title: Core-modified sordaricin derivatives: synthesis and antifungal activity.
abstract: Core-modified sordaricin derivatives were prepared via biotransformation followed by chemical modification and tested for antifungal activity. The antifungal activity proved to be very sensitive to modifications in the sterics and/or lipophilicity of the diterpene skeleton. Introduction of polar groups such as hydroxyl in the diterpene core results in loss of potency while small and lipophilic groups such as fluorine and the 7,8-olefin are well tolerated.
authors.affiliation: Bristol-Myers Squibb Pharmaceutical Research Institute, Wallingford, CT 06492, USA. alicia.regueiroren@bms.com
authors.forename: Alicia
authors.initials: A
authors.lastname: Regueiro-Ren
authors.forename: Tina M
authors.initials: TM
authors.lastname: Carroll
authors.forename: Yijun
authors.initials: Y
authors.lastname: Chen
authors.forename: James A
authors.initials: JA
authors.lastname: Matson
authors.forename: Stella
authors.initials: S
authors.lastname: Huang
authors.forename: Charles E
authors.initials: CE
authors.lastname: Mazzucco
authors.forename: Terry M
authors.initials: TM
authors.lastname: Stickle
authors.forename: Dolatrai M
authors.initials: DM
authors.lastname: Vyas
authors.forename: Balu N
authors.initials: BN
authors.lastname: Balasubramanian
mesh_terms: D000935:Antifungal Agents / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology*; D001711:Biotransformation; D002176:Candida albicans / Q000187:drug effects; D041221:Candida glabrata / Q000187:drug effects; D004224:Diterpenes; D057927:Hydrophobic and Hydrophilic Interactions; D008826:Microbial Sensitivity Tests; D009615:Nocardia / Q000378:metabolism; D013237:Stereoisomerism
chemical_list: D000935:Antifungal Agents; D004224:Diterpenes; C116705:sordaricin