Fluoroindolocarbazole C

Name: Fluoroindolocarbazole C
Brand: BOC Sciences
Rating: 5 (1 reviews)

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Category	Antibiotics
Catalog number	BBF-01420
CAS
Molecular Weight	523.44
Molecular Formula	C26H19F2N3O7

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Fluoroindolocarbazole C is produced by the strain of Saccharothrothrix aerocolonigenes. Fluoroindolocarbazole C has antitumor effect.

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IUPAC Name	7,19-difluoro-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17(22),18,20-nonaene-12,14-dione
Canonical SMILES	C1=CC2=C(C=C1F)C3=C4C(=C5C6=C(C=CC(=C6)F)N(C5=C3N2)C7C(C(C(C(O7)CO)O)O)O)C(=O)NC4=O
InChI	InChI=1S/C26H19F2N3O7/c27-8-1-3-12-10(5-8)15-17-18(25(37)30-24(17)36)16-11-6-9(28)2-4-13(11)31(20(16)19(15)29-12)26-23(35)22(34)21(33)14(7-32)38-26/h1-6,14,21-23,26,29,32-35H,7H2,(H,30,36,37)/t14-,21-,22+,23-,26-/m1/s1
InChI Key	YQUUXCMYRDQFPL-QCUUGYDUSA-N

Appearance	Light Yellow Solid
Antibiotic Activity Spectrum	neoplastics (Tumor)

1. Production, isolation and structure determination of novel fluoroindolocarbazoles from Saccharothrix aerocolonigenes ATCC 39243

K S Lam, D R Schroeder, J M Veitch, K L Colson, J A Matson, W C Rose, T W Doyle, S Forenza J Antibiot (Tokyo). 2001 Jan;54(1):1-9. doi: 10.7164/antibiotics.54.1.

Saccharothrix aerocolonigenes ATCC 39243 produces an indolocarbazole antitumor agent rebeccamycin under submerged fermentation conditions. Adding DL-6-fluorotryptophan to culture of S. aerocolonigenes ATCC 39243 induces the formation of two novel indolocarbazoles, fluoroindolocarbazoles A and B. Feeding DL-5-fluorotryptophan to culture of S. aerocolonigenes ATCC 39243 induces the production of a novel indolocarbazole, fluoroindolocarbazole C. These fluoroindolocarbazoles have been isolated from culture broth and purified to homogeneity by vacuum liquid chromatography and column chromatography. All three fluoroindolocarbazoles are more potent than rebeccamycin against P388 leukemia by ip route in murine model.

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