Knowledge (XXG)

Rebeccamycin

Source ๐Ÿ“

266: 685: 29: 581:
Anizon F, Belin L, Moreau P, Sancelme M, Voldoire A, Prudhomme M, et al. (October 1997). "Syntheses and biological activities (topoisomerase inhibition and antitumor and antimicrobial properties) of rebeccamycin analogues bearing modified sugar moieties and substituted on the imide nitrogen with
345: 387:
InChI=1S/C27H21Cl2N3O7/c1-38-24-13(8-33)39-27(23(35)22(24)34)32-20-10(5-3-7-12(20)29)15-17-16(25(36)31-26(17)37)14-9-4-2-6-11(28)18(9)30-19(14)21(15)32/h2-7,13,22-24,27,30,33-35H,8H2,1H3,(H,31,36,37)/t13-,22-,23-,24-,27-/m1/s1
467:
Rebeccamycin and becatecarin have been tested in phase II clinical trials for the treatment of lung cancer, liver cancer, breast cancer, lymphoma, retinoblastoma, kidney cancer, and ovarian cancer.
611:
Bailly C, Riou JF, Colson P, Houssier C, Rodrigues-Pereira E, Prudhomme M (April 1997). "DNA cleavage by topoisomerase I in the presence of indolocarbazole derivatives of rebeccamycin".
772: 63: 403: 642:"Calories from carbohydrates: energetic contribution of the carbohydrate moiety of rebeccamycin to DNA binding and the effect of its orientation on topoisomerase I inhibition" 525:
Nettleton DE, Doyle TW, Krishnan B, Matsumoto GK, Clardy J (January 1985). "Isolation and structure of rebeccamycin-a new antitumor antibiotic from Nocardia aerocoligenes".
733: 359: 752: 726: 767: 757: 762: 719: 379: 87: 185: 245: 234: 261: 699: 120: 490: 214: 663: 628: 599: 569: 703: 653: 620: 591: 559: 534: 282: 194: 174: 129: 696: 502: 442: 265: 692: 658: 641: 538: 746: 438: 428: 450: 485: 154: 461:
leukemia cells). It is an antineoplastic antibiotic and an intercalating agent.
684: 564: 547: 321: 165: 548:"Production and biological activity of rebeccamycin, a novel antitumor agent" 367:
CO1(O((1O)O)N2C3=C(C=CC=C3Cl)C4=C5C(=C6C7=C(C(=CC=C7)Cl)NC6=C42)C(=O)NC5=O)CO
20: 667: 632: 603: 573: 28: 433: 140: 624: 595: 45:
7,10-dichloro-8-(3,4-dihydroxy-6-(hydroxymethyl)-5-methoxytetrahydro-2
225: 344: 335: 205: 464:
Becatecarin (BMS-181176) is a synthetic analog of rebeccamycin.
458: 640:
Bailly C, Qu X, Graves DE, Prudhomme M, Chaires JB (May 1999).
546:
Bush JA, Long BH, Catino JJ, Bradner WT, Tomita K (May 1987).
250: 445:. It shows significant antitumor properties in vitro (IC 707: 410: 441:, but does not show any inhibitory activity against 333: 320: 281: 276: 244: 224: 204: 184: 164: 139: 119: 78: 62: 40: 35: 153: 128: 773:Antineoplastic and immunomodulating drug stubs 727: 8: 19: 734: 720: 264: 173: 657: 563: 193: 437:bacteria. It is structurally similar to 476: 384: 364: 260: 92: 18: 233: 213: 7: 681: 679: 144: 706:. You can help Knowledge (XXG) by 503:"2 Studies found for: BRN 4732638" 14: 683: 305: 299: 293: 103:-glucopyranosyl)-12,13-dihydro-5 27: 392:Key:QEHOIJJIZXRMAN-QZQSLCQPSA-N 753:Drugs not assigned an ATC code 584:Journal of Medicinal Chemistry 311: 287: 1: 659:10.1016/S1074-5521(99)80073-8 539:10.1016/S0040-4039(00)89280-1 107:-indolopyrrolocarbazole-5,7(6 53:-indolopyrrolocarbazole-1,3(2 768:Halogen-containing alkaloids 789: 678: 565:10.7164/antibiotics.40.668 552:The Journal of Antibiotics 431:I inhibitor isolated from 277:Chemical and physical data 49:-pyran-2-yl)-8,9-dihydro-1 758:Experimental cancer drugs 400: 375: 355: 83: 26: 763:Topoisomerase inhibitors 646:Chemistry & Biology 483:Clinical trial number 449:=480nM against mouse 95:1,11-dichloro-12-(4- 527:Tetrahedron Letters 507:Clinical Trials Gov 23: 491:ClinicalTrials.gov 715: 714: 625:10.1021/bi9624898 596:10.1021/jm9702084 582:a methyl group". 533:(34): 4011โ€“4014. 418: 417: 346:Interactive image 246:CompTox Dashboard 16:Chemical compound 780: 736: 729: 722: 697:immunomodulatory 687: 680: 671: 661: 636: 607: 577: 567: 542: 511: 510: 499: 493: 481: 414: 413: 406: 348: 328: 313: 307: 301: 295: 289: 269: 268: 254: 252: 237: 217: 197: 177: 157: 147: 146: 132: 102: 58: 31: 24: 22: 788: 787: 783: 782: 781: 779: 778: 777: 743: 742: 741: 740: 676: 674: 639: 619:(13): 3917โ€“29. 