Polyprenylated isoflavanone and isoflavonoids from Ormosia henryi and their cytotoxicity and anti-oxidation activity.
A rare naturally-occurring polyprenylated isoflavanone, designated ormosinol (1), and a new isoflavonoid glycoside, named ormosinoside (2), along with 21 known compounds were isolated from the root bark of Ormosia henryi Prain. The structures of compounds 1 and 2 were determined as 5,7,2',4'-tetrahydroxyl-6,8,5'-tri-(γ,γ-dimethylallyl)isoflavanone and isoprunetin-7-O-β-D-xylopyranosyl-(1 → 6)-β-D-glucopyranoside on the basis of a combination of 1D-, 2D-NMR and mass spectroscopic measurements. Compound 1 showed significant anti-oxidation activity against DPPH radicals (IC(50) 28.5 μM) and cancer cell line (A549, LAC, and HepG2) growth inhibitory activity with IC(50) ranging from 4.25 to 7.09 μM, while compound 2 found to be inactive to both testing systems.
Key Laboratory of Plant Resources Conservation and Sustainable Utilization, South China Botanical Garden, Chinese Academy of Sciences, 723 Xingke Road, Tianhe District, Guangzhou 510650, People's Republic of China.
Shixiu
S
Feng
Jing
J
Hao
Zhifang
Z
Xu
Tao
T
Chen
Samuel X Shengxiang
SX
Qiu
D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000494:pharmacology*; D000975:Antioxidants / Q000737:chemistry / Q000494:pharmacology*; D001713:Biphenyl Compounds / Q000737:chemistry; D045744:Cell Line, Tumor; D007887:Fabaceae / Q000737:chemistry*; D044950:Flavanones / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D007529:Isoflavones / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D010851:Picrates / Q000737:chemistry; D024301:Plant Bark / Q000737:chemistry; D018517:Plant Roots / Q000737:chemistry
D000972:Antineoplastic Agents, Phytogenic; D000975:Antioxidants; D001713:Biphenyl Compounds; D044950:Flavanones; D007529:Isoflavones; D010851:Picrates; C571378:ormosinol; C571377:ormosinoside; C004931:1,1-diphenyl-2-picrylhydrazyl