insoluble in organic solvents). Neomycin has good activity against
706:
InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7+,8?,9+,10+,11-,12+,13+,14-,15+,16-,17+,18-,19+,20-,21+,22-,23-/m0/s1
1608:
Bera, S.; Zhanel, G.; Schweizer, F. Design, Synthesis, and Antibacterial Activities of Neomycin−Lipid Conjugates: Polycationic Lipids with Potent Gram-Positive Activity | Journal of Medicinal Chemistry. Journal of Medicinal Chemistry 2003, 51,
2467: 1804:
Fan Q, Huang F, Leadlay PF, Spencer JB (September 2008). "The neomycin biosynthetic gene cluster of Streptomyces fradiae NCIMB 8233: genetic and biochemical evidence for the roles of two glycosyltransferases and a deacetylase".
2460: 3068: 822:). The antibiotic can also be administered orally, in which case it is usually combined with other antibiotics. Neomycin is not absorbed from the gastrointestinal tract and has been used as a preventive measure for 1435: 2453: 3061: 3427: 3054: 994:. Currently, research is being performed to understand if derivatives of neomycin have the same antibiotic effects while still being effective against neomycin-resistant bacteria. 1432: 1734:
Park JW, Park SR, Nepal KK, Han AR, Ban YH, Yoo YJ, et al. (October 2011). "Discovery of parallel pathways of kanamycin biosynthesis allows antibiotic manipulation".
806:. Synthesis requires specific nutrient conditions in either stationary or submerged aerobic conditions. The compound is then isolated and purified from the bacterium. 1064:
of neamine, using 5-phosphoribosyl-1-diphosphate (PRPP) as the ribosyl donor (BtrL, BtrP); glycosyltransferase (potential homologues RibF, LivF, Parf) gene (Neo15).
1389:
Zug KA, Warshaw EM, Fowler JF, Maibach HI, Belsito DL, Pratt MD, et al. (2009). "Patch-test results of the North American Contact Dermatitis Group 2005-2006".
1170:, Waksman SA, Lechevalier HA, "Neomycin and process of preparation", issued 18 July 1957, assigned to Rutgers Research and Educational Foundation. 761:
bacilli and anaerobic Gram-negative bacilli. Neomycin comes in oral and topical formulations, including creams, ointments, and eyedrops. Neomycin belongs to the
1190: 3420: 2180: 110: 2057:
Kaul M, Pilch DS (June 2002). "Thermodynamics of aminoglycoside-rRNA recognition: the binding of neomycin-class aminoglycosides to the A site of 16S rRNA".
1231:
Waksman SA, Lechevalier HA (March 1949). "Neomycin, a New Antibiotic Active against Streptomycin-Resistant Bacteria, including Tuberculosis Organisms".
722: 3413: 1061: 1333: 4279: 966:
Neomycin also exhibits a high binding affinity for phosphatidylinositol 4,5-bisphosphate (PIP2), a phospholipid component of cell membranes.
60: 678: 1365: 1588: 1146: 830:. By killing bacteria in the intestinal tract, Neomycin keeps ammonia levels low and prevents hepatic encephalopathy, especially before 1549:
Gabev E, Kasianowicz J, Abbott T, McLaughlin S (February 1989). "Binding of neomycin to phosphatidylinositol 4,5-bisphosphate (PIP2)".
862:. The exception is when neomycin is included, in small quantities, as a preservative in some vaccines – typically 25 μg per dose. 2173: 1672:(3rd ed.). The Atrium, Southern Gate, Chichester, West Sussex, United Kingdom: John Wiley and Sons Ltd. pp. 508, 510, 511. 1506:
Mehta R, Champney WS (September 2003). "Neomycin and paromomycin inhibit 30S ribosomal subunit assembly in Staphylococcus aureus".
3405: 2445: 4523: 4223: 3012: 1677: 851: 2166: 4730: 933:
antagonist and can be responsible for seizures and psychosis. Like other aminoglycosides, neomycin has been shown to be
1316: 784:. Neomycin received approval for medical use in 1952. Rutgers University was granted the patent for neomycin in 1957. 1848:
Llewellyn NM, Spencer JB (December 2006). "Biosynthesis of 2-deoxystreptamine-containing aminoglycoside antibiotics".
4272: 1957:"Comparative study of responses to neomycins B and C by microbiological and gas-liquid chromatographic assay methods" 1140: 840:
Waksman and Lechevalier originally noted that neomycin was active against streptomycin-resistant bacteria as well as
698: 729: 4240: 3029: 887: 4740: 3046: 819: 309: 220: 4735: 1769:
Kudo F, Fujii T, Kinoshita S, Eguchi T (July 2007). "Unique O-ribosylation in the biosynthesis of butirosin".
1451:
Lee C, de Silva AJ (March 1979). "Interaction of neuromuscular blocking effects of neomycin and polymyxin B".
1186: 452: 4265: 590: 503: 3440: 986:
expressing cloned proteins in culture. Many commercially available protein expression plasmids contain a
572: 3928: 3832: 3483: 4368: 2877: 2228: 842: 385:-pyran-2-yloxy)-6-hydroxycyclohexyloxy)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yloxy)tetrahydro-2 1167: 757:
and some anaerobic bacilli where resistance has not yet arisen. It is generally not effective against
4516: 4172: 2092:
Arya DP, Coffee RL (September 2000). "DNA triple helix stabilization by aminoglycoside antibiotics".
878:. It is relatively toxic to humans, with allergic reactions noted as a common adverse reaction (see: 4348: 3691: 2506: 2280: 2005: 1337: 834: 3435: 1940:
Cammack R, Attwood TK, Campbell PN, Parish JH, Smith AD, Stirling JL, Vella F (2006). "neomycin".
4559: 4228: 3017: 2951: 2788: 2265: 927: 92: 50: 2475: 1695:"Biosynthesis of 2-deoxystreptamine by three crucial enzymes in Streptomyces fradiae NBRC 12773" 4667: 3574: 3253: 2822: 2797: 2594: 1358: 1020: 959:
Neomycin's antibacterial activity stems from its binding to the 30S subunit of the prokaryotic
875: 871: 831: 823: 268: 1584: 1130: 4388: 4329: 4324: 2973: 2709: 2605: 2600: 1320: 552: 443: 2127:
Arya DP, Coffee RL, Charles I (November 2001). "Neomycin-induced hybrid triplex formation".
2010:"Arginine-linked neomycin B dimers: synthesis, rRNA binding, and resistance enzyme activity" 4745: 4564: 4509: 4501: 4342: 3881: 3179: 2725: 2260: 1240: 923: 827: 802: 512: 288: 1496:
Langman, A. Neomycin ototoxicity. Otolaryngology Head and Neck Surgery 1994, 110, 441-444.
1274:
Heidary N, Cohen DE (September 2005). "Hypersensitivity reactions to vaccine components".
946:
healthcare practitioner about the risks and side effects prior to taking this medication.
492: 407: 8: 4568: 4338: 3510: 3261: 2564: 398: 1244: 594: 70: 4393: 2673: 2034: 2009: 1830: 1531: 1476: 1414: 1299: 882:). Physicians sometimes recommend using antibiotic ointments without neomycin, such as 797: 781: 2105: 1981: 1956: 1645: 1620: 4604: 4152: 4148: 3717: 3121: 3081: 2483: 2360: 2305: 2270: 2144: 2109: 2074: 2039: 1986: 1922: 1865: 1822: 1786: 1751: 1716: 1673: 1650: 1566: 1562: 1523: 1468: 1464: 1406: 1359:"Neomycin sulfate, EP Susceptibility and Minimum Inhibitory Concentration (MIC) Data" 1291: 1287: 1256: 1136: 1079:
step required to account for the presence of the epimeric neosamine B in neomycin B.
