title: Two new ent-kaurane-type diterpene glycosides from zucchini (Cucurbita pepo L.) seeds.
abstract: Two new ent-kaurane diterpene glycosides; 12α-(β-d-glucopyranosyloxy)-7β-hydroxykaurenolide (1) and 7β-(β-d-glucopyranosyloxy)-12α-hydroxykaurenolide (2), a new steroid; (24S)-stigmasta-7,22E,25-trien-3-one (12), and known compounds (3-11, 13-14) were isolated from zucchini (Cucurbita pepo L.) seeds. The absolute structures of 1 and 2 were determined by acid hydrolysis and application of a modified Moscher's method. Furthermore, isolated compounds (1-14), and a derivative, 1a, were evaluated for their inhibitory effects on macrophage activation by an inhibitory assay of nitric oxide (NO) production.
authors.affiliation: Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: Takashi
authors.initials: T
authors.lastname: Kikuchi
authors.affiliation: Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: Hiromi
authors.initials: H
authors.lastname: Ando
authors.affiliation: Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: Ken-Ichiro
authors.initials: KI
authors.lastname: Maekawa
authors.affiliation: Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: Hiroki
authors.initials: H
authors.lastname: Arie
authors.affiliation: Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan.
authors.forename: Takeshi
authors.initials: T
authors.lastname: Yamada
authors.affiliation: Osaka University of Pharmaceutical Sciences, 4-20-1 Nasahara, Takatsuki, Osaka 569-1094, Japan. Electronic address: tanakar@gly.oups.ac.jp.
authors.forename: Reiko
authors.initials: R
authors.lastname: Tanaka
mesh_terms: D000818:Animals; D028464:Cucurbita / Q000737:chemistry*; D045786:Diterpenes, Kaurane / Q000737:chemistry*; D006027:Glycosides / Q000737:chemistry*; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000378:metabolism; D000067996:RAW 264.7 Cells; D012639:Seeds / Q000737:chemistry*
chemical_list: D045786:Diterpenes, Kaurane; D006027:Glycosides; D009569:Nitric Oxide
keywords: Cucurbita pepo L.; Glycoside; Inhibitory activity on nitric oxide production; ent-Kaurane-type diterpene