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Paper | Regular issue | Vol 75, No. 6, 2008, pp.1397-1405
Published online, 12th February, 2008
DOI: 10.3987/COM-07-11315
Salaprionol and Ponkoranol with Thiosugar Sulfonium Sulfate Structure from Salacia prinoides and α-Glucosidase Inhibitory Activity of Ponkoranol and Kotalanol Desulfate

Masayuki Yoshikawa,* Fengming Xu, Seikou Nakamura, Tao Wang, Hisashi Matsuda, Genzoh Tanabe, and Osamu Muraoka

*Kyoto Pharmaceutical University, Misasagi, Yamashina-ku, Kyoto 607-8412, Japan

Abstract

The methanolic extract from the roots and stems of Indian Salacia prinoides and its water-eluted fraction of Diaion HP-20 column were found to exhibit inhibitory activities against α-glucosidase. From the water-eluted fraction, two new unique constituents with thiosugar sulfonium sulfate, salaprinol (1) and ponkoranol (2), were isolated together with 10 known constituents including salacinol and kotalanol. The structures of 1 and 2 were elucidated on the basis of chemical and physicochemical evidence. Furthermore, ponkoranol (2) and kotalanol desulfate (14) were found to show potent inhibitory activities against α-glucosidase.