title: Alkyl side-chain derivatives of sordaricin as potent antifungal agents against yeast.
abstract: Sordarin (1) was converted to 5 and 6, which showed potent antifungal activity against yeast. A series of C1-C9 alkyl side-chain derivatives was prepared, from which it was found that the optimal activity occurred with C5. A comparison of side chains with different unsaturation showed that the cis-alkene was the most active. This result suggested that the folding of the side chains might be crucial for the optimal activity.
authors.affiliation: Dept of Medicinal Chemistry, Merck Research Laboratories, Rahway, New Jersey 07065, USA.
authors.forename: B
authors.initials: B
authors.lastname: Tse
authors.forename: J M
authors.initials: JM
authors.lastname: Balkovec
authors.forename: C M
authors.initials: CM
authors.lastname: Blazey
authors.forename: M J
authors.initials: MJ
authors.lastname: Hsu
authors.forename: J
authors.initials: J
authors.lastname: Nielsen
authors.forename: D
authors.initials: D
authors.lastname: Schmatz
mesh_terms: D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D004224:Diterpenes; D007192:Indenes; D007202:Indicators and Reagents; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D012441:Saccharomyces cerevisiae / Q000187:drug effects*; D013329:Structure-Activity Relationship
chemical_list: D000935:Antifungal Agents; D004224:Diterpenes; D007192:Indenes; D007202:Indicators and Reagents; C116705:sordaricin; C003329:sordarin