title: Total synthesis of (29S,37S)-isomer of malevamide E, a potent ion-channel inhibitor.
abstract: The first total synthesis of (29S,37S)-malevamide E (1), a potent ion channel inhibitor, has been achieved in a convergent fashion involving Julia-Kocienski olefination, Urpi acetal aldol and Shiina macrolactonization reactions as the key steps. The strategy developed herein is amenable for the synthesis of the other possible isomers in search for the correct stereoisomer of the naturally occurring molecule.
authors.affiliation: CSIR-Central Drug Research Institute, Lucknow-226 001, India.
authors.forename: Praveen Kumar
authors.initials: PK
authors.lastname: Gajula
authors.forename: Shrikant
authors.initials: S
authors.lastname: Sharma
authors.forename: Ravi Sankar
authors.initials: RS
authors.lastname: Ampapathi
authors.forename: Tushar Kanti
authors.initials: TK
authors.lastname: Chakraborty
mesh_terms: D002625:Chemistry, Organic / Q000379:methods*; D047630:Depsipeptides / Q000138:chemical synthesis* / Q000737:chemistry*; D007473:Ion Channels / Q000037:antagonists & inhibitors* / Q000378:metabolism; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D049990:Membrane Transport Modulators / Q000138:chemical synthesis* / Q000737:chemistry*; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry; D013450:Sulfones / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D047630:Depsipeptides; D007473:Ion Channels; D049990:Membrane Transport Modulators; D010455:Peptides; D013450:Sulfones; C530227:malevamide E