蝴蝶霉素

蝴蝶霉素
臨床資料
其他名稱	7,10-dichloro-8-(3,4-dihydroxy-6-(hydroxymethyl)-5-methoxytetrahydro-2H-pyran-2-yl)-8,9-dihydro-1H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-1,3(2H)-dione
ATC碼	未分配;
识别信息
	IUPAC命名法 1,11-dichloro-12-(4-O-methyl-β-D-glucopyranosyl)-12,13-dihydro-5H-indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7(6H)-dione; ;
CAS号	93908-02-2
PubChem CID	73110;
ChemSpider	65891 ;
UNII	Y96MQM21V9;
ChEBI	CHEBI:135511 ;
ChEMBL	ChEMBL370100 ;
CompTox Dashboard（英语：CompTox Chemicals Dashboard） (EPA)	DTXSID70239880 ;
化学信息
化学式	C27H21Cl2N3O7
摩尔质量	570.38 g·mol−1
3D模型（JSmol（英语：JSmol））	交互式图像;
	SMILES CO[C@@H]1[C@H](O[C@H]([C@@H]([C@H]1O)O)N2C3=C(C=CC=C3Cl)C4=C5C(=C6C7=C(C(=CC=C7)Cl)NC6=C42)C(=O)NC5=O)CO;
	InChI 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 ; Key:QEHOIJJIZXRMAN-QZQSLCQPSA-N ;

蝴蝶霉素（英語：Rebeccamycin，开发代号：NSC 655649）是一种分离自诺卡氏菌属（Nocardia sp）细菌的吲哚咔唑类化合物，结构上与星形孢菌素类似，对第一型拓撲異構酶具有弱抑制活性^[1]。

参考文献

Nettleton DE, Doyle TW, Krishnan B, Matsumoto GK, Clardy J. Isolation and structure of rebeccamycin-a new antitumor antibiotic from Nocardia aerocoligenes.. Tetrahedron Letters. January 1985, 26 (34): 4011–4014. doi:10.1016/S0040-4039(00)89280-1.
Bush JA, Long BH, Catino JJ, Bradner WT, Tomita K. Production and biological activity of rebeccamycin, a novel antitumor agent. The Journal of Antibiotics. May 1987, 40 (5): 668–78. PMID 3112080. doi:10.7164/antibiotics.40.668  .
Anizon F, Belin L, Moreau P, Sancelme M, Voldoire A, Prudhomme M, et al. 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 a methyl group. Journal of Medicinal Chemistry. October 1997, 40 (21): 3456–65. PMID 9341921. doi:10.1021/jm9702084.
Bailly C, Riou JF, Colson P, Houssier C, Rodrigues-Pereira E, Prudhomme M. DNA cleavage by topoisomerase I in the presence of indolocarbazole derivatives of rebeccamycin. Biochemistry. April 1997, 36 (13): 3917–29. PMID 9092822. doi:10.1021/bi9624898.
Bailly C, Qu X, Graves DE, Prudhomme M, Chaires JB. Calories from carbohydrates: energetic contribution of the carbohydrate moiety of rebeccamycin to DNA binding and the effect of its orientation on topoisomerase I inhibition. Chemistry & Biology. May 1999, 6 (5): 277–86. PMID 10322124. doi:10.1016/S1074-5521(99)80073-8  .