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Antimetabolite

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256:(PABA). PABA is needed in enzymatic reactions that produce folic acid, which acts as a coenzyme in the synthesis of purines and pyrimidines, the building-blocks of DNA. Mammals do not synthesize their own folic acid so they are unaffected by PABA inhibitors, which selectively kill bacteria. Sulfanilamide drugs are not like the antibiotics used to treat infections. Instead, they work by changing the DNA inside cancer cells to keep them from growing and multiplying. Antitumor antibiotics are a class of antimetabolite drugs that are cell cycle nonspecific. They act by binding with DNA molecules and preventing RNA (ribonucleic acid) synthesis, a key step in the creation of proteins, which are necessary for cancer cell survival. 22: 522: 98:, as they interfere with DNA production and therefore cell division and tumor growth. Because cancer cells spend more time dividing than other cells, inhibiting cell division harms tumor cells more than other cells. Antimetabolite drugs are commonly used to treat leukemia, cancers of the breast, ovary, and the gastrointestinal tract, as well as other types of cancers. In the 484:. This means these are the same bases as above, but with an added sugar group. For the nucleoside analogues either the base or the sugar component can be altered. They are similar enough to the molecules used to build cellular DNA that they are incorporated by the cell into its DNA, but different enough that after being added the cell's DNA they stop cell growth. 506:. This means these molecules look exactly like the pieces used to build DNA in a cell and can be incorporated into a growing cell's DNA. However, because they are analogues and therefore slightly different from regular nucleotides, causing the cell's growth to be halted and the cell to die. 396:. This means that these molecules are structurally similar enough to the basic components of DNA that they can be substituted in. However, since they are slightly different from the normal bases after they are incorporated into the DNA, the DNA production is halted and the cell dies. 105:
Antimetabolites generally impair DNA replication machinery, either by incorporation of chemically altered nucleotides or by depleting the supply of deoxynucleotides needed for DNA replication and cell proliferation.
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Mashita T, Kowada T, Takahashi H, Matsui T, Mizukami S (June 2019). "Light-Wavelength-Based Quantitative Control of Dihydrofolate Reductase Activity by Using a Photochromic Isostere of an Inhibitor".
232:, the cell death process. Because of this mode of action, most antimetabolites have high cell cycle specificity and can target arrest of cancer cell DNA replication. 2647: 578:
Peters GJ, van der Wilt CL, van Moorsel CJ, Kroep JR, Bergman AM, Ackland SP (2000). "Basis for effective combination cancer chemotherapy with antimetabolites".
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Matera C, Gomila AM, Camarero N, Libergoli M, Soler C, Gorostiza P (November 2018). "Photoswitchable Antimetabolite for Targeted Photoactivated Chemotherapy".
634: 99: 707: 1059: 2707: 1759: 1588: 1568: 1553: 2784: 193:, chemicals that become the building-blocks of DNA. They prevent these substances from becoming incorporated into DNA during the 718: 1975: 1028: 2735: 1052: 562: 2342: 1494: 1450: 1328: 1037: 1253: 974: 2752: 1045: 521: 1769: 2388: 1390: 1280: 201:), stopping normal development and cell division. Anti-metabolites also affect RNA synthesis. However, because 704: 2310: 2293: 2168: 1932: 1310: 351: 224:
that participate in essential biosynthetic processes and subsequent incorporation of these biomolecules into
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Anthracyclines are anti-tumor antibiotics that interfere with enzymes involved in copying DNA during the
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Leumann CJ (April 2002). "DNA analogues: from supramolecular principles to biological properties".
