2. Academic Validation
  3. Silicon Incorporated Morpholine Antifungals: Design, Synthesis, and Biological Evaluation

Silicon Incorporated Morpholine Antifungals: Design, Synthesis, and Biological Evaluation

  • ACS Med Chem Lett. 2015 Sep 22;6(11):1111-6. doi: 10.1021/acsmedchemlett.5b00245.
Gorakhnath R Jachak 1,  Remya Ramesh 1,  Duhita G Sant 1,  Shweta U Jorwekar 1,  Manjusha R Jadhav 2,  Santosh G Tupe 1,  Mukund V Deshpande 1,  D Srinivasa Reddy 1
Affiliations

Affiliations

  • 1 Division of Organic Chemistry and Biochemical Sciences Division, CSIR-National Chemical Laboratory , Dr. Homi Bhabha Road, Pune-411008, India.
  • 2 National Research Centre for Grapes , Manjri, Solapur Road, Pune-412307, India.
PMID: 26617963 DOI: 10.1021/acsmedchemlett.5b00245
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. Sila-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.

Keywords

Antifungal drugs; Candida albicans; ergosterol biosynthesis; morpholines; sila-analogues.

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