991: 942: 235: 84: 2158: 1834: 1535: 1480: 1418: 1303: 4451: 4200: 4144: 3772: 3380: 2944: 2894: 2350: 2285: 2233: 2136: 2101: 2066: 2029: 2021: 1976: 1968: 1912: 1857: 1814: 1778: 1743: 1706: 1640: 1632: 1558: 1515: 1460: 1398: 1283: 1248: 1071:-neosamine B) is most likely biosynthesized in the same manner as the neosamine C ( 975: 879: 607: 250: 203: 193: 183: 173: 163: 153: 143: 133: 123: 3460: 3076: 1972: 890:(MIC) susceptibility data for a few medically significant Gram-negative bacteria. 4579: 4403: 4383: 4191: 4186: 3898: 3767: 3762: 3334: 3151: 3126: 2968: 2904: 2223: 1886: 1252: 770: 432: 278: 258: 3456: 3452: 3448: 3444: 1010:
in 1949 (NBRC 12773). Neomycin is a mixture of neomycin B (framycetin); and its
4672: 4649: 4358: 4319: 4234: 4051: 3981: 3966: 3727: 3612: 3600: 3478: 3296: 3276: 3158: 3116: 3085: 3023: 2840: 2745: 2679: 2610: 2529: 2487: 2476: 2375: 2370: 2255: 2189: 1050: 859: 793: 777: 762: 743: 1782: 1519: 4724: 4662: 4657: 4619: 4589: 4584: 4413: 4353: 4196: 4140: 4132: 4094: 4084: 4056: 4036: 4026: 4021: 3986: 3971: 3908: 3903: 3827: 3792: 3580: 3385: 3286: 3281: 3266: 3194: 3190: 2910: 2862: 2793: 2523: 2394: 2384: 2315: 1439: 1076: 1027:. Its use is thus restricted to the oral treatment of intestinal infections. 1016: 758: 750: 583: 4257: 1402: 4677: 4639: 4537: 4490: 4292: 4180: 4176: 4104: 4041: 4011: 3976: 3946: 3782: 3757: 3742: 3732: 3722: 3696: 3637: 3585: 3532: 3505: 3495: 3390: 3344: 3244: 3215: 3183: 3131: 3107: 3089: 2993: 2887: 2847: 2730: 2626: 2579: 2491: 2355: 2340: 2275: 2193: 2148: 2113: 2078: 2043: 1926: 1869: 1826: 1790: 1755: 1720: 1654: 1527: 1410: 1295: 1260: 1099:
Standard grade neomycin is composed of several related compounds including
847: 198: 188: 178: 168: 158: 148: 138: 128: 118: 1990: 1570: 1053:
intermediates (Neo16) remains to be clarified (sequence similar to BtrD).
870:
Similar to other aminoglycosides, neomycin has excellent activity against
37: 4629: 4554: 4441: 4426: 4363: 4334: 4309: 4166: 4112: 4089: 4016: 4001: 3996: 3913: 3800: 3777: 3752: 3747: 3737: 3712: 3556: 3527: 3359: 3314: 3309: 3225: 2925: 2813: 2735: 2569: 2539: 2430: 2425: 2420: 2345: 2325: 2310: 2290: 2205: 1747: 1472: 978:
genes. Genes conferring neomycin-resistance are commonly included in DNA
934: 855: 766: 78: 20: 1711: 1694: 472: 4691: 4609: 4599: 4594: 4574: 4459: 4431: 4421: 4378: 4373: 4301: 4162: 4122: 4117: 4066: 4046: 4031: 4006: 3961: 3956: 3890: 3861: 3841: 3661: 3656: 3647: 3642: 3627: 3622: 3570: 3522: 3436: 3329: 3220: 3167: 3147: 3098: 3077: 2998: 2988: 2983: 2920: 2915: 2872: 2867: 2857: 2818: 2647: 2620: 2584: 2480: 2434: 2320: 2300: 2247: 2025: 1917: 1900: 1100: 919: 883: 746: 640: 483: 2140: 2070: 1693:
Kudo F, Yamamoto Y, Yokoyama K, Eguchi T, Kakinuma K (December 2005).
1636: 4709: 4699: 4687: 4634: 4624: 4546: 4533: 4474: 4469: 3991: 3951: 3938: 3871: 3866: 3856: 3851: 3846: 3677: 3632: 3595: 3590: 3561: 3551: 3541: 3339: 3324: 3319: 3304: 3230: 3205: 3201: 2803: 2778: 2720: 2692: 2663: 2657: 2641: 2631: 2574: 2549: 2544: 2410: 2330: 2243: 2213: 1861: 1818: 983: 418: 239: 64: 4314: 4076: 3546: 3354: 3271: 3172: 2852: 2773: 2762: 2758: 2700: 2559: 2534: 2389: 1024: 960: 938: 532: 463: 663: 4704: 4464: 4061: 3349: 2768: 2705: 2415: 2295: 2218: 979: 854:. Neomycin is not administered via injection, as it is extremely 815: 754: 99: 1548: 4398: 4288: 4158: 3364: 2749: 2715: 2202: 1011: 563: 28: 1091:
Neomycin C can undergo enzymatic synthesis from ribostamycin.
918:
In 2005–06, Neomycin was the fifth-most-prevalent allergen in
2978: 1082: 654: 543: 103: 4531: 1955:
Tsuji K, Robertson JH, Baas R, McInnis DJ (September 1969).
1939: 1075:-niosamine) in neamine biosynthesis, but with an additional 1899:
Kudo F, Kawashima T, Yokoyama K, Eguchi T (November 2009).
1898: 1881: 1879: 523: 1692: 1166: 858:(damaging to kidney function) even when compared to other 3818: 3469: 2003: 1954: 1885:
National Center for Biotechnology Information Neomycin.
1876: 1768: 1619:
Waksman SA, Lechevalier HA, Harris DA (September 1949).
1618: 1942:
Oxford Dictionary of Biochemistry and Molecular Biology
1901:"Enzymatic preparation of neomycin C from ribostamycin" 1388: 1215:. Vol. 3 (3rd ed.). 2007. pp. 2415–2416. 686:
O(3(O2O(CO)(O1O(CN)(O)(O)1N)2O)(O)(N)C3N)4O((O)(O)4N)CN
1803: 974:
Neomycin resistance is conferred by either one of two
792:
Neomycin was discovered in 1949 by the microbiologist
2188: 2004:
Jin Y, Watkins D, Degtyareva NN, Green KD, Spano MN,
1944:(2nd ed.). Oxford University Press. p. 453. 963:, where it inhibits prokaryotic translation of mRNA. 1670:
Medicinal natural products: a biosynthetic approach
1621:"Neomycin—Production and Antibiotic Properties 123" 451: 381:)-3-amino-6-(aminomethyl)-4,5-dihydroxytetrahydro-2 1551:Biochimica et Biophysica Acta (BBA) - Biomembranes 1492: 1490: 1230: 776:Neomycin was discovered in 1949 by microbiologist 2126: 4722: 1847: 1733: 1187:"The Nobel Prize in Physiology or Medicine 1952" 1030:Neomycin B is composed of four linked moieties: 431: 1487: 1226: 1224: 1222: 1128: 406: 1887:https://pubchem.ncbi.nlm.nih.gov/compound/8378 1433:Neomycin Is Named Contact Allergen of the Year 765:class of antibiotics that contain two or more 4517: 4287: 4273: 3421: 3062: 2461: 2174: 1505: 2094:Bioorganic & Medicinal Chemistry Letters 1892: 1612: 1273: 1219: 800:. It is produced naturally by the bacterium 749:that displays bactericidal activity against 1542: 1450: 4524: 4510: 4280: 4266: 3889: 3428: 3414: 3069: 3055: 2468: 2454: 2181: 2167: 2091: 1444: 1045:Neomycin A, also called neamine, contains 593: 491: 36: 27: 2056: 2033: 1980: 1916: 1710: 1644: 1213:Pharmaceutical Manufacturing Encyclopedia 511: 2129:Journal of the American Chemical Society 1081: 1034:-neosamine, 2-deoxystreptamine (2-DOS), 997: 926:in 2010. Neomycin is also a known GABA 850:. Neomycin has also been used to treat 471: 83: 4723: 1667: 1336:. DERMAdoctor.com, Inc. Archived from 1135:. John Wiley & Sons. p. 507. 