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Examples of cancer drug antimetabolites include, but are not limited to the following:
1003: 892: 877:"Surgical Approaches and Antimetabolite Use in Dacryocystorhinostomy: A Meta-Analysis" 591: 2682: 2256: 1090: 1007: 970: 947: 857: 800: 715: 678: 595: 558: 249: 42: 900: 812: 690: 2687: 2444: 2159: 1793: 1778: 1499: 999: 937: 927: 888: 847: 839: 792: 668: 660: 587: 155: 95: 2126: 2088: 1879: 1301: 1216: 828:"National survey of antimetabolite use in glaucoma surgery in the United Kingdom" 722: 711: 399: 2746: 2280: 1871: 1365: 1116: 1086: 1073: 452: 362: 332: 186: 121: 2773: 2620: 2580: 1950: 1823: 1704: 1647: 1405: 1354: 381: 296: 245: 225: 74: 843: 2667: 2631: 2515: 2505: 2459: 2455: 2417: 2325: 2115: 2054: 2050: 2031: 2026: 2005: 1994: 1808: 1802: 1788: 1783: 1714: 1709: 1662: 1548: 1415: 1395: 1324: 1273: 1263: 1077: 1069: 1011: 951: 861: 804: 796: 682: 599: 533: 495: 477: 418: 393: 316: 311: 270: 182: 171: 160: 127: 114: 78: 26: 2712: 2692: 2677: 2672: 2657: 2615: 2585: 2525: 2495: 2439: 2412: 2285: 2226: 2198: 2188: 2141: 2105: 2021: 1983: 1965: 1960: 1940: 1917: 1888: 1866: 1846: 1836: 1687: 1672: 1652: 1538: 1469: 1455: 1410: 1343: 1338: 1315: 1290: 1258: 1201: 1164: 1141: 1126: 1121: 1106: 664: 456: 426: 358: 328: 306: 275: 149: 144: 139: 70: 21: 932: 2702: 2605: 2600: 2575: 2570: 2560: 2555: 2550: 2520: 2510: 2475: 2470: 2450: 2405: 2393: 2368: 2363: 2353: 2335: 2330: 2320: 2315: 2273: 2261: 2249: 2221: 2208: 2203: 2173: 2136: 2131: 2069: 2064: 2010: 1955: 1907: 1893: 1841: 1828: 1797: 1730: 1719: 1692: 1682: 1677: 1623: 1578: 1573: 1474: 1438: 1370: 1360: 1349: 1333: 1285: 1268: 1244: 1196: 1184: 1136: 673: 513: 509: 491: 473: 460: 437: 422: 389: 385: 286: 281: 260: 241: 217: 198: 190: 165: 133: 58: 54: 50: 46: 30: 2717: 2697: 2652: 2642: 2636: 2540: 2485: 2434: 2358: 2348: 2303: 2290: 2231: 2193: 2121: 2059: 2000: 1989: 1945: 1902: 1861: 1855: 1851: 1813: 1740: 1735: 1725: 1697: 1657: 1618: 1593: 1583: 1543: 1189: 1179: 1174: 1169: 1131: 875:
Gage-White L, LaMear WR, Paleri V, Robson A, Bearn (August 1, 2003).
503: 411: 407: 366: 301: 229: 202: 29:(bottom) is an antimetabolite that interferes with the metabolism of 365:(5-FU), is currently being tested for its effectiveness of managing 2626: 2590: 2530: 2298: 2236: 2016: 1912: 1884: 1563: 1400: 441: 343: 336: 66: 577: 516:(vitamin B9) which is needed to build DNA and allow cells to grow. 1519: 1420: 1234: 1095: 445: 194: 331:(MMC), are commonly used in America and Japan as an addition to 1159: 403: 221: 206: 178: 216:
Due to their efficiency, these drugs are the most widely used
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Anti-tumor antibiotics that are not anthracyclines include:
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Siriwardena D, Edmunds B, Wormald RP, Khaw PT (July 2004).
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in Pazdur R, Wagman LD, Camphausen KA, Hoskins WJ (Eds)
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is used instead), inhibition of thymidine synthesis via
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can occur, and the presence of antimetabolites can have
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Oxford dictionary of biochemistry and molecular biology
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selectively inhibits DNA synthesis over RNA synthesis.
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antimetabolite cancer drugs are classified under L01B.
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of operative sites. Thus, its use following external
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Anatomical Therapeutic Chemical Classification System
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The Organic Chemistry of Drug Design and Drug Action
49:, which is another chemical that is part of normal 646: 644: 357:Intraoperative antimetabolite application, namely 776: 2771: 734: 557:. Oxford : Oxford University Press. p. 43. 388:) – structures that can substitute for a normal 716:Cancer Management: A Multidisciplinary Approach 641: 728: 16:Chemical that inhibits the use of a metabolite 1053: 983: 440:, the smaller bases incorporated into DNA as 914:Kareem AA, Farhood QK, Alhammami HA (2012). 406:, the larger bases incorporated into DNA as 342:Antimetabolites have been shown to decrease 1060: 1046: 941: 931: 851: 749: 705:"Principles of Oncologic Pharmacotherapy" 672: 615:at the U.S. National Library of Medicine 969:. New York: John Wiley & Sons, Inc. 653:Journal of the American Chemical Society 377:Main categories of these drugs include: 252:synthesis in bacteria by competing with 20: 989: 964: 737:Medicinal Chemistry of Anticancer Drugs 220:. Competition for the binding sites of 2772: 512:– chemicals that block the actions of 1041: 552: 205:is used in DNA but not in RNA (where 992:Bioorganic & Medicinal Chemistry 881:Otolaryngology–Head and Neck Surgery 832:The British Journal of Ophthalmology 350:, a procedure for the management of 266:Examples of anthracyclines include: 1329:ribonucleotide reductase inhibitors 436:– mimic the structure of metabolic 402:– mimic the structure of metabolic 89: 13: 1495:Ribonucleotide reductase inhibitor 1451:Ribonucleotide reductase inhibitor 69:effects on cells, such as halting 14: 2796: 1254:Dihydrofolate reductase inhibitor 1022: 739:(2nd ed.). Elsevier Science. 177:Anti-metabolites masquerade as a 77:, so these compounds are used in 735:Avendano C, Menendez CJ (2015). 520: 335:, a surgical procedure to treat 907: 868: 819: 580:Pharmacology & Therapeutics 494:alternatives that consist of a 476:alternatives that consist of a 94:Antimetabolites can be used in 57:that interfere with the use of 2785:Antineoplastic antimetabolites 1391:Thymidylate synthase inhibitor 1281:Thymidylate synthase inhibitor 743: 697: 613:Antineoplastic+Antimetabolites 606: 571: 546: 327:Antimetabolites, particularly 235: 1: 1311:Adenosine deaminase inhibitor 1152:Block microtubule disassembly 1004:10.1016/S0968-0896(01)00348-0 893:10.1016/S0194-5998(03)01253-1 766:"Types of Chemotherapy Drugs" 635:"How Chemotherapy Drugs Work" 592:10.1016/S0163-7258(00)00086-3 539: 352:nasolacrimal duct obstruction 322: 240:Antimetabolites may also be 7: 527: 84: 10: 2801: 967:A Study of Antimetabolites 637:. American Cancer Society. 