Polar Chemical Constituents from Prunella vulgaris L. and Their Anti-human Breast Tumor Activities
ZHOU Ya-min1,2,3, TANG Jie1,2,3, XIONG Su-hui1,2,3, LI Ya-mei1,2,3, LIN Yan1,2,3, XIA Bo-hou 1,2,3*, LIN Li-mei1,2,3*, LIAO Duan-fang1,2,3
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1. School of Pharmacy, Hunan University of Chinese Medicine, Changsha 410203, China; 2. Key Laboratory for Quality Evaluation of Bulk Herbs of Hunan Province, Changsha 410203,China; 3.Collaborative Innovation Center of Resource for Chinese Materia Medica of Hunan Province, Changsha 410203, China
OBJECTIVE To study the polar chemical constituents from Prunella vulgaris L.. METHODS Silica gel, reverse-phase octadecylsilyl (ODS), Sephadex LH-20 chromatographic methods, MCI and HPLC were applied to isolate and purify compounds. MS and NMR methods were used to determine the structures of the compounds. Furthermore, the cytotoxicity of these chemical components for MCF-7, MDA-MB-231 and MCF-10A cell lines was measured by MTT method. RESULTS A total of 12 compounds were isolated from the fruits of P. vulgaris and their structures were identified as methyl 3,4,α-trihydroxypropionate(1), danshensu (2), methyl rosmarinate (3), 3,4-dihydroxybenzoic acid (4), quercetin-3-O-glycopyranoside (5), hyperoside (6), 2α,3α,19α,24-tetrahydroxylurs-12-en-28-oic acid (7), 2α,3α,24-trihydroxyolean-12-en-28-oic acid (8), cytidine (9), daucosterol (10), (3S,5R,10S)-7-oxo-12-methoxyabieta-8,11,13-triene-3,11,14-triol (11), and 2α,3α,24-trihydroxyolean-12,20(30)-dien-28-oic acid (12). The results of antitumor assay indicated that compound 2, 3, 5 and 6 significantly inhibited the activity of MCF-7, compound 3 could inhibit the activity of MDA-MB-231, but all of them also significantly inhibited the activity of normal cell lines MCF-10A. CONCLUSION Compounds 9 and 11 are isolated from the genus of Prunella L. for the first time. Some chemical constituents form Prunella L. show certain anti-breast cancer activity.
ZHOU Ya-min, TANG Jie, XIONG Su-hui, LI Ya-mei, LIN Yan, XIA Bo-hou, LIN Li-mei, LIAO Duan-fang.
Polar Chemical Constituents from Prunella vulgaris L. and Their Anti-human Breast Tumor Activities[J]. Chinese Pharmaceutical Journal, 2017, 52(5): 362-366 https://doi.org/10.11669/cpj.2017.05.006
[1] Ch. P(2015) Vol Ⅰ(中国药典2015年版.一部)[S]. 2015,280. [2] LI F, LIN L M, LI C, et al. Advances in studies on chemical constitutions of Prunella vulgaris L [J]. Chin J Exp Tradit Med Form(中国实验方剂学杂志), 2011, 17(24):270-273. [3] YU Q, QI J, WANG L, et al. Pentacyclic triterpenoids from spikes of Prunella vulgaris L. inhibit glycogen phosphorylase and improve insulin sensitivity in 3T3-L1 adipocytes [J]. Phytother Res, 2015, 29(1):73-79. [4] WANG Z J, ZHAO Y Y, WANG F, et al. Depsides from Prunella vulgaris[J]. Chin Chem Lett(中国化学快报), 2000,11(11):997-1000. [5] SUN Z C, ZHENG Q X, WU H F, et al. Water-soluble constituents of Clerodendranthus spicatus[J]. Chin Pharm J(中国药学杂志), 2014,49(1):22-25. [6] WANG D D, LIU S Q, CHEN Y J, et al. Research on antifungal effective ingredients of Syringa oblata Lindl [J]. J Shenyang Pharm Univ(沈阳药科大学学报), 1982,15(1):35-42. [7] LIU Q H, YANG J S. Studies on chemical constitens of Eritrichium rupestre[J].Chin Nat Med(中国天然药物), 2005,3(3):178-180. [8] XU W D, LIN H W, QIU F, et al. Studies on chemical constituents of Duchesnea indica Focke[J]. Chin Pharm J(中国药学杂志), 2007,42(13):981-983. [9] UM B H, POUPLIN T, LOBSTEIN A, et al. Saponins from Strasburgeria robusta[J]. Fitoterapia, 2001, 72(5):591-593. [10] KOJIMA H, TOMINAGA H, SATO S, et al. Pentacyclic triterpenoids from Prunella vulgaris[J]. Phytochemistry, 1987, 26(4):1107-1111. [11] WU B, CHEN X, ZHANG C C, et al. Chemical constituents of Panax japonicus[J]. Nat Prod Res Dev(天然产物研究与开发), 2012,24(8):1051. [12] SUN H X, YE Y P, YANG K. A study on chemical constituents of Astilbe chinensis[J]. Chin J Chin Mater Med(中国中药杂志), 2002,27(10):34-37. [13] ORIHARA Y, YANG J W, KOMIYA N, et al. Abietane diterpenoids from suspension cultured cells of Torreya nucifera var. radicans[J]. Phytochemistry, 2002, 59(4):385-389. [14] WANG Y B, XU F Y. Anticancer property of isoliquiritigenin and 3-oximethyl-isoliquiritigenin in human Bel-7402 hepatoma cell lines[J]. Chin Pharmacol Bull(中国药理学通报), 2014, 30(6):887-888.
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