Chem. Pharm. Bull., 53(7),839-840, July 2005

Notes

Tomato New Sapogenols, Isoesculeogenin A and Esculeogenin B


Miho YOSHIZAKI,a Sayaka MATSUSHITA,a Yukio FUJIWARA,a Tsuyoshi IKEDA,a Masateru ONO,b and Toshihiro NOHARA*,a

a Faculty of Medical and Pharmaceutical Science, Kumamoto University; 5-1 Oe-honmachi, Kumamoto 862-0973, Japan: and b School of Agriculture, Kyushu Tokai University; 5435 Choyo, Aso, Kumamoto 869-1404, Japan. * To whom correspondence should be addressed. e-mail: none@gpo.kumamoto-u.ac.jp

Two novel sapogenols, isoesculeogenin A (1) and esculeogenin B (2) of steroidal alkaloid glycosides, lycoperoside F and esculeoside B, respectively, isolated from the ripe tomato have been characterized as (5α,22R,23R,25S)-3β,23,27-trihydroxyspirosolane and (5α,22S,23R,25S)-22,26-epimino-16β,23-epoxy-3β,23,27-trihydroxycholestane, respectively.

Key words Lycopersicon esculentum; tomato; steroidal alkaloid sapogenol; spirosolane; solanocapsine