Naslov
Novel 9a-carbamoyl- and 9a-thiocarbamoyl-3-decladinosyl-6-hydroxy and 6-methoxy derivatives of 15-membered macrolides

Autori
Marušić Ištuk, Zorica ; Mutak, Stjepan ; Kujundžić, Nedjeljko ; Kragol, Goran

Izvornik
Bioorganic & Medicinal Chemistry (0968-0896) 15 (2007), 13; 4498-4510

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Macrolide; Azalide; 3-Decladinosyl; Antibacterial activity

Sažetak
An efficient method for the synthesis of diverse 9a-carbamoyl- and 9a-thiocarbamoyl-3-decladinosyl-6-hydroxy and 3-decladinosyl- 6-methoxy derivatives of 15-membered azalides has been developed. These derivatives bear various alkyl and aryl groups attached to macrolide scaffold through urea or thiourea moieties at 9a position. Chemical transformations of hydroxy group at position C-3 afforded range of ketolides, anhydrolides, hemiketals, cyclic ethers, and acylides. It has been shown that 6-hydroxy and 6-methoxy derivatives undergo different chemical transformations under otherwise identical reaction conditions. Antimicrobial properties of prepared compounds were evaluated

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA