Medicinal Flowers. XXIII.  New Taraxastane-Type Triterpene, Punicanolic Acid, with Tumor Necrosis Factor-α Inhibitory Activity from the Flowers of Punica granatum

Yuanyuan Xie; Toshio Morikawa; Kiyofumi Ninomiya; Katsuya Imura; Osamu Muraoka; Dan Yuan; Masayuki Yoshikawa

doi:10.1248/cpb.56.1628

Notes

Medicinal Flowers. XXIII. New Taraxastane-Type Triterpene, Punicanolic Acid, with Tumor Necrosis Factor-α Inhibitory Activity from the Flowers of Punica granatum

Yuanyuan Xie, Toshio Morikawa, Kiyofumi Ninomiya, Katsuya Imura, Osamu Muraoka, Dan Yuan, Masayuki Yoshikawa

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Keywords: Punica granatum, punicanolic acid, triterpene, tumor necrosis factor-α inhibitory activity, pomegranate

JOURNAL FREE ACCESS

2008 Volume 56 Issue 11 Pages 1628-1631

DOI https://doi.org/10.1248/cpb.56.1628

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Abstract

The methanolic extract from the flowers of Punica granatum L. (Punicaceae) was found to show inhibitory effect on tumor necrosis factor-α (TNF-α, 1 ng/ml)-induced cytotoxicity in L929 cells. By bioassay-guided separation, a new taraxastane-type triterpene, punicanolic acid (1), was isolated from the active fraction (ethyl acetate-soluble fraction) together with four triterpenes (2—5), two galloyl glucoses (6, 7), two flavones (8, 9), and β-sitosterol. Among the constituents, 1, oleanolic acid (2), maslinic acid (4), 1,2,6-tri-O-galloyl β-D-glucopyranoside (6), 1,2-di-O-galloyl-4,6-O-(S)-hexahydroxydiphenoyl β-D-glucopyranoside (7), and luteolin (8) significantly inhibited TNF-α-induced cytotoxicity in L929 cells at 30 μM.

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