1122: 796:and his student Hubert Lechevalier at 780:and his student Hubert Lechevalier at 584: 4505: 4261: 3409: 3050: 2449: 2162: 1625:The Journal of Clinical Investigation 1002:Neomycin was first isolated from the 852:small intestinal bacterial overgrowth 571: 551: 229: 69: 1807:Organic & Biomolecular Chemistry 1771:Bioorganic & Medicinal Chemistry 949: 202: 192: 182: 172: 162: 152: 142: 132: 122: 2833:Intestinal anti-inflammatory agents 982:used to establish stable mammalian 874:and is partially effective against 814:Neomycin is typically applied as a 531: 422: 13: 14: 4757: 2890:agents, excluding corticosteroids 1585:"G418/neomycin-cross resistance?" 1465:10.1097/00000542-197903000-00010 1288:10.1097/01206501-200509000-00004 888:minimum inhibitory concentration 818:preparation, such as Neosporin ( 624: 618: 4532:Drugs used for diseases of the 2120: 2085: 2050: 1997: 1948: 1933: 1841: 1797: 1762: 1727: 1686: 1661: 1602: 1591:from the original on 2009-06-25 1577: 1499: 1425: 1382: 1371:from the original on 2015-12-22 1239:(2830). New York, N.Y.: 305–7. 1193:from the original on 2018-06-19 1149:from the original on 2020-08-01 1129:Fischer J, Ganellin CR (2006). 913: 820:neomycin/polymyxin B/bacitracin 809: 711:Key:PGBHMTALBVVCIT-DPNHOFNISA-N 333:)-5-Amino-2-(aminomethyl)-6-((2 3929:transpeptidation/translocation 1351: 1326: 1310: 1267: 1204: 1179: 1160: 1106: 1094: 1056:Next is the attachment of the 922:results (10.0%). It was named 630: 612: 1: 2937:Antidiarrheal micro-organisms 2106:10.1016/S0960-894X(00)00372-3 1973:10.1128/AEM.18.3.396-398.1969 1132:Analogue-based Drug Discovery 1115: 969: 1563:10.1016/0005-2736(89)90529-4 1253:10.1126/science.109.2830.305 787: 7: 1321:dermatitis/neomycin-allergy 954: 886:. The following represents 865: 10: 4762: 4731:Aminoglycoside antibiotics 2779:Camphorated opium tincture 2516:Intestinal anti-infectives 2229:Sodium monofluorophosphate 2008:, Arya DP (January 2016). 1905:The Journal of Antibiotics 1699:The Journal of Antibiotics 1431:McNamara, Damian. (2010). 846:, the causative agent for 843:Mycobacterium tuberculosis 602:Chemical and physical data 4686: 4648: 4545: 4483: 4450: 4412: 4300: 4218: 4173:Quinupristin/dalfopristin 4131: 4103: 4075: 3937: 3926: 3880: 3826: 3817: 3791: 3705: 3690: 3670: 3609: 3492: 3477: 3468: 3441:inhibit protein synthesis 3373: 3295: 3252: 3243: 3140: 3106: 3097: 3007: 2961: 2936: 2832: 2744: 2690: 2515: 2499: 2403: 2369: 2242: 2201: 1783:10.1016/j.bmc.2007.04.040 1520:10.1007/s00284-002-3945-9 719: 694: 674: 652: 639: 606: 601: 582: 562: 542: 522: 502: 482: 462: 442: 417: 397: 305: 300: 287: 277: 267: 257: 249: 219: 214: 109: 91: 77: 59: 49: 44: 35: 26: 3692:Tetracycline antibiotics 2712:, known as Pepto-Bismol) 2507:Oral rehydration therapy 2281:Cetylpyridinium chloride 1008:Streptomyces albogriseus 4560:Aluminium acetotartrate 2952:Saccharomyces boulardii 1889:(accessed Nov 5, 2023). 1850:Natural Product Reports 1736:Nature Chemical Biology 1668:Dewick M (March 2009). 1403:10.2310/6620.2009.08097 1334:"Your Medicine Cabinet" 4741:DNA-binding substances 4668:Fluocinolone acetonide 4369:Dichlorobenzyl alcohol 4310:Acriflavinium chloride 1087: 1021:Gram-negative bacteria 990:-resistance gene as a 876:Gram-positive bacteria 872:Gram-negative bacteria 824:hepatic encephalopathy 4736:Cell culture reagents 4389:Myristyl-benzalkonium 2974:Bismuth subsalicylate 2710:bismuth subsalicylate 2606:Succinylsulfathiazole 2601:Phthalylsulfathiazole 1085: 242:and similar ointments 4565:Aluminium triacetate 3882:Peptidyl transferase 2962:Other antidiarrheals 2416:Acetylsalicylic acid 2261:Benzoxonium chloride 1961:Applied Microbiology 1748:10.1038/nchembio.671 1508:Current Microbiology 1189:. Nobel Foundation. 1004:Streptomyces fradiae 998:Biosynthetic pathway 941:, hearing loss, and 924:Allergen of the Year 895:Enterobacter cloacae 828:hypercholesterolemia 803:Streptomyces fradiae 3511:Dihydrostreptomycin 3262:Silver sulfadiazine 2811:does not cross BBB: 2006:Garneau-Tsodikova S 1712:10.1038/ja.2005.104 1245:1949Sci...109..305W 365:)-3,5-diamino-2-((2 23: 4245:Never to phase III 3034:Never to phase III 2026:10.1039/C5MD00427F 1918:10.1038/ja.2009.88 1088: 931:-Aminobutyric acid 798:Rutgers University 782:Rutgers University 19: 16:Type of antibiotic 4718: 4717: 4605:Hydrogen peroxide 4499: 4498: 4452:Local anesthetics 4255: 4254: 4214: 4213: 4210: 4209: 3922: 3921: 3813: 3812: 3809: 3808: 3718:Chlortetracycline 3686: 3685: 3403: 3402: 3399: 3398: 3245:Chemotherapeutics 3239: 3238: 3122:Chlortetracycline 3082:chemotherapeutics 3044: 3043: 2484:anti-inflammatory 2443: 2442: 2361:Tibezonium iodide 2306:Hydrogen peroxide 2271:Chlortetracycline 2234:Stannous fluoride 2141:10.1021/ja016481j 2071:10.1021/bi020130f 1679:978-0-470-74168-9 1637:10.1172/JCI102182 1631:(5 Pt 1): 934–9. 1074: 1070: 1059: 1048: 1041: 1037: 1033: 992:selectable marker 950:Molecular biology 737: 736: 665:Interactive image 238: but OTC in 233: 4753: 4569:Burow's solution 4526: 4519: 4512: 4503: 4502: 4282: 4275: 4268: 4259: 4258: 3935: 3934: 3887: 3886: 3824: 3823: 3773:Rolitetracycline 3703: 3702: 3490: 3489: 3475: 3474: 3430: 3423: 3416: 3407: 3406: 3381:Ingenol mebutate 3250: 3249: 3104: 3103: 3071: 3064: 3057: 3048: 3047: 2945:Escherichia coli 2905:Aminosalicylates 2895:Cromoglicic acid 2470: 2463: 2456: 2447: 2446: 2351:Sodium perborate 2286:Domiphen bromide 2183: 2176: 2169: 2160: 2159: 2153: 2152: 2124: 2118: 2117: 2089: 2083: 2082: 2065:(24): 7695–706. 2054: 2048: 2047: 2037: 2001: 1995: 1994: 1984: 1952: 1946: 1945: 1937: 1931: 1930: 1920: 1896: 1890: 1883: 1874: 1873: 1862:10.1039/B604709M 1845: 1839: 1838: 1819:10.1039/B808734B 1801: 1795: 1794: 1766: 1760: 1759: 1731: 1725: 1724: 1714: 1690: 1684: 1683: 1665: 1659: 1658: 1648: 1616: 1610: 1606: 1600: 1599: 1597: 1596: 1581: 1575: 1574: 1546: 1540: 1539: 1503: 1497: 1494: 1485: 1484: 1448: 1442: 1429: 1423: 1422: 1386: 1380: 1379: 1377: 1376: 1370: 1363: 1355: 1349: 1348: 1346: 1345: 1330: 1324: 1314: 1308: 1307: 1271: 1265: 1264: 1228: 1217: 1216: 1208: 1202: 1201: 1199: 1198: 1183: 1177: 1176: 1175: 1171: 1164: 1158: 1157: 1155: 1154: 1126: 1072: 1068: 1057: 1046: 1039: 1035: 1031: 976:kanamycin kinase 907:Proteus vulgaris 901:Escherichia coli 880:hypersensitivity 832:gastrointestinal 771:glycosidic bonds 733: 732: 725: 667: 647: 632: 626: 620: 614: 597: 586: 575: 555: 535: 515: 495: 475: 455: 435: 425: 424: 410: 292: 231: 228: 206: 196: 186: 176: 166: 156: 146: 136: 126: 87: 73: 40: 31: 24: 22: 18: 4761: 4760: 4756: 4755: 4754: 4752: 4751: 4750: 4721: 4720: 4719: 4714: 4682: 4650:Corticosteroids 4644: 4580:Chloramphenicol 4541: 4530: 4500: 4495: 4479: 4446: 4408: 4404:Povidone-iodine 4384:Hexylresorcinol 4349:Cetylpyridinium 4296: 4286: 4256: 4251: 4250: 4235:Clinical trials 4206: 4192:Streptogramin B 4187:Streptogramin A 4127: 4099: 4071: 3918: 3899:Chloramphenicol 3876: 3830: 3805: 3787: 3768:Penimepicycline 3763:Oxytetracycline 3694: 3682: 3666: 3605: 3481: 3479:Aminoglycosides 3464: 3434: 3404: 3395: 3369: 3335:Podophyllotoxin 3291: 3235: 3159:Aminoglycosides 3152:Chloramphenicol 3136: 3127:Oxytetracycline 3110:and derivatives 3093: 3075: 3045: 3040: 3039: 3024:Clinical trials 3003: 2969:Albumin tannate 2957: 2932: 2841:corticosteroids 2828: 2746:Antipropulsives 2740: 2686: 2511: 2495: 2474: 2444: 2439: 2399: 2376:Glucocorticoids 2373: 2371:Corticosteroids 2365: 2238: 2224:Sodium fluoride 2197: 2187: 2157: 2156: 2135:(44): 11093–4. 2125: 2121: 2090: 2086: 2055: 2051: 2002: 1998: 1953: 1949: 1938: 1934: 1897: 1893: 1884: 1877: 1846: 1842: 1813:(18): 3306–14. 1802: 1798: 1767: 1763: 1732: 1728: 1691: 1687: 1680: 1666: 1662: 1617: 1613: 1607: 1603: 1594: 1592: 1583: 1582: 1578: 1547: 1543: 1504: 1500: 1495: 1488: 1449: 1445: 1430: 1426: 1387: 1383: 1374: 1372: 1368: 1361: 1357: 1356: 1352: 1343: 1341: 1332: 1331: 1327: 1315: 1311: 1272: 1268: 1229: 1220: 1210: 1209: 1205: 1196: 1194: 1185: 1184: 1180: 1173: 1165: 1161: 1152: 1150: 1143: 1127: 1123: 1118: 1109: 1097: 1000: 972: 957: 952: 916: 868: 860:aminoglycosides 812: 790: 728: 726: 723:(what is this?) 720: 715: 712: 707: 702: 701: 690: 687: 682: 681: 670: 645: 635: 629: 623: 617: 578: 558: 538: 518: 498: 478: 458: 438: 421: 413: 393: 390: 389:-pyran-3,4-diol 313: 312: 290: 269:Protein binding 259:Bioavailability 251:Pharmacokinetic 245: 210: 94: 17: 12: 11: 5: 4759: 4749: 4748: 4743: 4738: 4733: 4716: 4715: 4713: 4712: 4707: 4702: 4696: 4694: 4684: 4683: 4681: 4680: 4675: 4673:Hydrocortisone 4670: 4665: 4660: 4654: 4652: 4646: 4645: 4643: 4642: 4637: 4632: 4627: 4622: 4617: 4612: 4607: 4602: 4597: 4592: 4587: 4582: 4577: 4572: 4562: 4557: 4551: 4549: 4543: 4542: 4529: 4528: 4521: 4514: 4506: 4497: 4496: 4494: 4493: 4487: 4485: 4481: 4480: 4478: 4477: 4472: 4467: 4462: 4456: 4454: 4448: 4447: 4445: 4444: 4439: 4434: 4429: 4424: 4418: 4416: 4410: 4409: 4407: 4406: 4401: 4396: 4391: 4386: 4381: 4376: 4371: 4366: 4361: 4359:Chlorquinaldol 4356: 4351: 4346: 4332: 4327: 4322: 4320:Amylmetacresol 4317: 4312: 4306: 4304: 4298: 4297: 4291:preparations ( 4285: 4284: 4277: 4270: 4262: 4253: 4252: 4249: 4248: 4247: 4246: 4243: 4232: 4226: 4220: 4219: 4216: 4215: 4212: 4211: 4208: 4207: 4205: 4204: 4194: 4189: 4184: 4170: 4156: 4137: 4135: 4133:Streptogramins 4129: 4128: 4126: 4125: 4120: 4115: 4109: 4107: 4101: 4100: 4098: 4097: 4092: 4087: 4081: 4079: 4073: 4072: 4070: 4069: 4064: 4059: 4054: 4052:Troleandomycin 4049: 4044: 4039: 4034: 4029: 4024: 4019: 4014: 4009: 4004: 3999: 3994: 3989: 3984: 3982:Flurithromycin 3979: 3974: 3969: 3967:Clarithromycin 3964: 3959: 3954: 3949: 3943: 3941: 3932: 3924: 3923: 3920: 3919: 3917: 3916: 3911: 3906: 3901: 3895: 3893: 3884: 3878: 3877: 3875: 3874: 3869: 3864: 3859: 3854: 3849: 3844: 3838: 3836: 3821: 3815: 3814: 3811: 3810: 3807: 3806: 3804: 3803: 3797: 3795: 3793:Glycylcyclines 3789: 3788: 3786: 3785: 3780: 3775: 3770: 3765: 3760: 3755: 3750: 3745: 3740: 3735: 3730: 3728:Demeclocycline 3725: 3720: 3715: 3709: 3707: 3700: 3688: 3687: 3684: 3683: 3681: 3680: 3674: 3672: 3668: 3667: 3665: 3664: 3659: 3653: 3652: 3651: 3650: 3645: 3640: 3635: 3630: 3619: 3617: 3613:Micromonospora 3607: 3606: 3604: 3603: 3601:Nourseothricin 3598: 3593: 3588: 3583: 3578: 3567: 3566: 3565: 3564: 3559: 3554: 3549: 3538: 3537: 3536: 3535: 3530: 3525: 3514: 3513: 3508: 3502: 3500: 3487: 3472: 3466: 3465: 3437:Antibacterials 3433: 3432: 3425: 3418: 3410: 3401: 3400: 3397: 3396: 3394: 3393: 3388: 3383: 3377: 3375: 3371: 3370: 3368: 3367: 3362: 3357: 3352: 3347: 3342: 3337: 3332: 3327: 3322: 3317: 3312: 3307: 3301: 3299: 3293: 3292: 3290: 