title: Solid-phase total synthesis of the chitinase inhibitor Argadin using a supported acetal resin.
abstract: A versatile solid-phase total synthesis was applied to the rapid preparation of Argadin, a natural product isolated and characterized as a cyclopentapeptide by our group, which possesses superior inhibitory activity against family-18 chitinases. The synthetic strategy includes peptide synthesis by using an Fmoc (9-fluorenylmethoxycarbonyl) protective group, macrolactamization, acetylguanylation and formation of hemiaminal accompanied by total deprotection, including cleavage from resin.
authors: The Kitasato Institute, Kitasato Institute for Life Science and Graduate School of Infection Control Sciences, Kitasato University, Minato-ku, Tokyo, Japan.
authors: Tomoyasu
authors: T
authors: Hirose
authors: Toshiaki
authors: T
authors: Sunazuka
authors: Akihiro
authors: A
authors: Sugawara
authors: Yoshihiko
authors: Y
authors: Noguchi
authors: Toshiaki
authors: T
authors: Tanaka
authors: Kanami
authors: K
authors: Iguchi
authors: Tsuyoshi
authors: T
authors: Yamamoto
authors: Hiroaki
authors: H
authors: Gouda
authors: Kazuro
authors: K
authors: Shiomi
authors: Satoshi
authors: S
authors: Omura
mesh_terms: D002688:Chitinases / Q000037:antagonists & inhibitors*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology; D010456:Peptides, Cyclic / Q000138:chemical synthesis* / Q000494:pharmacology; D011108:Polymers / Q000737:chemistry
chemical_list: D004791:Enzyme Inhibitors; D010456:Peptides, Cyclic; D011108:Polymers; C018801:acetal copolymer; C419444:argadin; D002688:Chitinases