Absolute stereostructures of hovenidulciosides A1 and A2, bioactive novel triterpene glycosides from hoveniae semen seu fructus, the seeds and fruit of Hovenia dulcis Thunb.

M Yoshikawa, T Ueda, O Muraoka, H Aoyama, H Matsuda, H Shimoda, J Yamahara, N Murakami

Kyoto Pharmaceutical University, Japan.

Chemical & pharmaceutical bulletin 1995 Mar

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Two bioactive novel triterpene glycosides named hovenidulciosides A1 and A2 have been isolated from a Chinese natural medicine, Hoveniae Semen Seu Fructus, the seeds and fruit of Hovenia dulcis Thunb. (Rhamnaceae). The absolute stereostructures of hovenidulciosides A1 and A2 with a migrated 16,17-seco-dammarane skeleton have been determined on the basis of chemical and physicochemical evidence which included the X-ray crystallographic analysis of the p-bromobenzoate of their common aglycone, hovenidulcigenin A. Hovenidulciosides A1 and A2 exhibited inhibitory activity on the histamine release from rat mast cells induced by compound 48/80 or calcium ionophore A-23187.

Citation

M Yoshikawa, T Ueda, O Muraoka, H Aoyama, H Matsuda, H Shimoda, J Yamahara, N Murakami. Absolute stereostructures of hovenidulciosides A1 and A2, bioactive novel triterpene glycosides from hoveniae semen seu fructus, the seeds and fruit of Hovenia dulcis Thunb. Chemical & pharmaceutical bulletin. 1995 Mar;43(3):532-4