title: Efficient microwave-assisted one shot synthesis of peptaibols using inexpensive coupling reagents.
abstract: A diisopropylcarbodiimide/Oxyma (ethyl 2-cyano-2-(hydroxyimino)acetate) coupling cocktail was successfully incorporated into the automated microwave-assisted synthesis of two peptaibols and one analog, whose previously reported syntheses were complicated by steric hindrance. This method utilizes commercially available reagents and affords alamethicin F50/5 and bergofungin D in high yields and purities along with an appreciable reduction of synthesis time and cost when compared to previously reported methods.
authors.affiliation: Université de Perpignan Via Domitia , Centre de Recherche Insulaire et Observatoire de l'Environnement (CRIOBE) USR CNRS 3278, Centre de Phytopharmacie, batiment T, 58 avenue P. Alduy, 66860 Perpignan, France.
authors.forename: Khoubaib
authors.initials: K
authors.lastname: Ben Haj Salah
authors.forename: Nicolas
authors.initials: N
authors.lastname: Inguimbert
mesh_terms: D000085:Acetates / Q000737:chemistry; D000408:Alamethicin / Q000138:chemical synthesis / Q000737:chemistry; D023181:Antimicrobial Cationic Peptides; D002234:Carbodiimides / Q000737:chemistry; D007202:Indicators and Reagents; D008872:Microwaves; D015394:Molecular Structure; D010091:Oximes / Q000737:chemistry; D054848:Peptaibols / Q000138:chemical synthesis* / Q000737:chemistry; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D000085:Acetates; D023181:Antimicrobial Cationic Peptides; D002234:Carbodiimides; D007202:Indicators and Reagents; D010091:Oximes; D054848:Peptaibols; D010455:Peptides; C101776:bergofungin; C548311:ethyl 2-cyano-2-(hydroxyimino)acetate; D000408:Alamethicin; C081611:1,3-diisopropylcarbodiimide