CHEMICAL SYNTHESIS AND STRUCTURAL STUDY OF LINCOMYCIN SULFOXIDES AND A SULFONE

Authors
SZTARICSKAI F DINYA Z BATTA G MOCSARI A HOLLOSI M MAJER Z MASUMA R OMURA S
Citation
F. Sztaricskai et al., CHEMICAL SYNTHESIS AND STRUCTURAL STUDY OF LINCOMYCIN SULFOXIDES AND A SULFONE, Journal of antibiotics, 50(10), 1997, pp. 866-873
Citations number
13
Categorie Soggetti
Pharmacology & Pharmacy",Immunology,"Biothechnology & Applied Migrobiology
Journal title
Journal of antibiotics → ACNP
ISSN journal
00218820
Volume
50
Issue
10
Year of publication
1997
Pages
866 - 873
Database
ISI
SICI code
0021-8820(1997)50:10<866:CSASSO>2.0.ZU;2-I
Abstract
Oxidation of lincomycin with dimethyldioxirane resulted in the sulfoxi de-glycosides 3a and 3b, whose treatment with osmium tetraoxide and N- methylmorpholine-N-oxide afforded the same sulfone; 4. According to FA B-MS and CD investigations, the absolute configuration of the sulfur a tom in 3a and 3b is R and S, respectively. The new, unsaturated antibi otic analog (6) derived from clindamycin exists in the C-4(1) conforma tion. The antibiotic activities of the synthesized compounds were also studied.