Medicinal foodstuffs.: XXXIII.: Gastroprotective principles from Boesenbergia rotunda (Zingiberaceae) -: Absolute stereostructures of Diels-Alder type addition prenylchalcones

被引：19

作者：

Yoshikawa, Masayuki ^{[1
,2
]}

Morikawa, Toshio ^{[2
]}

Funakoshi, Kanako ^{[1
]}

Ochi, Momotaro ^{[1
]}

Pongpiriyadacha, Yutana ^{[3
]}

Matsuda, Hisashi ^{[1
]}

机构：

[1] Kyoto Pharmaceut Univ, Yamashina Ku, Kyoto 6078412, Japan

[2] Kinki Univ, Pharmaceut Res & Technol Inst, Osaka 5778502, Japan

[3] Rajamangala Univ Technol, Fac Sci & Technol, Thungyai 80240, Nakhonsithammar, Thailand

来源：

HETEROCYCLES | 2008年 / 75卷 / 07期

关键词：

Boesenbergia rotunda; Diels-Alder type reaction; prenylchalcone; gastroprotective activity; medicinal foodstuff;

D O I：

10.3987/COM-08-11332

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The methanolic extract from the rhizomes of Boesenbergia rotunda (Zingiberaceae) was found to exhibit potent inhibitory activities on ethanol- or indomethacin-induced gastric mucosal lesions in rats. Through the bioassay-guided separation, six new optically active Diels-Alder type addition prenylcalcones, (+)-panduratin A (1a), (-)-panduratin A (1b), (+)-4-hydroxypanduratin A (2a), (-)-4-hydroxypanduratin A (2b), (+)-isopanduratin A (3a), and (-)-isopanduratin A (3b) were isolated to-ether with 12 known compounds [(4-14) and geraniol]. The absolute stereostrucutures of six new Compounds were elucidated on the basis of physicochemical evidence including CD spectra. Among them, the enantiomeric mixtures of panduratin A (1a, 1b) and 4-hydroxypanduratin A (2a, 2b), and pinocembrin (4) showed gastroprotective effects on ethanol- or indomethacin-induced gastric mucosal in rats.

引用

页码：1639 / 1650

页数：12

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