Studies on the Constituents of Cucurbitaceae Plants. XVIII. On the Saponin Constituents of Gynostemma pentaphyllum MAKINO. (13)

Abstract
Saponins of plants of Gynostemma pentaphyllum Makino (Cucurbitaceae), collected at Sodegaura, Chiba Pef. and Oozu, Ehime Pref., were investigated. From the aerial parts of the specimen collected at Sodegaura, three new dammaran-saponins, gypenosides LXXIV (1), LXXV (2) and LXXVI (3) were isolated together with the known saponins, gypenosides IX (8), XIII (9) and LXV (6). From the aerial parts of the specimen collected at Oozu, two new dammaran-saponins, gypenosides LXXVII (4) and LXXVIII (5) were isolated together with the known saponins, 3, 6, gypenoside VII (10), gynosaponins TN-1 (11) and TN-2 (12). On the basis of chemical and physisochemical evidence, they were characterized as follows: 1, 2.alpha.,3.beta.,12.beta.,20(S)-tetrahydroxydammar-24-ene 20-O-.beta.-gentiobioside: 2, 3.beta.,12.beta.,20(S)-trihydroxydammar-24-ene 20-O-.beta.-gentiobioside: 3, 3.beta.,12.beta.,19,20(S)-tetrahydroxydammar-24-ene 20-.beta.-D-glucopyranoside: 4, 2.alpha.,3.beta.,12.beta.,30(S)-tetrahydroxydammar-24-ene 20-O-.beta.-primeveroside: 5, 2.alpha.,3.beta.,20(S)-trihydroxydammar-24-ene 20-O-.beta.-primeveroside.