Flavanoids from Clematis hexapetala

Abstract

Abstract: Aim To study the chemical constituents from the roots and rhizomes of Clematis hexapetala Pall. Methods The components were isolated by means of solvent extraction, repeated chromatography with silica gel, sephadex LH-20 and prep-HPLC. The structures were determined by spectrum analysis. Results Twelve flavonoids were isolated and their structures were identified as 3, 5, 6, 7, 8, 3', 4'-heptamethoxyflavone (1), nobiletin (2), liquiritigenin (3), hesperetin (4), naringenin (5), liquiritigen-7-O-β-D-glucopyranoside (6), 5, 7, 4'-trihydroxy-3'-methoxyflavanone-7-O-α-L-rhamnopyranosyl (1→6)-β-D-glucopyranoside (7), 6-hydroxybiochain A (8), formononetin (9), daidzein (10), genistein (11), and tectoridin (12). Conclusion All the said compounds were isolated from the plant for the first time.

Key words: Clematis hexapetala Pall., Clematis hexapetala Pall., flavonoids, flavonoids, structure determination, structure determination

CLC Number:

R284.1

R284.2

Supporting:

DONG Cai-xia, WU Ke-si, SHI She-po, TU Peng-fei^*. Flavanoids from Clematis hexapetala[J]. .

References

[1] Song ZH, Zhao YY, Duan JL. Review of chemical constituents and pharmacological actions of Clematis species [J]. Nat Prod Res Dev, 1995, 7 (2) : 66-72.
[2] Huang WW. Advances in studies on chemical constituents and pharmacological effect of Clem atis L [J]. Chin Tradit Herb Drugs, 2002, 33 (3) : 285-288.
[3] Chirva YY, Konyikhov VP, Cheban PL, et al. Khim Biokhim Uglevodov Mater Vses Konf [M] , In: Kochetkov NK ed Moscow: Nauka 1967, 14: 98-100.
[4] Chen J , Montanari AM, Widmer WW. Two new polymerthoxylated flavones, a class of compounds with potential anticancer activity, isolated from cold pressed dancy Tangerine peel oil solids [J]. J Agric Food Chem, 1997, 45: 364-368.
[5] Yang GZ, Zhao S, Li YC. Studies on the chemical constituents of Lycianthes biflora. [J]. Acta Pharm Sin, 2002, 37 (6) : 437-439.
[6] Lin LD, Qin GW, Xu RS. Studies on chemical constituents of Ilex centrochinensis [J]. Acta Bot Sin, 1994, 36 (5) : 393-397.
[7] Zhang T, Zhang CF, Wang ZT, et al. Studies on chemical constituents of Dendrobium trigonopus Rchbf [J]. Chin J Nat Med, 2005, 3 (1) : 28-30.
[8] Li J , Shigetoshi K, Yukio K, et al. Constituents of the roots of Cynanchum bungei Decne: isolation and structures of four new glucosides, bungeiside-A, -B, -C, and -D [J]. Chem Pharm Bull, 1992, 40 (12) : 3133-3137.
[9] Chen YF, Liu J , Davidson ST, et al. Isolation and structure of Clematine. a new flavanone glycoside from Clem atis arm anii Franch [J]. Tetrahedron, 1993, 49 (23) : 5169-5176.
[10] Dean WR, Daniel RD, Mona IC, et al. Inhibition of extrahepatic human cytochromes P450 A and B by metabolism of isoflavones found in Trifolium pratense [J]. J Agric Food Chem , 2004, 52: 6623-6632.
[11] Huang SY, Tu PF. Isolation and identification of isoflavones from Triflium pratense [J]. Acta Sci Nat Univ Pekin, 2004, 40 (4) : 544-549.
[12] Akira K, Kazushi K, Mianoru I, et al. First finding of daidzein 7-O-phosphate and genistein 7-O-phosphate that are hydrolyzed by sulfatase [J]. Tetrahedron, 2001, 57: 8801-8805.
[13] Li L, Qin MJ. Chemical constituents of Irits cathayensis Migo [J]. J Chin Pharm Univ, 2005, 36 (2) : 111-113.

