蝴蝶黴素

蝴蝶黴素
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;
識別資訊
	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號	93908-02-2
PubChem CID	73110;
ChemSpider	65891 ;
UNII	Y96MQM21V9;
ChEBI	CHEBI:135511 ;
ChEMBL	ChEMBL370100 ;
CompTox Dashboard（英語：CompTox Chemicals Dashboard） (EPA)	DTXSID70239880 ;
化學資訊
化學式	C27H21Cl2N3O7
摩爾質量	570.38 g·mol−1
3D模型（JSmol（英語：JSmol））	交互式圖像;
	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 ;

蝴蝶黴素（英語：Rebeccamycin，開發代號：NSC 655649）是一種分離自諾卡氏菌屬（Nocardia sp）細菌的吲哚咔唑類化合物，結構上與星形孢菌素類似，對第一型拓撲異構酶具有弱抑制活性^[1]。

參考文獻

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 .