Sordarin oxazepine derivatives as potent antifungal agents.
The synthesis and biological activity of sordarin oxazepine derivatives are described. The key step features a regioselective oxidation of an unprotected triol followed by double reductive amination to afford the ring-closed products. The spectrum of antifungal activity for these novel derivatives includes coverage of Candida albicans, Candida glabrata, and Cryptococcus neoformans.
Serrano-Wu
Michael H
MH
Bristol-Myers Squibb Pharmaceutical Research Institute, Wallingford, CT 06492, USA. michael.serrano-wu@bms.com
St  Laurent
Denis R
DR
Chen
Yijun
Y
Huang
Stella
S
Lam
Kin-Ray
KR
Matson
James A
JA
Mazzucco
Charles E
CE
Stickle
Terry M
TM
Tully
Thomas P
TP
Wong
Henry S
HS
Vyas
Dolatrai M
DM
Balasubramanian
Balu N
BN
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D002176:Candida albicans / Q000187:drug effects; D041221:Candida glabrata / Q000187:drug effects; D003455:Cryptococcus neoformans / Q000187:drug effects; D005658:Fungi / Q000187:drug effects*; D006860:Hydrogen Bonding; D007192:Indenes; D008826:Microbial Sensitivity Tests; D010077:Oxazepines / Q000138:chemical synthesis* / Q000494:pharmacology*; D013329:Structure-Activity Relationship
D000935:Antifungal Agents; D007192:Indenes; D010077:Oxazepines; C003329:sordarin