2730: 2611:Omacetaxine mepesuccinate 2491:Ciltacabtagene autoleucel 2481:Brexucabtagene autoleucel 2427: 2378: 2158: 2151: 2087: 2041: 1974: 1931: 1768: 1753: 1633: 1603: 1528: 1513: 1484: 1380: 1300: 1243: 1226: 1215: 1151: 1104: 1085: 965:Woolley DW (March 1987). 2663:Talimogene laherparepvec 2596:Nadofaragene firadenovec 2566:Lisocabtagene maraleucel 1515:Topoisomerase inhibitors 1434:DNA polymerase inhibitor 617:Medical Subject Headings 372: 2466:Axicabtagene ciloleucel 1070:chemotherapeutic agents 844:10.1136/bjo.2003.034256 354:, is being researched. 2648:Sitimagene ceradenovec 2546:Idecabtagene vicleucel 2111:Methyl aminolevulinate 1033:University of Nebraska 920:Clinical Ophthalmology 797:10.1002/cbic.201800816 703:Takimoto CH, Calvo E. 254:para-aminobenzoic acid 63:competitive inhibition 34: 2122:Porphyrin derivatives 1818:Melphalan flufenamide 1465:Hypomethylating agent 1074:antineoplastic agents 770:SEER Training Modules 750:Silverman RB (2004). 348:dacryocystorhinostomy 248:drugs, which inhibit 24: 2451:Asparagine depleters 2380:Receptor antagonists 2294:+abiraterone acetate 665:10.1021/jacs.8b08249 488:nucleotide analogues 470:nucleoside analogues 434:pyrimidine analogues 211:thymidylate synthase 2501:Denileukin diftitox 2401:Retinoid X receptor 2101:Aminolevulinic acid 1923:Triethylenemelamine 1755:Crosslinking of DNA 1486:Deoxyribonucleotide 1425:+gimeracil/oteracil 933:10.2147/OPTH.S38388 659:(46): 15764–15773. 41:is a chemical that 2757:Never to phase III 1559:Etirinotecan pegol 721:2013-10-04 at the 710:2020-05-03 at the 35: 2767: 2766: 2726: 2725: 2683:Tigilanol tiglate 2160:Enzyme inhibitors 2083: 2082: 2079: 2078: 1779:Nitrogen mustards 1749: 1748: 1509: 1508: 1211: 1210: 791:(11): 1382–1386. 564:978-0-19-854768-6 553:Smith AL (1997). 2792: 2688:Tisagenlecleucel 2445:Arsenic trioxide 2156: 2155: 2089:Photosensitizers 1880:Alkyl sulfonates 1794:Cyclophosphamide 1766: 1765: 1705:Anthracenediones 1526: 1525: 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1372: 1369: 1367: 1363: 1362: 1358: 1356: 1355:Rabacfosadine 1353: 1351: 1348: 1345: 1342: 1340: 1337: 1335: 1331: 1330: 1326: 1322: 1321: 1317: 1313: 1312: 1308: 1307: 1305: 1303: 1299: 1292: 1289: 1287: 1283: 1282: 1278: 1275: 1272: 1270: 1267: 1265: 1262: 1260: 1256: 1255: 1251: 1250: 1248: 1246: 1242: 1239: 1236: 1231: 1225: 1222: 1218: 1214: 1203: 1199: 1198: 1194: 1191: 1188: 1186: 1183: 1181: 1178: 1176: 1173: 1171: 1168: 1166: 1162: 1161: 1157: 1156: 1154: 1150: 1143: 1140: 1138: 1135: 1133: 1130: 1128: 1125: 1123: 1119: 1118: 1114: 1113: 1111: 1108: 1103: 1100: 1097: 1092: 1088: 1084: 1079: 1075: 1071: 1063: 1058: 1056: 1051: 1049: 1044: 1043: 1040: 1034: 1030: 1027: 1026: 1013: 1009: 1005: 1001: 997: 993: 986: 978: 976:9780471960300 972: 968: 961: 953: 949: 944: 939: 934: 929: 926:: 1849–1854. 