610: 590:(21): 3456โ€“65. 580: 545: 524: 520: 518:Further reading 515: 514: 501: 500: 496: 482: 478: 473: 457:=500nM against 456: 448: 443:protein kinases 409: 407: 404:(what is this?) 401: 396: 393: 388: 383: 382: 371: 368: 363: 362: 351: 326: 316: 310: 304: 298: 292: 272: 248: 240: 220: 200: 180: 160: 143: 135: 115: 112: 100: 91: 90: 74: 44: 17: 12: 11: 5: 786: 784: 776: 775: 770: 765: 760: 755: 745: 744: 739: 738: 731: 724: 716: 713: 712: 693:antineoplastic 688: 673: 672: 637: 608: 578: 543: 521: 519: 516: 513: 512: 494: 475: 474: 472: 469: 454: 446: 416: 415: 398: 397: 395: 394: 391: 389: 386: 378: 377: 376: 373: 372: 370: 369: 366: 358: 357: 356: 353: 352: 350: 349: 341: 339: 331: 330: 324: 318: 317: 314: 308: 302: 296: 290: 285: 279: 278: 274: 273: 271: 270: 262:DTXSID70239880 257: 255: 242: 241: 239: 238: 230: 228: 222: 221: 219: 218: 210: 208: 202: 201: 199: 198: 190: 188: 182: 181: 179: 178: 170: 168: 162: 161: 159: 158: 150: 148: 137: 136: 134: 133: 125: 123: 117: 116: 114: 113: 94: 86: 85: 84: 81: 80: 76: 75: 73: 72: 68: 66: 60: 59: 42: 38: 37: 33: 32: 15: 13: 10: 9: 6: 4: 3: 2: 785: 774: 771: 769: 766: 764: 761: 759: 756: 754: 751: 750: 748: 737: 732: 730: 725: 723: 718: 717: 711: 709: 705: 702:article is a 701: 698: 694: 689: 686: 682: 677: 669: 665: 660: 655: 652:(5): 277โ€“86. 651: 647: 643: 638: 634: 630: 626: 622: 618: 614: 609: 605: 601: 597: 593: 589: 585: 579: 575: 571: 566: 561: 558:(5): 668โ€“78. 557: 553: 549: 544: 540: 536: 532: 528: 523: 522: 517: 508: 504: 498: 495: 492: 488: 487: 480: 477: 470: 468: 465: 462: 460: 452: 444: 440: 439:staurosporine 436: 435: 430: 429:topoisomerase 426: 422: 412: 405: 399: 390: 385: 381: 374: 365: 361: 354: 347: 343: 342: 340: 337: 332: 325: 323: 319: 286: 284: 280: 275: 267: 263: 259: 258: 256: 247: 243: 236: 232: 231: 229: 227: 223: 216: 212: 211: 209: 207: 203: 196: 192: 191: 189: 187: 183: 176: 172: 171: 169: 167: 163: 156: 152: 151: 149: 142: 138: 131: 127: 126: 124: 122: 118: 110: 106: 98: 93: 89: 82: 77: 70: 69: 67: 65: 61: 56: 52: 48: 43: 39: 36:Clinical data 34: 30: 25: 708:expanding it 690: 675: 649: 645: 616: 613:Biochemistry 612: 587: 583: 555: 551: 530: 526: 506: 497: 484: 479: 466: 463: 453:cells and IC 451:B16 melanoma 432: 427:) is a weak 424: 421:Rebeccamycin 420: 419: 408:   402:   235:ChEMBL370100 215:CHEBI:135511 108: 104: 96: 54: 50: 46: 21:Rebeccamycin 486:NCT00006017 329: gยทmol 79:Identifiers 41:Other names 747:Categories 471:References 425:NSC 655649 334:3D model ( 322:Molar mass 195:Y96MQM21V9 166:ChemSpider 130:93908-02-2 121:CAS Number 99:-methyl-ฮฒ- 88:IUPAC name 668:10322124 434:Nocardia 411:(verify) 64:ATC code 633:9092822 604:9341921 574:3112080 283:Formula 141:PubChem 111:)-dione 57:)-dione 666:  631:  602:  572:  360:SMILES 327:570.38 226:ChEMBL 691:This 380:InChI 336:JSmol 206:ChEBI 175:65891 155:73110 704:stub 700:drug 664:PMID 629:PMID 600:PMID 570:PMID 459:P388 186:UNII 71:none 695:or 654:doi 621:doi 592:doi 560:doi 535:doi 489:at 251:EPA 145:CID 749:: 662:. 648:. 644:. 627:. 617:36 615:. 598:. 588:40 586:. 568:. 556:40 554:. 550:. 531:26 529:. 505:. 455:50 447:50 300:Cl 297:21 291:27 735:e 728:t 721:v 710:. 670:. 656:: 650:6 635:. 623:: 606:. 594:: 576:. 562:: 541:. 537:: 509:. 423:( 338:) 315:7 312:O 309:3 306:N 303:2 294:H 288:C 253:) 249:( 109:H 105:H 101:D 97:O 55:H 51:H 47:H

Index


ATC code
IUPAC name
CAS Number
93908-02-2
PubChem
73110
ChemSpider
65891
UNII
Y96MQM21V9
ChEBI
CHEBI:135511
ChEMBL
ChEMBL370100
CompTox Dashboard
DTXSID70239880
Edit this at Wikidata
Formula
Molar mass
JSmol
Interactive image
SMILES
InChI
(what is this?)
(verify)
topoisomerase
Nocardia
staurosporine
protein kinases

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

โ†‘