Shanzhiside

Y. Takeda, H. Nishimura, and H. Inouye, Phytochemistry, 1977, 16, 1401. An earlier paper, H. Inouye, Y. Takeda, S. Saito, H. Nishimura, and R. Sakuragi, Yakugaku Zasshi, 1974, 94, 577, on gardenoside, shanzhiside (129 X = OH, R = H), and methyl deacetylasperulosidate from Gardenia jasminoides grandiflora was inadvertently omitted from earlier Reports however, see Vol. 1, p. 20. 

Gardenia florida L. G. grandiflora Sieb. et Zucc. G. maruba Sieb. G. pictorum Hassk. G. radicans Thunb. Zhi or Zhi Zi (Gardenia) (fruit) Gardenoside, shanzhiside, cardoside.33 Antipyretic, choleretic, sedative, hypnotic, anticonvulsant, antibacterial, anthelmintic properties. 

Plectrodorine (99) and isoplectrodorine (100) were isolated from Plectronia odorata. Their structures were determined using MS, UV, IR, H NMR, transformation of 99 to 94, and by chemical correlation of 99 with 6-0-benzoyl shanzhiside methyl ester [283],... 

Iridoglucosides recently isolated from the plant Gardinia jasminoides are gardenoside (82) and geniposide (83), while from the fruit, genipingentiobioside (84) has been isolated. Recently, small amounts of deacetylasperulosidic acid methyl ester (85), as well as the new iridoglucoside shanzhiside (86), have also been found in the plant. ... 

R = H, Mussaeetnoside methyl ester (51) R = OH, Shanzhiside methyl ester (52)... 

Shaagrockol C, S-10056 Shanzhiside, S-10057 Shanzhisidol, in S-10057 Shanzhisin methyl ester gentiobioside, in S-10057... 

D-glycero-D-altro-Heptose Me glucoside, 3-0-Me, tetra-Ac, in H-20038 5-Hydroxysecologanol, H-20235 Shanzhiside Me ester, in S-10057... 

The main iridoid pigments of gardenia are the glucosides gar-denoside (9-209), geniposide (9-210) and related compounds gardoside (9-211) and shanzhiside (9-212). They are accompanied by a number of related minor pigments (9-213). Their biosynthesis is based on geranyl diphosphate, and proceeds via (lR,2S,5R,8S)-iridodial (8-epiiridodial) and other intermediates. 

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