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Chemical synthesis and structural study of lincomycin sulfoxides and a sulfone
F Sztaricskai1, Z Dinya, G Batta
1Research Group of Antibiotics, Hungarian Academy of Sciences, L. Kossuth University, Debrecen, Hungary.
The Journal of Antibiotics
|December 24, 1997
Abstract:
Oxidation of lincomycin with dimethyldioxirane resulted in the sulfoxide-glycosides 3a and 3b, whose treatment with osmium tetraoxide and N-methylmorpholine-N-oxide afforded the same sulfone; 4. According to FAB-MS and CD investigations, the absolute configuration of the sulfur atom in 3a and 3b is R and S, respectively. The new, unsaturated antibiotic analog (6) derived from clindamycin exists in the 4C1 conformation. The antibiotic activities of the synthesized compounds were also studied.