Glucosylquestiomycin

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Category Antibiotics
Catalog number BBF-01265
CAS 218150-62-0
Molecular Weight 374.35
Molecular Formula C18H18N2O7

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Description

It is produced by the strain of Micridispora sp. TP-A0184. It has anti-gram positive bacteria, negative bacteria and yeast activity, but lower than Questiomycin.

Specification

Synonyms D-(+)-glucosylquestiomycin; N-β-D-Glucopyranosylquestiomycin A
IUPAC Name 2-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino]phenoxazin-3-one
Canonical SMILES C1=CC=C2C(=C1)N=C3C=C(C(=O)C=C3O2)NC4C(C(C(C(O4)CO)O)O)O
InChI InChI=1S/C18H18N2O7/c21-7-14-15(23)16(24)17(25)18(27-14)20-9-5-10-13(6-11(9)22)26-12-4-2-1-3-8(12)19-10/h1-6,14-18,20-21,23-25H,7H2/t14-,15-,16+,17-,18-/m1/s1
InChI Key UNVNSLUSIBJBHN-UYTYNIKBSA-N

Properties

Appearance Red Powder
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; Yeast
Melting Point >195 °C (dec.)
Solubility Soluble in Pyridine, Methanol

Reference Reading

1. Glucosylquestiomycin, a novel antibiotic from Microbispora sp. TP-A0184: fermentation, isolation, structure determination, synthesis and biological activities
Y Igarashi, K Takagi, T Kajiura, T Furumai, T Oki J Antibiot (Tokyo). 1998 Oct;51(10):915-20. doi: 10.7164/antibiotics.51.915.
Glucosylquestiomycin, a novel N-glucopyranoside of questiomycin A, was isolated from the culture broth of Microbispora sp. TP-A0184. The absolute configuration of the sugar was determined as D-configuration by chemical synthesis. The new antibiotic showed antibacterial activity against gram-positive and -negative bacteria and yeasts and cytotoxic activity against U937 cells.

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