Molluscicidal saponins from Sapindus mukorossi, inhibitory agents of golden apple snails, Pomacea canaliculata.
Extracts of soapnut, Sapindus mukorossi Gaertn. (Sapindaceae) showed molluscicidal effects against the golden apple snail, Pomacea canaliculata Lamarck. (Ampullariidae) with LC(50) values of 85, 22, and 17 ppm after treating 24, 48, and 72 h, respectively. Bioassay-directed fractionation of S. mukorossi resulted in the isolation of one new hederagenin-based acetylated saponin, hederagenin 3-O-(2,4-O-di-acetyl-alpha-l-arabinopyranoside)-(1-->3)-alpha-l-rhamnopyranosyl-(1-->2)-alpha-l-arabinopyranoside (1), along with six known hederagenin saponins, hederagenin 3-O-(3,4-O-di-acetyl-alpha-l-arabinopyranoside)-(1-->3)-alpha-l-rhamnopyranosyl-(1-->2)-alpha-l-arabinopyranoside (2), hederagenin 3-O-(3-O-acetyl-beta-d-xylopyranosyl)-(1-->3)-alpha-l-rhamnopyranosyl-(1-->2)-alpha-l-arabinopyranoside (3), hederagenin 3-O-(4-O-acetyl-beta-d-xylopyranosyl)-(1-->3)-alpha-l-rhamnopyranosyl-(1-->2)-alpha-l-arabinopyranoside (4), hederagenin 3-O-(3,4-O-di-acetyl-beta-d-xylopyranosyl)-(1-->3)-alpha-l-rhamnopyranosyl-(1-->2)-alpha-l-arabinopyranoside (5), hederagenin 3-O-beta-d-xylopyranosyl-(1-->3)-alpha-l-rhamnopyranosyl-(1-->2)-alpha-l-arabinopyranoside (6), and hederagenin 3-O-alpha-l-arabinopyranoside (7). The bioassay data revealed that 1-7 were molluscicidal, causing 70-100% mortality at 10 ppm against the golden apple snail.
Huang
Hui-Chi
HC
Graduate Institute of Natural Products, Kaohsiung Medical University, 100, Shi-Chuan first Rd., Kaohsiung, Taiwan.
Liao
Sin-Chung
SC
Chang
Fang-Rong
FR
Kuo
Yao-Haur
YH
Wu
Yang-Chang
YC
D000818:Animals; D007928:Lethal Dose 50; D008975:Molluscacides / Q000494:pharmacology*; D010936:Plant Extracts / Q000737:chemistry*; D032127:Sapindus / Q000737:chemistry*; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D012908:Snails / Q000187:drug effects*
D008975:Molluscacides; D010936:Plant Extracts; D012503:Saponins