Ononin

 

Nat Prod Res. 2014. A new flavonoid glycoside from the rhizomes and roots of Smilax scobinicaulis. A new flavonoid glycoside, hesperetin-7-O-[β-d-glucopyranosyl-(1 → 3)]-β-d-glucopyranosyl, was isolated from the n-BuOH extract of Smilax scobinicaulis, together with four known flavonoid glycosides, clematine, ononin, daidzin and puerarin. All of the five compounds were reported from this material for the first time. Their structures were determined on the basis of spectroscopic and spectrometric methods.

Zhongguo Zhong Yao Za Zhi. 2012. Isoflavonoids from roots of Astragalus membranaceus var. mongholicus. School of Pharmaceutical Sciences, Peking University, Beijing, China. To study the isoflavonoid constituents of the roots of Astragalus membranaceus var. mongholicus. Such column chromatography methods as HPD-100 macroporous adsorption resin, silica gel, polyamide and Sephadex LH-20 gel were used for seperating and purifying isoflavonoids, and their structures were identified on the basis of spectral data. Fourteen compounds were separated and identified as: formononetin (1), ononin (2) calycosin (3), calycosin-7-O-beta-3-D-glucopyranoside (4), (3-hydroxy-9,10-dimethoxypterocarpan (5), 3-hydroxy-9,10-dimethoxypterocarpan-3-O-beta-D-glucopyranoside (6), dihydroxy-3', 4'-dimethoxyisoflavan (7), dihydroxy-3', 4'-dimethoxyisoflavan-7-O-beta-D-glucopyranoside (8), 6"-O-acetyl-ononin (9), 6"-O-acetyl-(3R) -7, 2'-dihydroxy-3', 4'-dimethoxyisoflavan-7-O-beta-D-glucopyranoside (10), 6"-O-acetyl-(6aR, 11aR)-3-hydroxy-9, 10-dimethoxypterocarpan-3-O-beta-D-glucopyranoside (11), pratensein (12), sissotrin (13) and trihydroxy-3'-methoxyisoflavone.

J AOAC Int. 2011. Studies on phytoestrogenic and nonphytoestrogenic compounds in Trifolium incarnatumfg. and other clover species using pressurized liquid extraction and high performance column liquid chromatography with photodiode-array and fluorescence detection. Medical University of Lublin, Department of Pharmacognosy with Medicinal Plant Unit, 1 Chodzki St, Lublin, Poland. HPLC coupled with photodiode array (PDA) and fluorescence (FL) detectors has been used for the identification and determination of phytoestrogenic (isoflavones and coumestrol) and nonphytoestrogenic (flavones) compounds in hydrolyzed and nonhydrolyzed extracts obtained from aerial parts of Trifolium incarnatum L. and related clover species. The effective isolation technique of pressurized liquid extraction (PLE) was used. Various types of extraction solvents, i.e., ethanol, n-propanol, n-butanol, and water solutions (75%, v/v) of methanol or ethanol at changeable or constant temperatures were tested, taking into account the chemical character of isolated compounds. Higher PLE efficiency in relation to isoflavone aglycones was found for ethanol. Predominant isoflavone glycosides determined in clover samples were sissotrin and ononin, reaching levels above 1.4% dry weight (wt) in T. medium. The presence of flavone compounds (apigenin and luteolin) in aerial parts of T. incarnatum, occurring in amounts exceeding 0.4% dry wt, documented chemotaxonomic distinction of this species from other clovers examined. Additionally, within the group of phytoestrogenic isoflavones, only biochanin A and formononetin derivatives were identified in above-ground parts of T. incarnatum. The application of simultaneous PDA and FL detection enabled unambiguous confirmation of the lack of a strong phytoestrogen, coumestrol, in all hydrolyzed and nonhydrolyzed clover extracts.