Two new ent-kaurane-type diterpene glycosides from zucchini (Cucurbita pepo L.) seeds

被引：9

作者：

Kikuchi, Takashi ^{[1
]}

Ando, Hiromi ^{[1
]}

Maekawa, Ken-ichiro ^{[1
]}

Arie, Hiroki ^{[1
]}

Yamada, Takeshi ^{[1
]}

Tanaka, Reiko ^{[1
]}

机构：

[1] Osaka Univ Pharmaceut Sci, Takatsuki, Osaka 5691094, Japan

来源：

FITOTERAPIA | 2015年 / 107卷

关键词：

Cucurbita pepo L; ent-Kaurane-type diterpene; Glycoside; Inhibitory activity on nitric oxide production; PHENOLIC GLYCOSIDES; MOSCHATA;

D O I：

10.1016/j.fitote.2015.09.019

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Two new enr-kaurane diterpene glycosides; 12 alpha-(beta-D-glucopyranosyloxy)-7 beta-hydroxykaurenolide (1) and 7 beta-(beta-D-glucopyranosyloxy)-12 alpha-hydroxykaurenolide (2), a new steroid; (249-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, la, were evaluated for their inhibitory effects on macrophage activation by an inhibitory assay of nitric oxide (NO) production. (C) 2015 Elsevier B.V. All rights reserved.

引用

页码：69 / 76

页数：8

共 16 条

[1] Multiflorane triterpenoid esters from pumpkin. An unexpected extrafolic source of PABA [J].

Appendino, G ;

Jakupovic, J ;

Belloro, E ;

Marchesini, A .

PHYTOCHEMISTRY, 1999, 51 (08) :1021-1026

[2] Triterpenoid p-aminobenzoates from the seeds of zucchini [J].

Appendino, G ;

Jakupovic, J ;

Belloro, E ;

Marchesini, A .

FITOTERAPIA, 2000, 71 (03) :258-263

[3]

Chevallier A., 2000, ENCY MED PLANTS, P194

[4] Traceless bond construction via rearrangement of N-Boc-N-allylhydrazones giving 1,1-disubstituted olefins [J].

Dittrich, Sebastian ;

Bracher, Franz .

TETRAHEDRON, 2015, 71 (17) :2530-2539

[5] New phenolic glycosides from the seeds of Cucurbita moschata [J].

Koike, K ;

Li, W ;

Liu, LJ ;

Hata, E ;

Nikaido, T .

CHEMICAL & PHARMACEUTICAL BULLETIN, 2005, 53 (02) :225-228

[6] Cucurbitosides F-M, acylated phenolic glycosides from the seeds of Cucurbita pepo [J].

Li, W ;

Koike, K ;

Tatsuzaki, M ;

Koide, A ;

Nikaido, T .

JOURNAL OF NATURAL PRODUCTS, 2005, 68 (12) :1754-1757

[7] Carapanolides J-L from the Seeds of Carapa guianensis (Andiroba) and Their Effects on LPS-Activated NO Production [J].

Matsui, Yuuki ;

Kikuchi, Takashi ;

Inoue, Takanobu ;

Muraoka, Osamu ;

Yamada, Takeshi ;

Tanaka, Reiko .

MOLECULES, 2014, 19 (11) :17130-17140

[8]

Okada M., 2002, NEWLY REVISED ILLUST, P514

[9] The sterols of Cucurbita moschata (''calabacita'') seed oil [J].

Rodriguez, JB ;

Gros, EG ;

Bertoni, MH ;

Cattaneo, P .

LIPIDS, 1996, 31 (11) :1205-1208

[10]

SUGIYAMA M, 1993, HETEROCYCLES, V36, P117

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