[1]	Zipeng Qiao, Qizhi Wang, Jianfu Liu, Mingyuan Wang. Antioxidant and antibacterial activities of the ethyl acetate extracts of endophytic fungi isolated from Ageratum conyzoides L. [J]. Journal of Chinese Pharmaceutical Sciences, 2021, 30(5): 421-433.
[2]	Jiaqian Chen, Chen Jin, Bolun Xu, Huang Zhan, Rongrong Fu, Fengqin Li, Huilian Huang. Identification of major compounds of total flavonoids from Smilax china and evaluation of anti-inflammatory effect on phenol mucilage-induced pelvic inflammation in rats [J]. Journal of Chinese Pharmaceutical Sciences, 2021, 30(2): 157-168.
[3]	Yiming Hua, Xiaowen Zhang, Kewu Zeng, Qingying Zhang, Pengfei Tu. Chemical constituents from the aerial parts of Waltheria indica Linn. [J]. Journal of Chinese Pharmaceutical Sciences, 2019, 28(7): 468-475.
[4]	Puming Zhang, Chen Zhang, Kewu Zeng, Yong Jiang, Pengfei Tu. Lignans and flavonoids from Artemisia brachyloba [J]. Journal of Chinese Pharmaceutical Sciences, 2018, 27(6): 429-435.
[5]	Yifan Zhao, Dong Zhang, Caixia Liang, Lixin Yang, Peng Sun, Yue Ma, Kun Wang, Xiaoqiang Chang, Lan Yang. Chemical constituents from Matricaria chamomilla L. (I) [J]. Journal of Chinese Pharmaceutical Sciences, 2018, 27(5): 324-331.
[6]	Haixiu Jiang, Yanqing Guan, Xiaotian Zhang, Ya Han, Ningning Guo, Hong Wang, Shizhong Chen. Analysis on molecular interaction mechanism of four hapten flavonoids in Shuang-huang-lian powder injection with bovine serum albumin [J]. Journal of Chinese Pharmaceutical Sciences, 2017, 26(5): 366-371.
[7]	Gongwen Liang, Na Li, Liping Ma, Libo Zhao, Luwen Shi. HPLC-MS/MS quantification of the HIV-1 protease inhibitor saquinavir in mice plasma and brain [J]. Journal of Chinese Pharmaceutical Sciences, 2017, 26(2): 106-114.
[8]	Rengeng Shu, Xiluan Yan, Shasha Li, Pengfei Tu. Simultaneous determination of l-calycanthine, quercetin, and kaempferol in Chimonanthi Nitentis Folium by RP-HPLC [J]. Journal of Chinese Pharmaceutical Sciences, 2017, 26(11): 805-810.
[9]	Shunan Tang, Wei Huang, Shuai Ji, Yongrui Wang, Daoyong Pei, Min Ye, Siwang Yu. Prenylated flavonoids from Glycyrrhiza uralensis as promising anti-cancer agents: a preliminary structure-activity study [J]. Journal of Chinese Pharmaceutical Sciences, 2016, 25(1): 23-29.
[10]	Aihua Wang, Yue Kong, Mingying Shang, Rongyun You, Guangxue Liu, Feng Xu, Shaoqing Cai. Simultaneous quantification of eight active compounds in Sinopodophyllum hexandrum by HPLC-DAD [J]. Journal of Chinese Pharmaceutical Sciences, 2015, 24(6): 376-382.
[11]	Ru Li, Wei Song, Xue Qiao, Jia Liu, Hong Liang, Min Ye . Chemical profiling of Scutellaria barbata by ultra high performance liquid chromatography coupled with hybrid quadrupole-orbitrap mass spectrometry [J]. Journal of Chinese Pharmaceutical Sciences, 2015, 24(10): 635-646.
[12]	Biao Ren, Hongyang Sun, Hong Wang . Simultaneous determination of seven caffeoylquinic acids and three flavonoids in Pyrrosia petiolosa (Christ) Ching by RP-UFLC-DAD [J]. Journal of Chinese Pharmaceutical Sciences, 2014, 23(9): 642-648.
[13]	Jinfeng Chen, Pengfei Tu, Yong Jiang. HPLC fingerprint-oriented preparative separation of major flavonoids from safflower extract by preparative pressurized liquid chromatography [J]. Journal of Chinese Pharmaceutical Sciences, 2014, 23(7): 490-495.
[14]	Wenzhi Zeng, Quesheng, Qingying Zhang, Hong Liang. Flavonoids from Artemisia gmelinii Web. ex Stechm. [J]. Journal of Chinese Pharmaceutical Sciences, 2014, 23(7): 496-499.
[15]	Qingrong Fu, Shujuan Liu, Hong Wang, Shizhong Chen. Simultaneous determination of eight flavonoids in Polygonum aviculare L. by RP-HPLC-UV [J]. Journal of Chinese Pharmaceutical Sciences, 2014, 23(3): 170-176.