925: 921: 917: 910: 902: 898: 894: 890: 886: 882: 878: 871: 863: 859: 854: 849: 845: 841: 837: 833: 829: 822: 814: 810: 806: 802: 798: 794: 790: 786: 779: 771: 767: 761: 753: 746: 738: 731: 724: 720: 717: 713: 709: 706: 700: 692: 688: 684: 680: 675: 670: 666: 662: 658: 654: 647: 645: 636: 630: 628: 626: 618: 614: 609: 601: 597: 593: 589: 585: 581: 574: 566: 560: 556: 549: 545: 535: 532: 531: 525: 523: 515: 511: 508: 505: 501: 497: 493: 489: 486: 483: 479: 475: 471: 468: 462: 458: 454: 450: 449: 447: 443: 439: 435: 432: 428: 424: 420: 416: 415: 413: 409: 405: 401: 398: 397: 395: 394:nucleic acids 391: 387: 383: 380: 379: 378: 370: 368: 364: 360: 355: 353: 349: 345: 340: 338: 334: 330: 318: 315: 313: 310: 308: 305: 303: 300: 298: 297:Actinomycin-D 295: 294: 293: 288: 285: 283: 280: 278:(Adriamycin®) 277: 274: 272: 269: 268: 267: 264: 262: 257: 255: 251: 250:dihydrofolate 247: 246:sulfanilamide 243: 233: 231: 227: 226:nucleic acids 223: 219: 214: 212: 208: 204: 200: 196: 192: 188: 184: 180: 173: 170: 167: 164: 162: 159: 157: 154: 151: 148: 146: 143: 141: 138: 135: 132: 129: 126: 123: 119: 116: 112: 111: 110: 107: 103: 101: 97: 82: 80: 76: 75:cell division 72: 68: 64: 60: 56: 52: 48: 45:the use of a 44: 40: 32: 28: 23: 19: 2668:Tazemetostat 2632:Alitretinoin 2625: 2536:Estramustine 2516:Elsamitrucin 2506:Eflornithine 2460:Pegaspargase 2456:Asparaginase 2449: 2418:Testolactone 2411: 2399: 2387: 2341: 2326:Panobinostat 2309: 2279: 2267: 2255: 2243: 2214: 2179: 2167: 2120: 2116:Padeliporfin 2055:Dactinomycin 2051:Streptomyces 2032:Temozolomide 2027:Mitozolomide 2015: 2006:Mitobronitol 1995:Procarbazine 1988: 1976:Nonclassical 1901: 1878: 1872:Streptozocin 1837:Nitrosoureas 1835: 1809:Chlorambucil 1803:Trofosfamide 1789:Chlormethine 1784:Bendamustine 1777: 1715:Mitoxantrone 1710:Losoxantrone 1703: 1663:Daunorubicin 1646: 1612: 1549:Camptothecin 1537: 1493: 1463: 1449: 1432: 1416:Fluorouracil 1396:Capecitabine 1389: 1359: 1323: 1309: 1279: 1274:Pralatrexate 1264:Methotrexate 1252: 1229: 1195: 1158: 1115: 995: 991: 985: 966: 960: 923: 919: 909: 884: 880: 870: 835: 831: 821: 788: 784: 778: 769: 760: 751: 745: 736: 730: 699: 656: 652: 608: 583: 579: 573: 554: 548: 534:Antinutrient 519: 496:nucleic acid 478:nucleic acid 419:Azathioprine 376: 356: 341: 326: 317:Phototrexate 312:Mitoxantrone 291: 271:Daunorubicin 265: 258: 239: 215: 183:azathioprine 176: 172:Phototrexate 161:Methotrexate 128:Capecitabine 115:Fluorouracil 108: 104: 93: 81:for cancer. 79:chemotherapy 38: 36: 27:methotrexate 18: 2743:from market 2713:Vorasidenib 2693:Trabectedin 2678:Tiazofurine 2673:Tebentafusp 2658:Tagraxofusp 2616:Plitidepsin 2586:Mitoguazone 2526:Epacadostat 2496:Demecolcine 2440:Aflibercept 2413:Sex steroid 2286:Fuzuloparib 2227:Carfilzomib 2199:Palbociclib 2189:Abemaciclib 2142:Verteporfin 2106:Efaproxiral 2022:Dacarbazine 1984:Altretamine 1966:Satraplatin 1961:Oxaliplatin 1941:Carboplatin 1918:Triaziquone 1889:Mannosulfan 1867:Ranimustine 1847:Fotemustine 1688:Pirarubicin 1673:Doxorubicin 1667:+cytarabine 1653:Aclarubicin 1614:Podophyllum 1539:Camptotheca 1470:Azacitidine 1456:Gemcitabine 1411:Floxuridine 1344:Fludarabine 1339:Clofarabine 1325:Halogenated 1316:Pentostatin 1291:Raltitrexed 1259:Aminopterin 1202:Ixabepilone 1197:Epothilones 1165:Cabazitaxel 1142:Vinorelbine 1127:Vincristine 1122:Vinblastine 1107:microtubule 887:(2): P205. 