Chem. Pharm. Bull., 47(10),1444-1447, October 1999

Regular Articles

Studies on the Constituents of Fruits of Helicteres isora L.1)


Toshiko SATAKE,* ,a Kohei KAMIYA,a Yasuhisa SAIKI,a Takao HAMA,a Yasuo FUJIMOTO,b Susumu KITANAKA,b Yumiko KIMURA,b Jun UZAWA,c Hanani ENDANG,d and Mansur UMAR d

Faculty of Pharmaceutical Sciences, Kobe Gakuin University,a Nishi-Ku, Kobe 651-2180, Japan, College of Pharmacy, Nihon University,b 7-7 Narashinodai, Funabashi-shi, Chiba 274-8555 Japan, Riken (the Institute of Physical and Chemical Research),c Wako-shi, Saitama 351-0198 Japan, and Department of Pharmacy, Faculty of Mathematics and Natural Sciences, University of Indonesia,d Depok- Jawa Barat, Indonesia.

Three new compounds; 4'-O-b-D-glucopyranosyl rosmarinic acid (2), 4,4'-O-di-b-D-glucopyranosyl rosmarinic acid(3) and 2R-O-(4'-O-b-D-glucopyranosyl caffeoyl)-3-(4-hydroxyphenyl) lactic acid named as 4'-O-b-D-glucopyranosyl isorinic acid (4) were isolated together with rosmarinic acid (1) from the fruit of Helicteres isora L. (Sterculiaceae), an Indonesian medicinal plant. The structures of these compounds, including the absolute stereochemistry of 4, were elucidated by spectroscopic analysis and chemical means. Compound 3 had greater scavenging activity against superoxide anion produced with xanthine and xanthine oxidase (XOD) than rosmarinic acid (1).

Key words Helicteres isora; isorinic acid; rosmarinic acid glycoside; rosmarinic acid; Sterculiaceae