Flavonoids from the flowers of Chrysanthemum morifolium Ramat.
FENG Wei-sheng1,2, CHEN Wen-jing1,2, ZHENG Xiao-ke1,2, CAO Yan-gang2,3, GONG Jian-hong1, LI Fang1,2, ZHAO Xuan1, WANG Xiao-lan1, QI Man1,2, GUO Meng-huan1,2
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1. Henan University of Traditional Chinese Medicine, Zhengzhou 450046, China; 2. Collaborative Innovation Center for Respiratory Disease and Treatment & Chinese Medicine Development of Henan Province, Zhengzhou 450046, China; 3.College of Pharmacy, Heilongjiang University of Traditional Chinese Medicine, Harbin 150040, China
OBJECTIVE To study the chemical constituents in the flowers of Chrysanthemum morifolium Ramat. METHODS The compounds were isolated with Diaion HP-20, Toyopearl HW-40, Sephadex LH-20, silica gel column chromatography and preparative HPLC. The structures of the compounds were identified by physiochemical properties and spectral analysis. RESULTS Twenty compounds were obtained, and their structures were identified as luteolin (1), apigenin (2), acacetin (3), diosmetin (4), acacetin 7-O-β-D-glucoside (5), acacetin 7-O-β-D-glucoside (6), acacetin7-O-(6″-O-acetyl)-β-D-glucoside (7), eriodictyol (8), naringenin (9), artemetin (10), 5-hydroxy-6,7,3′,4′-tetramethoxyflavone (11), 5,7-dihydroxy-3′,4′-dimethoxyflavone (12), 4′-methoxyctricin (13), 3′,5′-dimethoxy-4′,5,7-trihydroxyflavone (14), 5,6-dihydroxy-3,7,3′,4′-tetramethoxyflavone (15), luteolin 7-O-β-D-glucuronide methyle ester (16), dihydroquercetin-7-β-D-glucoside (17), quercetin 3-O-β-D-glucoside(18), quercetin 3-O-β-D-glucoside (19), and acacetin 7-O-β-(6″-(E)-crotonylglucopyranoside) (20). CONCLUSION Compounds 9-20 were isolated for the first time from this plant.
FENG Wei-sheng, CHEN Wen-jing, ZHENG Xiao-ke, CAO Yan-gang, GONG Jian-hong, LI Fang, ZHAO Xuan, WANG Xiao-lan, QI Man, GUO Meng-huan.
Flavonoids from the flowers of Chrysanthemum morifolium Ramat.[J]. Chinese Pharmaceutical Journal, 2017, 52(17): 1497-1502 https://doi.org/10.11669/cpj.2017.17.005
[1] Ch.P(2015) Vol Ⅰ(中国药典2015年版.一部)[S]. 2015:310. [2] LI T, LIAN S. Henan Specialty Huai Chrysanthemum[J]. Spec Wild Econ Animal Plant Res, 1992,3(1):33. [3] XIE Y Y.Studies on biozctive constituents of three natural medicines-pericarps of sapindus rarak,flowers of Chrysanthemum morifolium ramat,′huaijuhua′.CV. NOV, and punica granatun [D].Shenyang:Shenyang Pharmaceutical University Pharmacognosy,2009. [4] ZHANG Y L, FENG Z Y, ZHANG X K, et al.Chemical constituents from the leaves of Rehmannia glutinosa Libosch [J]. Chin Pharm J(中国药学杂志),2014,49(1):15-21. [5] SONG K,ZHENG X K,ZHANG J K,et al. Study on chemical constituents of Erigeron annuus(L.) Pers[J]. Chin Pham J(中国药学杂志),2016,51(16):41-45. [6] HE F, AISA H A, SHAKHIDOYATOV KH M. Flavones from Artemisia rupestris[J]. Chem Nat Comp,2012,48(4):685-686. [7] ZHANG Y H,LIU Y, HU J, et al. Study on flavonoids in mint[J]. Chin Tradit Herb Drugs(中草药), 2006,37(4):512-514. [8] ZHAO D B,YANG Y X,ZHANG W, et al. Study on chemical constituents in total saponin from Trigonella foenum-graecum [J]. China J Chin Mater Med(中国中药杂志), 2006, 37(4):512-514. [9] YANG A M,LIU X,LU R H,et al. Isolation and structural elucidation of flavonoid from Pyrethrum tatsienense[J]. Chin Tradit Herb Drugs(中草药), 2006,37(1):25-27. [10] ZHANG B Y,WANG H,LUO X D,et al. Chemical constituents from Euphorbia stracheyi[J]. Chin Tradit Herb Drugs(中草药), 2012,43(8):1496-1498. [11] BIAN H T,ZHAO J,HUANG H,et al. Chemical constituents from Euphorbia stracheyi[J].Chin Tradit Herb Drugs(中草药), 2014,31(1):72-73. [12] WU J, ZHOU X L, HUANG X L, et al. Chemical constituents from flowers of Incarvillea younghusbandii[J]. Chin Tradit Herb Drugs(中草药), 2012,43(1):55-59. [13] ZHENG Z P, LIANG L Y,LI H H. Water-soluble constituents of Cudrania tricuspidata (Carr.)Bur [J].J Integr Plant Biol, 2006,48(8):996-1000. [14] LI Y L,WANG H,FAN Z Y,et al. Flavonoids from Adina pilulifera and their in vitro antiviral[J]. Nat Prod Res Dev, 2009,21(20):740-743. [15] SEONJU P, NANYOUNG K, GUIJAE Y. A new favone glycoside from the leaves of Agastache rugosa(Fisch. & C.A.Mey.) Kuntze[J]. Biochem Syst Ecol, 2016,67(8):17-21.