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Antibiotics from Gliding Bacteria, XLVII. Thiangazole: A Novel Inhibitor of HIV‐1 from Polyangium spec.
Author(s) -
Jansen Rolf,
Kunze Brigitte,
Reichenbach Hans,
Jurkiewicz Elke,
Hunsmann Gerhard,
Höfle Gerhard
Publication year - 1992
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.199219920163
Subject(s) - chemistry , bacteria , metabolite , antibiotics , derivative (finance) , stereochemistry , thiazoline , human immunodeficiency virus (hiv) , combinatorial chemistry , biochemistry , virology , biology , genetics , financial economics , economics
Using a biological screening with a HIV‐1/MT‐4 cell assay indicating antiviral activity and cell toxicity, we detected and isolated a new inhibiting metabolite from gliding bacteria, thiangazole ( 1 ). The structure of 1 was determined by spectroscopic methods to be a tris(thiazoline) derivative, showing a remarkable similarity to tantazole B ( 2 ). Chemical degradation and comparison with a synthetically prepared reference compound as well as with the degradation product from 2 furnished the (5 R ,8 S ,11 S ) configuration of the asymmetric centers in 1 .