3289: 3284: 3279: 3277:Sulfamethizole 3274: 3269: 3264: 3258: 3256: 3247: 3241: 3240: 3237: 3236: 3234: 3233: 3228: 3223: 3218: 3209: 3208: 3198: 3197: 3187: 3186: 3176: 3175: 3170: 3165: 3155: 3154: 3144: 3142: 3138: 3137: 3135: 3134: 3129: 3124: 3119: 3117:Demeclocycline 3113: 3111: 3101: 3095: 3094: 3086:dermatological 3074: 3073: 3066: 3059: 3051: 3042: 3041: 3038: 3037: 3036: 3035: 3032: 3021: 3015: 3009: 3008: 3005: 3004: 3002: 3001: 2996: 2991: 2986: 2981: 2976: 2971: 2965: 2963: 2959: 2958: 2956: 2955: 2948: 2940: 2938: 2934: 2933: 2931: 2930: 2929: 2928: 2923: 2918: 2913: 2900: 2899: 2898: 2897: 2883: 2882: 2881: 2880: 2875: 2870: 2865: 2860: 2855: 2853:Hydrocortisone 2850: 2843:acting locally 2836: 2834: 2830: 2829: 2827: 2826: 2816: 2807: 2806: 2801: 2783: 2782: 2776: 2771: 2766: 2759:Opium tincture 2755: 2753: 2742: 2741: 2739: 2738: 2733: 2728: 2723: 2718: 2713: 2703: 2697: 2695: 2688: 2687: 2685: 2684: 2683: 2682: 2680:Broxyquinoline 2669: 2668: 2667: 2666: 2653: 2652: 2651: 2650: 2637: 2636: 2635: 2634: 2629: 2616: 2615: 2614: 2613: 2611:Sulfaguanidine 2608: 2603: 2590: 2589: 2588: 2587: 2582: 2577: 2572: 2567: 2562: 2557: 2552: 2547: 2542: 2537: 2532: 2530:Amphotericin B 2519: 2517: 2513: 2512: 2510: 2509: 2503: 2501: 2497: 2496: 2488:anti-infective 2477:Antidiarrheals 2473: 2472: 2465: 2458: 2450: 2441: 2440: 2438: 2437: 2428: 2423: 2418: 2413: 2407: 2405: 2401: 2400: 2398: 2397: 2392: 2390:Hydrocortisone 2387: 2381: 2379: 2367: 2366: 2364: 2363: 2358: 2353: 2348: 2343: 2338: 2333: 2328: 2323: 2318: 2313: 2308: 2303: 2298: 2293: 2288: 2283: 2278: 2273: 2268: 2263: 2258: 2256:Amphotericin B 2252: 2250: 2240: 2239: 2237: 2236: 2231: 2226: 2221: 2216: 2210: 2208: 2199: 2198: 2192:preparations ( 2190:Stomatological 2186: 2185: 2178: 2171: 2163: 2155: 2154: 2119: 2100:(17): 1897–9. 2084: 2049: 2020:(1): 164–169. 1996: 1947: 1932: 1891: 1875: 1840: 1796: 1777:(13): 4360–8. 1761: 1742:(11): 843–52. 1726: 1705:(12): 766–74. 1685: 1678: 1660: 1611: 1601: 1576: 1541: 1498: 1486: 1453:Anesthesiology 1443: 1438:2015-04-22 at 1424: 1381: 1350: 1325: 1309: 1266: 1218: 1203: 1178: 1159: 1141: 1120: 1119: 1117: 1114: 1108: 1105: 1096: 1093: 1051:aminoglycoside 999: 996: 971: 968: 956: 953: 951: 948: 915: 912: 911: 910: 904: 898: 897:: >16 μg/ml 867: 864: 811: 808: 794:Selman Waksman 789: 786: 778:Selman Waksman 763:aminoglycoside 744:aminoglycoside 735: 734: 717: 716: 714: 713: 710: 708: 705: 697: 696: 695: 692: 691: 689: 688: 685: 677: 676: 675: 672: 671: 669: 668: 660: 658: 650: 649: 643: 637: 636: 633: 627: 621: 615: 610: 604: 603: 599: 598: 588: 580: 579: 577: 576: 568: 566: 560: 559: 557: 556: 548: 546: 540: 539: 537: 536: 528: 526: 520: 519: 517: 516: 508: 506: 500: 499: 497: 496: 488: 486: 480: 479: 477: 476: 468: 466: 460: 459: 457: 456: 448: 446: 440: 439: 437: 436: 428: 426: 415: 414: 412: 411: 403: 401: 395: 394: 392: 391: 316: 308: 307: 306: 303: 302: 298: 297: 294: 285: 284: 281: 275: 274: 271: 265: 264: 261: 255: 254: 247: 246: 244: 243: 225: 223: 217: 216: 212: 211: 209: 208: 115: 113: 107: 106: 97: 95:administration 89: 88: 81: 75: 74: 67: 57: 56: 53: 47: 46: 42: 41: 33: 32: 15: 9: 6: 4: 3: 2: 4758: 4747: 4744: 4742: 4739: 4737: 4734: 4732: 4729: 4728: 4726: 4711: 4708: 4706: 4703: 4701: 4698: 4697: 4695: 4693: 4689: 4685: 4679: 4676: 4674: 4671: 4669: 4666: 4664: 4663:Dexamethasone 4661: 4659: 4658:Betamethasone 4656: 4655: 4653: 4651: 4647: 4641: 4638: 4636: 4633: 4631: 4628: 4626: 4623: 4621: 4620:Nitrofurazone 4618: 4616: 4613: 4611: 4608: 4606: 4603: 4601: 4598: 4596: 4593: 4591: 4590:Ciprofloxacin 4588: 4586: 4585:Chlorhexidine 4583: 4581: 4578: 4576: 4573: 4570: 4566: 4563: 4561: 4558: 4556: 4553: 4552: 4550: 4548: 4544: 4539: 4535: 4527: 4522: 4520: 4515: 4513: 4508: 4507: 4504: 4492: 4489: 4488: 4486: 4482: 4476: 4473: 4471: 4468: 4466: 4463: 4461: 4458: 4457: 4455: 4453: 4449: 4443: 4440: 4438: 4435: 4433: 4430: 4428: 4425: 4423: 4420: 4419: 4417: 4415: 4411: 4405: 4402: 4400: 4397: 4395: 4392: 4390: 4387: 4385: 4382: 4380: 4377: 4375: 4372: 4370: 4367: 4365: 4362: 4360: 4357: 4355: 4354:Chlorhexidine 4352: 4350: 4347: 4344: 4340: 4336: 4333: 4331: 4328: 4326: 4323: 4321: 4318: 4316: 4313: 4311: 4308: 4307: 4305: 4303: 4299: 4294: 4290: 4283: 4278: 4276: 4271: 4269: 4264: 4263: 4260: 4244: 4242: 4239: 4238: 4236: 4233: 4230: 4227: 4225: 4222: 4221: 4217: 4202: 4198: 4197:Virginiamycin 4195: 4193: 4190: 4188: 4185: 4182: 4178: 4174: 4171: 4168: 4164: 4160: 4157: 4154: 4150: 4146: 4142: 4141:Pristinamycin 4139: 4138: 4136: 4134: 4130: 4124: 4121: 4119: 4116: 4114: 4111: 4110: 4108: 4106: 4102: 4096: 4095:Solithromycin 4093: 4091: 4088: 4086: 4085:Telithromycin 4083: 4082: 4080: 4078: 4074: 4068: 4065: 4063: 4060: 4058: 4057:Tulathromycin 4055: 4053: 4050: 4048: 4045: 4043: 4040: 4038: 4037:Telithromycin 4035: 4033: 4030: 4028: 4027:Solithromycin 4025: 4023: 4022:Roxithromycin 4020: 4018: 4015: 4013: 4010: 4008: 4005: 4003: 4000: 3998: 3995: 3993: 3990: 3988: 3987:Gamithromycin 3985: 3983: 3980: 3978: 3975: 3973: 3972:Dirithromycin 3970: 3968: 3965: 3963: 3960: 3958: 3955: 3953: 3950: 3948: 3945: 3944: 3942: 3940: 3936: 3933: 3930: 3925: 3915: 3912: 3910: 3909:Thiamphenicol 3907: 3905: 3904:Azidamfenicol 3902: 3900: 3897: 3896: 3894: 3892: 3888: 3885: 3883: 3879: 3873: 3870: 3868: 3865: 3863: 3860: 3858: 3855: 3853: 3850: 3848: 3845: 3843: 3840: 3839: 3837: 3834: 3829: 3828:Oxazolidinone 3825: 3822: 3820: 3816: 3802: 3799: 3798: 3796: 3794: 3790: 3784: 3781: 3779: 3776: 3774: 3771: 