1. Clerodane Diterpenoids from Tinospora sagittata (Oliv.) Gagnep.
- Author
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Wei Li, Chao Huang, Songpei Li, Fenghua Ma, Qin Li, Asada, Yoshihisa, and Koike, Kazuo
- Subjects
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ANIMAL experimentation , *BIOLOGICAL assay , *GLYCOSIDES , *HIGH performance liquid chromatography , *CHINESE medicine , *MICE , *MOLECULAR structure , *NITRIC oxide , *NUCLEAR magnetic resonance spectroscopy , *PLANT roots , *TERPENES - Abstract
Three new clerodane diterpene glycosides, tinospinosides A (1), B (2), and C (3) were isolated from the roots of Tinospora sagittata (Oliv.) Gagnep. Their structures were determined to be (2S,4aR,6aR,9R,10aS,10bS)-2-(3-furanyl)-9-(β-D-glucopyranosyloxy)- 1,4,4a,5,6,6a,9,10,10a,10b-decahydro-6a,10b-dimethyl-4- oxo-2H-naphtho[2,1-c]pyran-7-carboxylic acid methyl ester (1), (2S,4aS,6aR,9R,10aR,10bS)-2-(3-furanyl)-9-(β-D-glucopyranosyloxy)- 1,4,4a,5,6,6a,9,10,10a,10b-decahydro-4a-hydroxyl-6a,10bdimethyl- 4-oxo-2H-naphtho[2,1-c]pyran-7-carboxylic acid methyl ester (2) and (2S,4aR,6aR,9R,10aR,10bS)-2-(3-furanyl)-9-(β- D-glucopyranosyloxy)-1,4,4a,5,6,6a,9,10,10a,10b-decahydro-4ahydroxyl- 6a,10b-dimethyl-4-oxo-2H-naphtho[2,1-c]pyran-7- carboxylic acid methyl ester (3), by various spectroscopic analyses, chemical reactions, and computer-assisted calculations. The inhibitory activities of NO production by these compounds and their chemical derivatives in lipopolysaccharide and TNFγ- activated macrophage-like cell line J774.1 were tested. Tinospin A, 12-epi-tinospin A, tinospinoside B, and tinospinoside C showed inhibitory activities of NO production with the IC50 values of 162, 182, 290, and 218 μM, respectively. [ABSTRACT FROM AUTHOR]
- Published
- 2012
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