Approaches towards the stabilization of hemiaminal function at ornithine unit of mulundocandin.
Semisynthetic modifications at position-12 (ornithine-5-position, hemiaminal function) of mulundocandin were carried out to improve its chemical stability. New carbon-carbon (C-C) and carbon-hydrogen (C-H) linkage at hemiaminal function -12 has been achieved. Lewis acid catalyzed introduction of electron rich aryl group at position-12 of mulundocandin is developed. Synthesized mulundocandin analogues were evaluated for their chemical stability and antifungal activity against C. albicans and A. fumigatus.
Lal
Bansi
B
Quest Institute of LifeScience, Nicholas Piramal India Limited, and Hoechst Research Center, Mulund, Mumbai-400080, Maharashtra, India. bansilal@nicholaspiramal.co.in
Gund
Vitthal Genbhau
VG
D000588:Amines / Q000737:chemistry; D000818:Animals; D000935:Antifungal Agents / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology*; D002176:Candida albicans / Q000187:drug effects / Q000254:growth & development; D002177:Candidiasis / Q000188:drug therapy; D004355:Drug Stability; D054714:Echinocandins; D007274:Injections, Intraperitoneal; D051379:Mice; D009952:Ornithine / Q000737:chemistry / Q000494:pharmacology*; D010456:Peptides, Cyclic / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology*
D000588:Amines; D000935:Antifungal Agents; D054714:Echinocandins; D010456:Peptides, Cyclic; D009952:Ornithine; C052098:mulundocandin