title: Total synthesis of (-)-thallusin: utilization of enzymatic hydrolysis resolution.
abstract: (-)-Thallusin, isolated from a marine bacterium, is the only known natural product to act as an algal morphogenesis inducer. Because (-)-thallusin can only be obtained in exceedingly limited amounts from microbial cultivation, a synthetic supply of this compound is highly desirable. Here, we describe a novel synthetic pathway to (±)-thallusin and the first asymmetric synthesis of (-)-thallusin utilizing the enzymatic hydrolysis resolution with the combination of lipase PS-30 and lipase M Amamo-10.
authors.affiliation: Faculty of Pharmaceutical Science, Tokushima Bunri University , Yamashiro-cho, Tokushima 770-8514, Japan.
authors.forename: Hirofumi
authors.initials: H
authors.lastname: Yamamoto
authors.forename: Yuichi
authors.initials: Y
authors.lastname: Takagi
authors.forename: Takaki
authors.initials: T
authors.lastname: Oshiro
authors.forename: Tadashi
authors.initials: T
authors.lastname: Mitsuyama
authors.forename: Ikuo
authors.initials: I
authors.lastname: Sasaki
authors.forename: Naoto
authors.initials: N
authors.lastname: Yamasaki
authors.forename: Akiyo
authors.initials: A
authors.lastname: Yamada
authors.forename: Hiromichi
authors.initials: H
authors.lastname: Kenmoku
authors.forename: Yoshihide
authors.initials: Y
authors.lastname: Matsuo
authors.forename: Yusuke
authors.initials: Y
authors.lastname: Kasai
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Imagawa
mesh_terms: D006868:Hydrolysis; D008049:Lipase / Q000737:chemistry* / Q000378:metabolism; D015394:Molecular Structure; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D011725:Pyridines; C498021:thallusin; D008049:Lipase