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): 4011โ4014.
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): 3917โ29.
610:
590:(21): 3456โ65.
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): 277โ86.
651:
647:
643:
638:
634:
630:
626:
622:
618:
614:
609:
605:
601:
597:
593:
589:
585:
579:
575:
571:
566:
561:
558:(5): 668โ78.
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
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.