3769: 3766: 3764: 3761: 3759: 3756: 3754: 3751: 3749: 3746: 3744: 3741: 3739: 3736: 3734: 3731: 3729: 3726: 3724: 3721: 3719: 3716: 3714: 3711: 3710: 3708: 3706:Tetracyclines 3704: 3701: 3698: 3693: 3689: 3679: 3676: 3675: 3673: 3669: 3663: 3660: 3658: 3655: 3654: 3649: 3646: 3644: 3641: 3639: 3636: 3634: 3631: 3629: 3626: 3625: 3624: 3621: 3620: 3618: 3615: 3614: 3608: 3602: 3599: 3597: 3594: 3592: 3589: 3587: 3584: 3582: 3581:Spectinomycin 3579: 3576: 3572: 3569: 3568: 3563: 3560: 3558: 3555: 3553: 3550: 3548: 3545: 3544: 3543: 3540: 3539: 3534: 3531: 3529: 3526: 3524: 3521: 3520: 3519: 3516: 3515: 3512: 3509: 3507: 3504: 3503: 3501: 3498: 3497: 3491: 3488: 3485: 3480: 3476: 3473: 3471: 3467: 3462: 3458: 3454: 3450: 3446: 3442: 3438: 3431: 3426: 3424: 3419: 3417: 3412: 3411: 3408: 3392: 3389: 3387: 3386:Metronidazole 3384: 3382: 3379: 3378: 3376: 3372: 3366: 3363: 3361: 3358: 3356: 3353: 3351: 3348: 3346: 3343: 3341: 3338: 3336: 3333: 3331: 3328: 3326: 3323: 3321: 3318: 3316: 3313: 3311: 3308: 3306: 3303: 3302: 3300: 3298: 3294: 3288: 3287:Sulfamerazine 3285: 3283: 3282:Sulfanilamide 3280: 3278: 3275: 3273: 3270: 3268: 3267:Sulfathiazole 3265: 3263: 3260: 3259: 3257: 3255: 3251: 3248: 3246: 3242: 3232: 3229: 3227: 3224: 3222: 3219: 3217: 3214: 3211: 3210: 3207: 3203: 3200: 3199: 3196: 3195:Virginiamycin 3192: 3191:Streptogramin 3189: 3188: 3185: 3181: 3178: 3177: 3174: 3171: 3169: 3166: 3164: 3160: 3157: 3156: 3153: 3149: 3146: 3145: 3143: 3139: 3133: 3130: 3128: 3125: 3123: 3120: 3118: 3115: 3114: 3112: 3109: 3105: 3102: 3100: 3096: 3091: 3087: 3083: 3079: 3072: 3067: 3065: 3060: 3058: 3053: 3052: 3049: 3033: 3031: 3028: 3027: 3025: 3022: 3019: 3016: 3014: 3011: 3010: 3006: 3000: 2997: 2995: 2992: 2990: 2987: 2985: 2982: 2980: 2977: 2975: 2972: 2970: 2967: 2966: 2964: 2960: 2954: 2953: 2949: 2947: 2946: 2942: 2941: 2939: 2935: 2927: 2924: 2922: 2919: 2917: 2914: 2912: 2911:Sulfasalazine 2909: 2908: 2907: 2906: 2902: 2901: 2896: 2893: 2892: 2891: 2889: 2885: 2884: 2879: 2878:Beclometasone 2876: 2874: 2871: 2869: 2866: 2864: 2863:Betamethasone 2861: 2859: 2856: 2854: 2851: 2849: 2846: 2845: 2844: 2842: 2838: 2837: 2835: 2831: 2824: 2820: 2817: 2815: 2812: 2809: 2808: 2805: 2802: 2799: 2795: 2794:Diphenoxylate 2792: 2790: 2785: 2784: 2780: 2777: 2775: 2772: 2770: 2767: 2764: 2760: 2757: 2756: 2754: 2751: 2747: 2743: 2737: 2734: 2732: 2729: 2727: 2724: 2722: 2719: 2717: 2714: 2711: 2707: 2704: 2702: 2699: 2698: 2696: 2694: 2689: 2681: 2678: 2677: 2676: 2675: 2671: 2670: 2665: 2662: 2661: 2660: 2659: 2655: 2654: 2649: 2646: 2645: 2644: 2643: 2639: 2638: 2633: 2630: 2628: 2625: 2624: 2623: 2622: 2618: 2617: 2612: 2609: 2607: 2604: 2602: 2599: 2598: 2597: 2596: 2592: 2591: 2586: 2583: 2581: 2578: 2576: 2573: 2571: 2568: 2566: 2563: 2561: 2558: 2556: 2553: 2551: 2548: 2546: 2543: 2541: 2538: 2536: 2533: 2531: 2528: 2527: 2526: 2525: 2521: 2520: 2518: 2514: 2508: 2505: 2504: 2502: 2498: 2493: 2489: 2485: 2482: 2478: 2471: 2466: 2464: 2459: 2457: 2452: 2451: 2448: 2436: 2432: 2429: 2427: 2424: 2422: 2419: 2417: 2414: 2412: 2409: 2408: 2406: 2402: 2396: 2395:Triamcinolone 2393: 2391: 2388: 2386: 2385:Dexamethasone 2383: 2382: 2380: 2377: 2372: 2368: 2362: 2359: 2357: 2354: 2352: 2349: 2347: 2344: 2342: 2339: 2337: 2334: 2332: 2329: 2327: 2324: 2322: 2319: 2317: 2316:Metronidazole 2314: 2312: 2309: 2307: 2304: 2302: 2299: 2297: 2294: 2292: 2289: 2287: 2284: 2282: 2279: 2277: 2274: 2272: 2269: 2267: 2266:Chlorhexidine 2264: 2262: 2259: 2257: 2254: 2253: 2251: 2249: 2245: 2241: 2235: 2232: 2230: 2227: 2225: 2222: 2220: 2217: 2215: 2212: 2211: 2209: 2207: 2204: 2200: 2195: 2191: 2184: 2179: 2177: 2172: 2170: 2165: 2164: 2161: 2150: 2146: 2142: 2138: 2134: 2130: 2123: 2115: 2111: 2107: 2103: 2099: 2095: 2088: 2080: 2076: 2072: 2068: 2064: 2060: 2053: 2045: 2041: 2036: 2031: 2027: 2023: 2019: 2015: 2011: 2007: 2000: 1992: 1988: 1983: 1978: 1974: 1970: 1966: 1962: 1958: 1951: 1943: 1936: 1928: 1924: 1919: 1914: 1911:(11): 643–6. 1910: 1906: 1902: 1895: 1888: 1882: 1880: 1871: 1867: 1863: 1859: 1856:(6): 864–74. 1855: 1851: 1844: 1836: 1832: 1828: 1824: 1820: 1816: 1812: 1808: 1800: 1792: 1788: 1784: 1780: 1776: 1772: 1765: 1757: 1753: 1749: 1745: 1741: 1737: 1730: 1722: 1718: 1713: 1708: 1704: 1700: 1696: 1689: 1681: 1675: 1671: 1664: 1656: 1652: 1647: 1642: 1638: 1634: 1630: 1626: 1622: 1615: 1605: 1590: 1586: 1580: 1572: 1568: 1564: 1560: 1557:(1): 105–12. 1556: 1552: 1545: 1537: 1533: 1529: 1525: 1521: 1517: 1514:(3): 237–43. 1513: 1509: 1502: 1493: 1491: 1482: 1478: 1474: 1470: 1466: 1462: 1459:(3): 218–20. 1458: 1454: 1447: 1441: 1440:archive.today 1437: 1434: 1428: 1420: 1416: 1412: 1408: 1404: 1400: 1397:(3): 149–60. 1396: 1392: 1385: 1367: 1360: 1354: 1340:on 2009-07-09 1339: 1335: 1329: 1323: 1322: 1318: 1313: 1305: 1301: 1297: 1293: 1289: 1285: 1282:(3): 115–20. 