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Ansamycin

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27: 81:) because of their unique structure, which consists of an aromatic moiety bridged by an aliphatic chain. The main difference between various derivatives of ansamycins is the aromatic moiety, which can be a 240:
Balerna, M.; Keller-Schierlein, W.; Martius, C.; Wolf, H.; Zähner, H. (1969). "Metabolic products of microorganisms. 72. Naphthomycin, an antimetabolite of vitamin K".
106: 128:
Rifamycins are a subclass of ansamycins with high potency against mycobacteria. This resulted in their widespread use in the treatment of
380: 205:
Prelog, V.; Oppolzer, W. (1973). "Rifamycins. 4. Ansamycins, a novel class of microbial metabolism products".
136:, and AIDS-related mycobacterial infections. Since then various analogues have been isolated from other 365: 283:
Sensi, P.; Margalith, P.; Timbal, M. T. (1959). "Rifomycin, a new antibiotic; preliminary report".
350: 61:. In addition, these compounds demonstrate antiviral activity towards bacteriophages and 8: 375: 355: 265: 323: 182: 157: 327: 310:
Floss, H. G.; Yu, T. (1999). "Lessons from the rifamycin biosynthetic gene cluster".
292: 257: 222: 187: 269: 360: 319: 249: 239: 214: 177: 173: 169: 370: 54: 86: 344: 218: 111: 50: 46: 42: 331: 296: 129: 117: 102: 98: 94: 31: 261: 226: 191: 137: 82: 253: 62: 58: 90: 20: 282: 133: 109:. Ansamycins were first discovered in 1959 by Sensi et al. from 26: 41:
is a family of bacterial secondary metabolites that show
155: 204: 53:
bacteria, and includes various compounds, including
309: 342: 97:. Another variation consists of benzene or a 73:They are named ansamycins (from the Latin 181: 25: 343: 34:, one of the benzoquinone ansamycins. 312:Current Opinion in Chemical Biology 13: 156:Wehrli, W.; Staehelin, M. (1971). 14: 392: 285:Il Farmaco, Edizione Scientifica 303: 276: 233: 198: 174:10.1128/MMBR.35.3.290-309.1971 149: 1: 324:10.1016/S1367-5931(99)00014-9 143: 68: 7: 158:"Actions of the rifamycins" 123: 16:Group of chemical compounds 10: 397: 18: 242:Archiv für Mikrobiologie 219:10.1002/hlca.19730560716 19:Not to be confused with 162:Bacteriological Reviews 381:Polyketide antibiotics 207:Helvetica Chimica Acta 45:activity against many 35: 29: 254:10.1007/bf00412210 101:ring system as in 36: 366:1,4-Benzoquinones 388: 336: 335: 307: 301: 300: 280: 274: 273: 237: 231: 230: 213:(7): 1179–1187. 202: 196: 195: 185: 153: 396: 395: 391: 390: 389: 387: 386: 385: 341: 340: 339: 308: 304: 281: 277: 238: 234: 203: 199: 154: 150: 146: 126: 71: 55:streptovaricins 24: 17: 12: 11: 5: 394: 384: 383: 378: 373: 368: 363: 358: 353: 338: 337: 302: 275: 232: 197: 168:(3): 290–309. 147: 145: 142: 125: 122: 87:naphthoquinone 70: 67: 15: 9: 6: 4: 3: 2: 393: 382: 379: 377: 374: 372: 369: 367: 364: 362: 359: 357: 354: 352: 349: 348: 346: 333: 329: 325: 321: 317: 313: 306: 298: 294: 290: 286: 279: 271: 267: 263: 259: 255: 251: 248:(4): 303–17. 247: 243: 236: 228: 224: 220: 216: 212: 208: 201: 193: 189: 184: 179: 175: 171: 167: 163: 159: 152: 148: 141: 139: 135: 131: 121: 119: 115: 113: 112:Amycolatopsis 108: 104: 100: 96: 95:naphthomycins 92: 88: 84: 80: 76: 66: 64: 60: 56: 52: 51:Gram-negative 48: 47:Gram-positive 44: 43:antimicrobial 40: 33: 30:Structure of 28: 22: 318:(5): 592–7. 315: 311: 305: 291:(2): 146–7. 288: 284: 278: 245: 241: 235: 210: 206: 200: 165: 161: 151: 130:tuberculosis 127: 118:actinomycete 114:mediterranei 110: 103:geldanamycin 99:benzoquinone 78: 74: 72: 38: 37: 32:geldanamycin 351:Polyketides 138:prokaryotes 120:bacterium. 107:ansamitocin 89:ring as in 83:naphthalene 376:Ansamycins 356:Carbamates 345:Categories 144:References 85:ring or a 63:poxviruses 59:rifamycins 39:Ansamycins 91:rifamycin 69:Structure 49:and some 21:Annamycin 332:10508670 297:13639988 270:31145406 124:Examples 93:and the 361:Lactams 262:4988744 227:4148590 192:5001420 134:leprosy 371:Ethers 330:  295:  268:  260:  225:  190:  183:378391 180:  79:handle 266:S2CID 116:, an 328:PMID 293:PMID 258:PMID 223:PMID 188:PMID 75:ansa 57:and 320:doi 250:doi 215:doi 178:PMC 170:doi 105:or 347:: 326:. 314:. 289:14 287:. 264:. 256:. 246:65 244:. 221:. 211:56 209:. 186:. 176:. 166:35 164:. 160:. 140:. 132:, 77:, 65:. 334:. 322:: 316:3 299:. 272:. 252:: 229:. 217:: 194:. 172:: 23:.

Index

Annamycin

geldanamycin
antimicrobial
Gram-positive
Gram-negative
streptovaricins
rifamycins
poxviruses
naphthalene
naphthoquinone
rifamycin
naphthomycins
benzoquinone
geldanamycin
ansamitocin
Amycolatopsis
actinomycete
tuberculosis
leprosy
prokaryotes
"Actions of the rifamycins"
doi
10.1128/MMBR.35.3.290-309.1971
PMC
378391
PMID
5001420
doi
10.1002/hlca.19730560716

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