title: Nitric oxide inhibitory flavonoids from traditional Chinese medicine formula Baoyuan Decoction.
abstract: Three new flavonoid glycosides, (3R)-(+)-isomucronulatol-2'-O-β-D-glucopyranoside (1), (3R)-(-)-isomucronulatol-7-O-β-D-apiofuranosyl(1→2)-β-D-glucopyranoside (2), and (2S)-(-)-7,8-dihydroxylflavanone-4'-O-β-D-apiofuranosyl(1→2)-β-D-glucopyranoside (3), along with eight flavanones (4, 8, 10, 12, 15, 16, 21, and 24), four isoflavones (5, 11, 13, and 23), four chalcones (6, 14, 17, and 18), two isoflavans (19-20), one flavone (7), one flavonol (9), and one dihydrochalcone (22) were isolated from Baoyuan Decoction (BYD), a traditional Chinese medicine formula. The structures of the new compounds were established by detailed analysis of NMR and HRESIMS spectroscopic data, and their absolute configurations were determined by electronic circular dichroism (ECD) data. The inhibitory effects of the isolates were evaluated on nitric oxide production in lipopolysaccharide activated RAW 264.7 macrophage cells. Compounds 6, 9, and 10 showed the significant inhibitory activities, with IC50 values of 1.4, 13.8, and 9.3 μM, respectively, comparable to or even better than the positive control, quercetin (IC50, 16.5 μM). The assignment of these isolated flavonoids was achieved using UPLC-Q-trap-MS, and the results suggested that they were originated from Astragalus membranaceus and Glycyrrhiza uralensis.
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, People's Republic of China.
authors.forename: Xiaoli
authors.initials: X
authors.lastname: Ma
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, People's Republic of China.
authors.forename: Qian
authors.initials: Q
authors.lastname: Yu
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, People's Republic of China.
authors.forename: Xiaoyu
authors.initials: X
authors.lastname: Guo
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, People's Republic of China.
authors.forename: Kewu
authors.initials: K
authors.lastname: Zeng
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, People's Republic of China.
authors.forename: Mingbo
authors.initials: M
authors.lastname: Zhao
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, People's Republic of China.
authors.forename: Pengfei
authors.initials: P
authors.lastname: Tu
authors.affiliation: State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, People's Republic of China. Electronic address: yongjiang@bjmu.edu.cn.
authors.forename: Yong
authors.initials: Y
authors.lastname: Jiang
mesh_terms: D000818:Animals; D002460:Cell Line; D004365:Drugs, Chinese Herbal / Q000737:chemistry*; D005419:Flavonoids / Q000494:pharmacology*; D006027:Glycosides / Q000494:pharmacology*; D020128:Inhibitory Concentration 50; D008264:Macrophages / Q000187:drug effects*; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000737:chemistry*
chemical_list: D004365:Drugs, Chinese Herbal; D005419:Flavonoids; D006027:Glycosides; D009569:Nitric Oxide
keywords: Baoyuan Decoction; Flavonoids; NO inhibition; Traditional Chinese medicine formula; UPLC-Q-trap-MS