Selective deoxygenation and O-methylation of benanomicin A: synthesis of 9-deoxy-, 9-O-methyl- and 14-O-methylbenanomicin A

Autor:	T, Nishizuka, S, Hirosawa, M, Hamada, S, Kondo, D, Ikeda, T, Takeuchi
Rok vydání:	1997
Předmět:	Structure-Activity Relationship Antibiotics Antineoplastic Antifungal Agents Anthracyclines Methylation
Zdroj:	The Journal of antibiotics. 50(9)
ISSN:	0021-8820
Popis:	The selective modifications of phenolic hydroxy groups in the chromophore of benanomicin A are described. Hydride reduction of 9-O-tosylate with sodium borohydride/nickel chloride led to 9-deoxybenanomicin A. Methylation of 1-O-diphenylmethylbenanomicin A diphenylmethyl ester with sodium hydride/iodomethane gave 9-O-methyl derivative and with Hünig's base/diazotrimethylsilylmethane afforded the 14-O-methyl derivative. These compounds showed the diminished activity against fungi.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=pmid________::1b35cda355e4e4fa8d52a4c13807fb4a https://pubmed.ncbi.nlm.nih.gov/9360622 Zobrazit plný text záznamu