title: Identification and preliminary SAR studies of (+)-Geodin as a glucose uptake stimulator for rat adipocytes.
abstract: (+)-Geodin (1) was isolated from Penicillium glabrum AJ117540 with activity that stimulates glucose uptake by rat adipocytes. Unlike insulin it is active in the presence of wortmannin. Dihydrogeodin (2) and sulochrin (3) which are the precursors of (+)-geodin biosynthesis were also isolated from the same fungus. Preliminary SAR studies of 1 showed some analogues had enhanced activity. Especially, the activities of racemic geodin and dibromo analogue (7a) were comparable to that of the natural product. Geodin (1), a known fungal metabolite, was isolated from Penicillium glabrum AJ117540 as an active substance (Fig. 1). Dihydrogeodin (2) and sulochrin (3), the precursors of 1, were also isolated from the same fungal extract. In this study, preliminary mechanistic insight and SAR are reported.
authors.affiliation: Pharmaceutical Research Laboratories, Ajinomoto Co., Inc., 1-1 Suzuki-cho, Kawasaki 210-8681, Japan. seiichi_sato@ajinomoto.com
authors.forename: Seiichi
authors.initials: S
authors.lastname: Sato
authors.forename: Noriyuki
authors.initials: N
authors.lastname: Okusa
authors.forename: Akiyo
authors.initials: A
authors.lastname: Ogawa
authors.forename: Takao
authors.initials: T
authors.lastname: Ikenoue
authors.forename: Tetsuya
authors.initials: T
authors.lastname: Seki
authors.forename: Takashi
authors.initials: T
authors.lastname: Tsuji
mesh_terms: D000273:Adipose Tissue / Q000166:cytology / Q000187:drug effects* / Q000378:metabolism; D000818:Animals; D001572:Benzofurans / Q000737:chemistry / Q000494:pharmacology*; D005947:Glucose / Q000378:metabolism*; D007328:Insulin / Q000494:pharmacology; D051381:Rats; D017208:Rats, Wistar
chemical_list: D001572:Benzofurans; D007328:Insulin; C052047:geodin; D005947:Glucose