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Synthesis of 1,2,3-triazole analogues of lincomycin

Collin, M P; Hobbie, S N; Böttger, E C; Vasella, A (2008). Synthesis of 1,2,3-triazole analogues of lincomycin. Helvetica Chimica Acta, 91(10):1838-1848.

Abstract

In search for new antibiotics we replaced the amide moiety of lincomycin 1 by a 1,2,3-triazole ring. The 1,2,3-triazoles 10a – 10k were obtained as single regioisomers by 9click reaction: of azide 5 with the alkyne 9k, derived from propyl hygric acid, and the alkyl, aryl, or cycloalkyl alkynes ribosomes 9a – 9j. The new analogues proved inactive towards wild-type and A2058G mutant.

Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:04 Faculty of Medicine > Institute of Medical Microbiology
Dewey Decimal Classification:570 Life sciences; biology
610 Medicine & health
Scopus Subject Areas:Physical Sciences > Catalysis
Life Sciences > Biochemistry
Life Sciences > Drug Discovery
Physical Sciences > Physical and Theoretical Chemistry
Physical Sciences > Organic Chemistry
Physical Sciences > Inorganic Chemistry
Uncontrolled Keywords:Physical and Theoretical Chemistry, Inorganic Chemistry, Organic Chemistry, Biochemistry, Drug Discovery, Catalysis
Language:English
Date:2008
Deposited On:03 Feb 2009 09:44
Last Modified:05 Jan 2025 04:30
Publisher:Verlag Helvetica Chimica Acta
ISSN:0018-019X
OA Status:Closed
Publisher DOI:https://doi.org/10.1002/hlca.200890196

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