785:ChemBioChem 674:2445/126377 510:antifolates 492:nucleotides 457:Gemcitabine 438:pyrimidines 427:Fludarabine 423:Thiopurines 390:nucleobases 386:nucleobases 359:mitomycin C 329:mitomycin C 307:Mitomycin-C 276:Doxorubicin 242:antibiotics 236:Antibiotics 218:cytostatics 150:Gemcitabine 145:Fludarabine 140:Floxuridine 71:cell growth 55:antifolates 2774:Categories 2708:Verdinexor 2703:Venetoclax 2606:Oblimersen 2601:Navitoclax 2576:Lucanthone 2571:Lonidamine 2561:Lifileucel 2556:Ivosidenib 2551:Imetelstat 2521:Enasidenib 2511:Elesclomol 2476:Bexarotene 2471:Belzutifan 2406:Bexarotene 2394:Atrasentan 2369:Umbralisib 2364:Idelalisib 2354:Copanlisib 2336:Vorinostat 2331:Romidepsin 2321:Entinostat 2316:Belinostat 2274:Masoprocol 2262:Tiazofurin 2250:Anagrelide 2222:Bortezomib 2209:Seliciclib 2204:Ribociclib 2184:inhibitors 2174:Tipifarnib 2137:Temoporfin 2132:Talaporfin 2070:Plicamycin 2065:Mitomycins 2011:Pipobroman 1990:Hydrazines 1956:Nedaplatin 1908:Carboquone 1903:Aziridines 1894:Treosulfan 1842:Carmustine 1829:Uramustine 1798:Ifosfamide 1770:Alkylating 1731:Bisantrene 1720:Pixantrone 1693:Valrubicin 1683:Idarubicin 1678:Epirubicin 1624:Teniposide 1579:Lurtotecan 1574:Irinotecan 1475:Decitabine 1439:Cytarabine 1382:Pyrimidine 1371:Tioguanine 1361:Thiopurine 1350:Nelarabine 1334:Cladribine 1286:Pemetrexed 1269:Pemetrexed 1245:Folic acid 1185:Paclitaxel 1137:Vinflunine 540:References 514:folic acid 504:phosphates 502:, and 1–3 474:nucleoside 461:Cytarabine 451:Examples: 417:Examples: 361:(MMC) and 323:Other uses 287:Idarubicin 282:Epirubicin 261:cell cycle 244:, such as 199:cell cycle 191:pyrimidine 166:Pemetrexed 134:Cytarabine 59:folic acid 51:metabolism 47:metabolite 31:folic acid 2753:Phase III 2741:Withdrawn 2718:Vosaroxin 2698:Veliparib 2653:Sotorasib 2643:Selinexor 2637:Tretinoin 2627:Retinoids 2541:Glasdegib 2486:Celecoxib 2435:Adagrasib 2359:Duvelisib 2349:Alpelisib 2304:Rucaparib 2291:Niraparib 2232:Oprozomib 2194:Alvocidib 2060:Bleomycin 2017:Triazenes 2001:Etoglucid 1946:Cisplatin 1862:Nimustine 1856:Semustine 1852:Lomustine 1814:Melphalan 1741:Menogaril 1736:Crisnatol 1726:Amsacrine 1698:Zorubicin 1658:Amrubicin 1619:Etoposide 1594:Topotecan 1589:Silatecan 1584:Rubitecan 1569:Gimatecan 1554:Cositecan 1544:Belotecan 1220:inhibitor 1190:Tesetaxel 1180:Ortataxel 1175:Larotaxel 1170:Docetaxel 1132:Vindesine 412:guanosine 408:adenosine 384:(altered 367:pterygium 302:Bleomycin 230:apoptosis 203:thymidine 168:(Alimta®) 152:(Gemzar®) 