1281: 1277: 1270: 1262: 1258: 1254: 1250: 1246: 1242: 1238: 1234: 1227: 1225: 1223: 1214: 1207: 1192: 1188: 1182: 1169: 1163: 1148: 1144: 1142:9783527607495 1138: 1134: 1133: 1125: 1121: 1113: 1104: 1102: 1092: 1084: 1080: 1078: 1077:epimerization 1067:Neosamine B ( 1065: 1063: 1054: 1052: 1043: 1038:-ribose, and 1028: 1026: 1022: 1018: 1017:Gram-positive 1013: 1009: 1005: 995: 993: 989: 985: 981: 977: 967: 964: 962: 947: 944: 940: 936: 932: 930: 925: 921: 908: 905: 902: 899: 896: 893: 892: 891: 889: 885: 881: 877: 873: 863: 861: 857: 853: 849: 845: 844: 838: 836: 833: 829: 825: 821: 817: 807: 805: 804: 799: 795: 785: 783: 779: 774: 772: 769:connected by 768: 764: 760: 759:Gram-positive 756: 752: 751:Gram-negative 748: 745: 741: 731: 724: 718: 709: 704: 703: 700: 693: 684: 683: 680: 673: 666: 662: 661: 659: 656: 651: 644: 642: 638: 611: 609: 605: 600: 596: 592: 589: 587: 585:ECHA InfoCard 581: 574: 570: 569: 567: 565: 561: 554: 550: 549: 547: 545: 541: 534: 530: 529: 527: 525: 521: 514: 510: 509: 507: 505: 501: 494: 490: 489: 487: 485: 481: 474: 470: 469: 467: 465: 461: 454: 450: 449: 447: 445: 441: 434: 430: 429: 427: 420: 416: 409: 405: 404: 402: 400: 396: 388: 384: 380: 376: 372: 368: 364: 360: 356: 352: 348: 344: 340: 336: 332: 328: 324: 320: 315: 314: 311: 304: 299: 295: 293: 286: 282: 280: 276: 272: 270: 266: 262: 260: 256: 252: 248: 241: 237: 227: 226: 224: 222: 218: 213: 205: 200: 195: 190: 185: 180: 175: 170: 165: 160: 155: 150: 145: 140: 135: 130: 125: 120: 117: 116: 114: 112: 108: 105: 101: 98: 96: 90: 86: 82: 80: 76: 72: 68: 66: 62: 58: 54: 52: 48: 45:Clinical data 43: 39: 34: 30: 25: 4678:Prednisolone 4640:Tetracycline 4614: 4491:Flurbiprofen 4436: 4394:Oxyquinoline 4330:Benzethonium 4325:Benzalkonium 4181:Quinupristin 4177:Dalfopristin 4105:Lincosamides 4042:Tildipirosin 4012:Oleandomycin 3977:Erythromycin 3947:Azithromycin 3783:Tetracycline 3758:Omadacycline 3743:Meclocycline 3733:Eravacycline 3723:Clomocycline 3638:Micronomicin 3611: 3586:Hygromycin B 3575:+loteprednol 3533:Ribostamycin 3517: 3506:Streptomycin 3496:Streptomyces 3494: 3391:Tirbanibulin 3345:Tromantadine 3254:Sulfonamides 3216:Fusidic acid 3212: 3184:Nadifloxacin 3162: 3132:Tetracycline 3108:Tetracycline 2994:Racecadotril 2950: 2943: 2903: 2888:antiallergic 2886: 2848:Prednisolone 2839: 2823:+simethicone 2810: 2786: 2726:Crospovidone 2674:Oxyquinoline 2672: 2656: 2640: 2627:Nifuroxazide 2619: 2595:Sulfonamides 2593: 2580:Streptomycin 2554: 2522: 2356:Tetracycline 2341:Oxyquinoline 2335: 2276:Clotrimazole 2132: 2128: 2122: 2097: 2093: 2087: 2062: 2059:Biochemistry 2058: 2052: 2017: 2013: 1999: 1967:(3): 396–8. 1964: 1960: 1950: 1941: 1935: 1908: 1904: 1894: 1853: 1849: 1843: 1810: 1806: 1799: 1774: 1770: 1764: 1739: 1735: 1729: 1702: 1698: 1688: 1669: 1663: 1628: 1624: 1614: 1604: 1593:. Retrieved 1579: 1554: 1550: 1544: 1511: 1507: 1501: 1456: 1452: 1446: 1427: 1394: 1390: 1384: 1373:. Retrieved 1353: 1342:. Retrieved 1338:the original 1328: 1319: 1312: 1279: 1275: 1269: 1236: 1232: 1212: 1211:"Neomycin". 1206: 1195:. Retrieved 1181: 1162: 1151:. Retrieved 1131: 1124: 1110: 1098: 1089: 1066: 1062:ribosylation 1060:-ribose via 1055: 1044: 1042:-neosamine. 1029: 1007: 1003: 1001: 987: 973: 965: 958: 928: 917: 914:Side effects 909:: 0.25 μg/ml 906: 900: 894: 869: 848:tuberculosis 841: 839: 813: 810:Medical uses 801: 791: 775: 767:amino sugars 739: 738: 727:   721:   573:ChEMBL449118 386: 382: 378: 374: 370: 366: 362: 358: 354: 350: 346: 342: 338: 334: 330: 326: 322: 318: 296:2 to 3 hours 289:Elimination 221:Legal status 215:Legal status 4746:Otologicals 4692:anesthetics 4630:Polymyxin B 4555:Acetic acid 4442:Tyrothricin 4427:Fusafungine 4414:Antibiotics 4364:Dequalinium 4335:Cetrimonium 4302:Antiseptics 4231:from market 4167:Linopristin 4113:Clindamycin 4090:Cethromycin 4017:Rokitamycin 4002:Midecamycin 3997:Kitasamycin 3914:Florfenicol 3891:Amphenicols 3835:inhibitors) 3801:Tigecycline 3778:Sarecycline 3753:Minocycline 3748:Metacycline 3738:Lymecycline 3713:Doxycycline 3557:Bekanamycin 3528:Paromomycin 3486:inhibitors) 3360:Ibacitabine 3315:Idoxuridine 3310:Penciclovir 3226:Tyrothricin 3099:Antibiotics 3078:Antibiotics 3020:from market 2926:Balsalazide 2814:Eluxadoline 2781:(paregoric) 2736:Diosmectite 2731:Attapulgite 2708:(including 2691:Intestinal 2570:Polymyxin B 2565:Paromomycin 2540:Fidaxomicin 2524:Antibiotics 2500:Rehydration 2431:Epinephrine 2426:Benzydamine 2421:Becaplermin 2346:Polynoxylin 2326:Minocycline 2311:Mepartricin 2291:Doxycycline 2248:antiseptics 2206:prophylaxis 2014:MedChemComm 1107:DNA binding 1095:Composition 856:nephrotoxic 648: g·mol 591:100.014.333 301:Identifiers 79:MedlinePlus 51:Trade names 4725:Categories 4688:Analgesics 4610:Miconazole 4600:Gentamicin 4595:Clioquinol 4575:Boric acid 4460:Benzocaine 4432:Gramicidin 4422:Bacitracin 4379:Hexetidine 4374:Hexamidine 4163:Flopristin 4123:Pirlimycin 4118:Lincomycin 4067:Tylvalosin 4047:Tilmicosin 4032:Spiramycin 4007:Miocamycin 3962:Carrimycin 3957:Carbomycin 3939:Macrolides 3862:Ranbezolid 3842:Eperezolid 3833:initiation 3662:Astromicin 3657:Verdamicin 3648:Isepamicin 3643:Plazomicin 3628:Netilmicin 3623:Gentamicin 3571:Tobramycin 3523:Framycetin 3484:initiation 3330:Resiquimod 3297:Antivirals 3221:Bacitracin 3180:Quinolones 3168:Gentamicin 3148:Amphenicol 2999:Kaopectate 2989:Octreotide 2984:Crofelemer 2921:Olsalazine 2916:Mesalazine 2873:Budesonide 2868:Tixocortol 2858:Prednisone 2819:Loperamide 2693:adsorbents 2648:Miconazole 2621:Nitrofuran 2585:Vancomycin 2481:intestinal 2435:Adrenalone 2321:Miconazole 2301:Hexetidine 1609:6160-6164. 