Silicon incorporated morpholine antifungals: design, synthesis, and biological evaluation

TitleSilicon incorporated morpholine antifungals: design, synthesis, and biological evaluation
Publication TypeJournal Article
Year of Publication2015
AuthorsJachak, GR, Ramesh, R, Sant, DG, Jorwekar, SU, Jadhav, MR, Tupe, SG, Deshpande, MV, D. Reddy, S
JournalACS Medicinal Chemistry Letters
Volume6
Issue11
Pagination1111-1116
Date PublishedNOV
ISSN1948-5875
KeywordsAntifungal drugs, Candida albicans, ergosterol biosynthesis, morpholines, sila-analogues
Abstract

Known morpholine class antifungals (fenpropimorph, fenpropidin, and amorolfine) were synthetically modified through silicon incorporation to have 15 sila-analogues. Twelve sila-analogues exhibited potent antifungal activity against different human fungal pathogens such as Candida albicans, Candida glabrata, Candida tropicalis, Cryptococcus neoformans, and Aspergillus niger. Si la-analogue 24 (fenpropimorph analogue) was the best in our hands, which showed superior fungicidal potential than fenpropidin, fenpropimorph, and amorolfine. The mode of action of sila-analogues was similar to morpholines, i.e., inhibition of sterol reductase and sterol isomerase enzymes of ergosterol synthesis pathway.

DOI10.1021/acsmedchemlett.5b00245
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

3.355

Divison category: 
Biochemical Sciences
Organic Chemistry