130:(Xeloda®) 25:The drug 2591:Mitotane 2531:Eribulin 2299:Olaparib 2237:Ixazomib 1913:Thiotepa 1885:Busulfan 1564:Exatecan 1401:Carmofur 1109:assembly 1072: / 1029:Overview 1012:11836090 952:23152665 901:72098513 862:15205228 813:58567138 805:30656808 719:Archived 708:Archived 691:53043366 683:30346152 600:11008002 528:See also 442:cytosine 344:fibrosis 337:glaucoma 197:(of the 136:(Ara-C®) 85:Function 61:; thus, 43:inhibits 1520:S phase 1421:Tegafur 1235:S phase 1160:Taxanes 1096:M phase 943:3497463 853:1772249 446:thymine 404:purines 222:enzymes 195:S phase 189:) or a 2736:WHO-EM 2345:(Pi3K) 1302:Purine 1105:Block 1010:  973:  950:  940:  899:  860:  850:  811:  803:  689:  681:  619:(MeSH) 598:  561:  459:, and 425:, and 207:uracil 179:purine 124:(6-MP) 117:(5-FU) 2257:IMPDI 2152:Other 897:S2CID 809:S2CID 687:S2CID 500:sugar 482:sugar 373:Types 67:toxic 33:(top) 2343:PIKI 2311:HDAC 1760:CCNS 1008:PMID 971:ISBN 948:PMID 858:PMID 801:PMID 679:PMID 596:PMID 559:ISBN 498:, a 444:and 410:and 73:and 2389:ERA 2245:PhI 2216:PrI 2181:CDK 2093:PDT 1091:MIs 1087:SPs 1078:L01 1031:at 1000:doi 938:PMC 928:doi 889:doi 885:129 848:PMC 840:doi 793:doi 669:hdl 661:doi 657:140 588:doi 392:in 37:An 2776:: 2749:: 2269:LI 2169:FI 1635:II 1605:II 1427:)) 1006:. 996:10 994:. 946:. 936:. 922:. 918:. 895:. 883:. 879:. 856:. 846:. 836:88 834:. 830:. 807:. 799:. 789:20 787:. 768:. 685:. 677:. 667:. 655:. 643:^ 624:^ 594:. 584:87 582:. 490:– 472:– 455:, 448:. 421:, 414:. 369:. 339:. 263:. 185:, 120:6- 113:5- 2639:) 2630:( 2462:) 2458:/ 2454:( 2420:) 2416:( 2408:) 2404:( 2396:) 2392:( 2371:) 2347:( 2338:) 2314:( 2306:) 2284:( 2276:) 2272:( 2264:) 2260:( 2252:) 2248:( 2211:) 2187:( 2176:) 2172:( 2144:) 2125:( 2091:/ 2072:) 2053:( 2034:) 2020:( 1997:) 1993:( 1905:: 1896:) 1887:( 1882:: 1858:) 1854:( 1839:: 1820:) 1816:( 1805:) 1796:( 1781:: 1762:) 1758:( 1722:) 1708:( 1700:) 1669:) 1665:( 1651:( 1637:+ 1626:) 1617:( 1596:) 1542:( 1530:I 1522:) 1518:( 1502:) 1498:( 1477:) 1468:( 1458:) 1454:( 1444:) 1437:( 1423:( 1394:( 1373:) 1364:( 1346:) 1332:( 1327:/ 1318:) 1314:( 1293:) 1284:( 1276:) 1257:( 1237:) 1233:( 1204:) 1200:( 1192:) 1163:( 1144:) 1120:( 1098:) 1094:( 1089:/ 1080:) 1076:( 1061:e 1054:t 1047:v 1014:. 1002:: 979:. 954:. 930:: 924:6 903:. 891:: 864:. 842:: 815:. 795:: 772:. 693:. 671:: 663:: 602:. 590:: 567:. 181:(

Index

2D chemical structural diagrams comparing folic acid and methotrexate
methotrexate
folic acid
inhibits
metabolite
metabolism
antifolates
folic acid
competitive inhibition
toxic
cell growth
cell division
chemotherapy
cancer treatment
Anatomical Therapeutic Chemical Classification System
Fluorouracil
Mercaptopurine
Capecitabine
Cytarabine
Floxuridine
Fludarabine
Gemcitabine
Hydroxycarbamide
Methotrexate
Pemetrexed
Phototrexate
purine
azathioprine
mercaptopurine
pyrimidine

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