ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Microbiological Transformations of Nonsteroidal Structures, III. Hydroxylation of 5-Alkyl-2-(benzenesulfonylamino)pyrimidines and Structurally Related Antidiabetics5-Alkyl-2-(arylsulfonylamino)pyrimidines (1-5 and 11-16) have been hydroxylated microbiologically Propyl, butyl, and isobutyl groups were hydroxylated at C-2, ethyl groups at C-1, isopropyl groups at C-1 and C-2, and neopentyl groups at C-3, respectively, by Streptomyces griseolus. The sulfonylurea part of the antidiabetics glibenclamid (25) and glisoxepid (29) was degradated to sulfonamide; in addition, hydroxyl groups were introduced into the 2- and 4-positions of the cyclohexane ring of 25.
Notes:
5-Alkyl-2-(arylsulfonylamino)pyrimidine (1-5 und 11-16) wurden mikrobiologisch hydroxyliert. Mit Streptomyces griseolus wurden Propyl-, Butyl- und lsobutylgruppen an C-2, äthylgruppen an C-1, Isopropylgruppen an C-1 und C-2, sowie Neopentylgruppen an C-3 hydroxyliert. Die Antidiabetika Glibenclamid (25) und Glisoxepid (29) mit Sulfonylharnstoff-Struktur wurden zu Sulfonamiden abgebaut, ferner wurden in 2- und 4-Stellung des Cyclohexanrings von 25 Hydroxylgruppen eingeführt.
Additional Material:
6 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19731060426
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