Saponins, Esculeosides B-1 and B-2, in Tomato Juice and Sapogenol, Esculeogenin B1

Toshihiro Nohara, Yukio Fujiwara, Jian-Rong Zhou, Jun Urata, Tsuyoshi Ikeda, Kotaro Murakami, Mona El-Aasr, Masateru Ono
2015 Chemical and pharmaceutical bulletin  
It has been shown that commercial tomato juice packaged in 900 g plastic bottles contains rare, naturally occurring steroidal solanocapsine-type tomato glycosides in which the saponins consist of esculeosides B-1 (2) and B-2 (3) in 0.041% as major components lacking esculeoside A. We suggest that these saponins are derived from esculeoside A (1) when the juice in plastic bottles is prepared by treatment with boiling water, similar to the process used in preparing canned tomatoes. Herein, the
more » ... ained tomato saponins (2) and (3) provided sapogenols esculeogenin B 1 (4) and B 2 (5), respectively, by acid hydrolysis. The former was identical to esculeogenin B previously reported, and the latter was a new sapogenol characterized to be (5α,22S,23S,25S)-22,26-epimino-16β,23-epoxy-3β,23,27-trihydroxycholestane.
doi:10.1248/cpb.c15-00449 pmid:26423043 fatcat:5bx6kmmmdjhbfgty6blrb7rw7u