1595:2008-10-19 1391:Dermatitis 1375:2014-03-31 1364:. TOKU-E. 1344:2008-10-19 1276:Dermatitis 1197:2008-10-29 1168:US 2799620 1153:2020-05-25 1116:References 1101:neomycin A 1086:Neomycin B 984:cell lines 970:Resistance 943:vestibular 937:, causing 920:patch test 884:Polysporin 747:antibiotic 653:3D model ( 641:Molar mass 553:CHEBI:7508 513:I16QD7X297 484:ChemSpider 444:IUPHAR/BPS 399:CAS Number 310:IUPAC name 279:Metabolism 4710:Phenazone 4700:Lidocaine 4635:Rifamycin 4625:Ofloxacin 4547:Infection 4475:Lidocaine 4470:Dyclonine 4241:Phase III 4229:Withdrawn 4077:Ketolides 3992:Josamycin 3952:Boromycin 3872:Tedizolid 3867:Sutezolid 3857:Radezolid 3852:Posizolid 3847:Linezolid 3678:Butirosin 3633:Sisomicin 3596:Apramycin 3591:Totomycin 3562:Dibekacin 3552:Arbekacin 3542:Kanamycin 3340:Docosanol 3325:Imiquimod 3320:Edoxudine 3305:Aciclovir 3231:Mupirocin 3206:Rifaximin 3202:Rifamycin 3030:Phase III 3018:Withdrawn 2979:Ceratonia 2804:Difenoxin 2798:+atropine 2664:Acetarsol 2658:Arsenical 2642:Imidazole 2632:Nifurzide 2575:Rifaximin 2550:Natamycin 2545:Kanamycin 2411:Amlexanox 2331:Natamycin 2244:Infection 2214:Dectaflur 1023:, but is 903:: 1 μg/ml 788:Discovery 408:1404-04-2 291:half-life 240:Neosporin 93:Routes of 71:Monograph 65:Drugs.com 4615:Neomycin 4437:Neomycin 4343:chloride 4315:Ambazone 3699:binding) 3610:-micin ( 3547:Amikacin 3518:Neomycin 3493:-mycin ( 3355:Lysozyme 3272:Mafenide 3173:Amikacin 3163:Neomycin 2787:crosses 2774:Morphine 2763:laudanum 2701:Charcoal 2560:Nystatin 2555:Neomycin 2535:Colistin 2490:agents ( 2336:Neomycin 2149:11686727 2114:10987412 2079:12056901 2044:26811742 1927:19713992 1870:17119636 1835:29942953 1827:18802637 1791:17482823 1756:21983602 1721:16506694 1655:16695766 1589:Archived 1536:23170091 1528:14570276 1481:13551808 1436:Archived 1419:24088485 1411:19470301 1366:Archived 1304:31248441 1296:16242081 1261:17782716 1191:Archived 1147:Archived 1025:ototoxic 980:plasmids 961:ribosome 955:Activity 939:tinnitus 935:ototoxic 866:Spectrum 753:aerobic 740:Neomycin 730:(verify) 464:DrugBank 111:ATC code 21:Neomycin 4705:Cocaine 4465:Cocaine 4339:bromide 4062:Tylosin 3350:Inosine 2769:Codeine 2750:opioids 2706:Bismuth 2296:Eugenol 2219:Olaflur 2035:4722958 1991:4907002 1571:2537103 1317:DermNet 1241:Bibcode 1233:Science 835:surgery 816:topical 755:bacilli 646:614.650 608:Formula 473:DB00994 419:PubChem 349:)-5-((1 201: ( 199:S03AA01 191: ( 189:S02AA07 181: ( 179:S01AA03 171: ( 169:R02AB01 161: ( 159:J01GB05 151: ( 149:D06AX04 141: ( 139:B05CA09 131: ( 129:A07AA01 127:) 121: ( 119:A01AB08 100:Topical 85:a682274 4399:Phenol 4289:Throat 4224:WHO-EM 4159:NXL103 3461:QJ01XQ 3365:Lysine 3213:other: 3141:Others 3013:WHO-EM 2721:Kaolin 2716:Pectin 2203:Caries 2147:  2112:  2077:  2042:  2032:  1989:  1982:377991 1979:  1925:  1868:  1833:  1825:  1789:  1754:  1719:  1676:  1653:  1646:438928 1643:  1569:  1534:  1526:  1479:  1473:219730 1471:  1417:  1409:  1302:  1294:  1259:  1174:  1139:  1012:epimer 742:is an 679:SMILES 564:ChEMBL 533:D08260 236:℞-only 234: 55:Neo-rx 4484:Other 3927:MLS ( 3671:other 3439:that 3374:Other 3088:use ( 2404:Other 1831:S2CID 1532:S2CID 1477:S2CID 1415:S2CID 1369:(PDF) 1362:(PDF) 1300:S2CID 929:gamma 699:InChI 655:JSmol 544:ChEBI 4690:and 3697:tRNA 3457:J01G 3453:J01F 3449:J01B 3445:J01A 3084:for 3080:and 2486:and 2246:and 2145:PMID 2110:PMID 2075:PMID 2040:PMID 1987:PMID 1923:PMID 1866:PMID 1823:PMID 1787:PMID 1752:PMID 1717:PMID 1674:ISBN 1651:PMID 1567:PMID 1524:PMID 1469:PMID 1407:PMID 1292:PMID 1257:PMID 1137:ISBN 1019:and 1006:and 826:and 524:KEGG 504:UNII 493:8075 433:8378 263:None 253:data 104:oral 61:AHFS 4538:S02 4534:ear 4293:R02 4153:IIB 4149:IIA 3819:50S 3470:30S 3090:D06 2789:BBB 2492:A07 2194:A01 2137:doi 2133:123 2102:doi 2067:doi 2030:PMC 2022:doi 1977:PMC 1969:doi 1913:doi 1858:doi 1815:doi 1779:doi 1744:doi 1707:doi 1641:PMC 1633:doi 1559:doi 1555:979 1516:doi 1461:doi 1399:doi 1284:doi 1249:doi 1237:109 988:neo 453:709 423:CID 283:N/A 273:N/A 204:WHO 197:), 194:WHO 187:), 184:WHO 177:), 174:WHO 167:), 164:WHO 157:), 154:WHO 147:), 144:WHO 137:), 134:WHO 124:WHO 4727:: 4237:: 4201:S1 4179:, 4165:, 4151:, 4147:, 4145:IA 3459:, 3455:, 3451:, 3447:, 3204:: 3193:: 3182:: 3161:: 3150:: 3026:: 2479:, 2143:. 2131:. 2108:. 2098:10 2096:. 2073:. 2063:41 2061:. 2038:. 2028:. 2016:. 2012:. 1985:. 1975:. 1965:18 1963:. 1959:. 1921:. 1909:62 1907:. 1903:. 1878:^ 1864:. 1854:23 1852:. 1829:. 1821:. 1809:. 1785:. 1775:15 1773:. 1750:. 1738:. 1715:. 1703:58 1701:. 1697:. 1649:. 1639:. 1629:28 1627:. 1623:. 1587:. 1565:. 1553:. 1530:. 1522:. 1512:47 1510:. 1489:^ 1475:. 1467:. 1457:50 1455:. 1413:. 1405:. 1395:20 1393:. 1298:. 1290:. 1280:16 1278:. 1255:. 1247:. 1235:. 1221:^ 1145:. 837:. 773:. 634:13 622:46 616:23 377:,5 373:,4 369:,3 361:,6 357:,5 353:,2 345:,5 341:,4 337:,3 329:,5 325:,4 321:,3 319:RS 317:(2 230:US 102:, 4571:) 4567:( 4540:) 4536:( 4525:e 4518:t 4511:v 4345:) 4341:/ 4337:( 4295:) 4281:e 4274:t 4267:v 4203:) 4199:( 4183:) 4175:( 4169:) 4161:( 4155:) 4143:( 3931:) 3831:( 3695:( 3616:) 3577:) 3573:( 3499:) 3482:( 3463:) 3443:( 3429:e 3422:t 3415:v 3092:) 3070:e 3063:t 3056:v 2825:) 2821:( 2800:) 2796:( 2791:: 2765:) 2761:( 2752:) 2748:( 2494:) 2469:e 2462:t 2455:v 2433:/ 2378:) 2374:( 2196:) 2182:e 2175:t 2168:v 2151:. 2139:: 2116:. 2104:: 2081:. 2069:: 2046:. 2024:: 2018:7 1993:. 1971:: 1929:. 1915:: 1872:. 1860:: 1837:. 1817:: 1811:6 1793:. 1781:: 1758:. 1746:: 1740:7 1723:. 1709:: 1682:. 1657:. 1635:: 1598:. 1573:. 1561:: 1538:. 1518:: 1483:. 1463:: 1421:. 1401:: 1378:. 1347:. 1306:. 1286:: 1263:. 1251:: 1243:: 1200:. 1156:. 1073:D 1069:L 1058:D 1047:D 1040:L 1036:D 1032:D 657:) 631:O 628:6 625:N 619:H 613:C 387:H 383:H 379:S 375:R 371:S 367:R 363:R 359:R 355:R 351:R 347:S 343:R 339:S 335:R 331:R 327:S 323:S 232:: 207:) 63:/

Index



Trade names
AHFS
Drugs.com
Monograph
MedlinePlus
a682274
Routes of
administration

Topical
oral
ATC code
A01AB08
WHO
A07AA01
WHO
B05CA09
WHO
D06AX04
WHO
J01GB05
WHO
R02AB01
WHO
S01AA03
WHO
S02AA07
WHO
S03AA01
WHO

Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.