Bioactive Saponins and Glycosides. XXVII. Structures of New Cucurbitane-Type Triterpene Glycosides and Antiallergic Constituents from Citrullus colocynthis

Masayuki Yoshikawa; Toshio Morikawa; Hisanori Kobayashi; Akihiko Nakamura; Koudai Matsuhira; Seikou Nakamura; Hisashi Matsuda

doi:10.1248/cpb.55.428

Notes

Bioactive Saponins and Glycosides. XXVII. Structures of New Cucurbitane-Type Triterpene Glycosides and Antiallergic Constituents from Citrullus colocynthis

Masayuki Yoshikawa, Toshio Morikawa, Hisanori Kobayashi, Akihiko Nakamura, Koudai Matsuhira, Seikou Nakamura, Hisashi Matsuda

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Keywords: Citrullus colocynthis, colocynthoside, colocynthol, cucurbitacin E 2-O-β-D-glucopyranoside, cucurbitane-type triterpene, antiallergic activity

JOURNAL FREE ACCESS

2007 Volume 55 Issue 3 Pages 428-434

DOI https://doi.org/10.1248/cpb.55.428

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Abstract

The methanolic extract from the fruit of Citrullus colocynthis showed an inhibitory effect on ear passive cutaneous anaphylaxis reactions as a type I allergic model in mice. From the methanolic extract, two new cucurbitane-type triterpene glycosides, colocynthosides A and B, were isolated together with 17 known constituents. The structures of colocynthosides A and B were elucidated on the basis of chemical and physicochemical evidence. In addition, the principal cucurbitane-type triterpene glycoside, cucurbitacin E 2-O-β-D-glucopyranoside, and its aglycon, cucurbitacin E, exhibited the antiallergic activity at a dose of 100 and 1.25 mg/kg, p.o., respectively.

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