药学学报, 2021, 56(9): 2573-2576
引用本文:
闫洪玲, 陈瑶, 唐飞, 冯健, 郭晨婉, 胡昌江, 鲁军, 谭玉柱. 川芎茎叶中一个新的脂肪酸单甘油酯[J]. 药学学报, 2021, 56(9): 2573-2576.
YAN Hong-ling, CHEN Yao, TANG Fei, FENG Jian, GUO Chen-wan, HU Chang-jiang, LU Jun, TAN Yu-zhu. A novel fatty acid monoglyceride from the stem and leaves of Ligusticum chuanxiong Hort.[J]. Acta Pharmaceutica Sinica, 2021, 56(9): 2573-2576.

川芎茎叶中一个新的脂肪酸单甘油酯
闫洪玲1, 陈瑶1, 唐飞1, 冯健2, 郭晨婉1, 胡昌江2, 鲁军1*, 谭玉柱1*
1. 西南特色中药资源国家重点实验室, 成都中医药大学药学院, 四川 成都 611137;
2. 国家中医药管理局"中药配方颗粒质量与疗效评"重点研究室, 四川新绿色药业科技发展有限公司, 四川 彭州 611930
摘要:
利用MCI、硅胶、Sephadex LH-20及半制备高效液相等多种色谱技术,从川芎茎叶石油醚部位分离得到2个脂肪酸单甘油酯。经1D NMR、2D NMR、HR-ESI-MS和旋光数据解析确定结构,其中1个为新化合物,命名为14,15-dehydrocrepenynic acid monoglyceride (1),另1个为已知化合物(R)-α-(7'Z,10'Z,13'Z)-hexadecatrienoic acid monoglyceride (2),二者均为首次从川芎中分离得到。体外抗肿瘤活性结果显示,化合物12对MCF-7增殖有一定抑制作用,IC50分别为30.75和36.82 μmol·L-1
关键词:    川芎      茎叶      脂肪酸单甘油酯      结构鉴定      抗肿瘤活性     
A novel fatty acid monoglyceride from the stem and leaves of Ligusticum chuanxiong Hort.
YAN Hong-ling1, CHEN Yao1, TANG Fei1, FENG Jian2, GUO Chen-wan1, HU Chang-jiang2, LU Jun1*, TAN Yu-zhu1*
1. Key Laboratory of Southwestern Chinese Medicine Resources, Pharmacy College, Chengdu University of Traditional Chinese Medicine, Chengdu 611137, China;
2. Key Laboratory of Quality Control and Efficacy Evaluation of Traditional Chinese Medicine Formula Granules, Sichuan New Green Medicine Science and Technology Development Co., Ltd., Pengzhou 611930, China
Abstract:
Two fatty acid monoglycerides were isolated from the petroleum ether fraction of the stem and leaves of Ligusticum chuanxiong by using MCI column, silica gel column, Sephadex LH-20 column and semi-preparative HPLC. Their structures were elucidated by 1D-NMR, 2D-NMR, HR-ESI-MS and optical rotation data. One of them is a new compound, named 14,15-dehydrocrepenynic acid monoglyceride (1), the other was a known compound (R)-α-(7'Z,10'Z,13'Z)-hexadecatrienoic acid monoglyceride (2), both of which were isolated from Ligusticum chuanxiong for the first time. The results of in vitro antitumor activity assay showed that compounds 1 and 2 could inhibit the proliferation of MCF-7 with IC50 values of 30.75 and 36.82 μmol·L-1, respectively.
Key words:    Ligusticum chuanxiong    stem and leaves    fatty acid monoglyceride    structure identification    antitumor activity   
收稿日期: 2021-03-17
DOI: 10.16438/j.0513-4870.2021-0377
基金项目: 成都中医药大学杏林学者学科人才科研提升计划(QNXZ2018009);四川省杰出青年科技人才计划(2021JDJQ0040).
通讯作者: 谭玉柱,Tel:86-28-61800231,E-mail:tanyuzhu@cdutcm.edu.cn;鲁军,E-mail:ljaa111@163.com
Email: tanyuzhu@cdutcm.edu.cn;ljaa111@163.com
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参考文献:
[1] Han W. Advances in chemical constituents and pharmacological effects of Ligusticum chuanxiong[J]. Mod Chin Med (中国现代中药), 2017, 19:1341-1349.
[2] Chinese Pharmacopoeia Commission. Pharmacopoeia of the People's Republic of China:Vol Ⅰ (中华人民共和国药典:第一部)[M]. Beijing:China Medical Science Press, 2015.
[3] Chen Z, Zhang C, Gao F, et al. A systematic review on the Rhizome of Ligusticum chuanxiong Hort. (Chuanxiong)[J]. Food Chem Toxicol, 2018, 119:309-325.
[4] Yuan X, Han B, Feng ZM, et al. Three butylphthalide derivatives from the Rhizome of Ligusticum chuanxiong[J]. Acta Pharm Sin (药学学报), 2020, 55:2674-2678.
[5] Chen SL, Jiang GH. Security and pharmacological effects for overground parts of Chuanxiong[J]. J Chengdu Univ Tradit Chin Med (成都中医药大学学报), 2009, 32:63-65.
[6] (Wei) Wu P, (Qing) Sun XY, Feng XJ, Ed. Shen Nong Ben Cao Jing (神农本草经)[M]. Beijing:Scientific and Technical Documentation Press, 1996:23.
[7] Liu JR, Liu SY, Liu HM, et al. Comparison on volatile oil content and chemical constituents among different parts of Ligusticum chuanxiong and pieces with different processing methods[J]. Chin J Exp Tradit Med Form (中国实验方剂学杂志), 2020, 26:101-107.
[8] Tang F, Tan YZ, Ao H, et al. Discovery of phthalides with vasodilating activity in stems and leaves of Ligusticum chuanxiong[J]. Chin Tradit Herb Drugs (中草药), 2020, 51:1190-1195.
[9] Tang F, Yan YM, Yan HL, et al. Chuanxiongdiolides R4 and R5, phthalide dimers with a complex polycyclic skeleton from the aerial parts of Ligusticum chuanxiong and their vasodilator activity[J]. Bioorg Chem, 2021, 107:104523.
[10] Mittermeier VK, Dunkel A, Hofmann T. Discovery of taste modulating octadecadien-12-ynoic acids in golden chanterelles (Cantharellus cibarius)[J]. Food Chem, 2018, 269:53-62.
[11] Jiang MY, Wang F, Dong ZJ, et al. A new hydroxyl acetylenic fatty acid from the basidiomycete Craterellus aureus (Cantharellaceae)[J]. Plant Divers (植物分类与资源学报), 2008, 30:614-616.
[12] Jie MS, Pasha MK, Alam MS. Synthesis and nuclear magnetic resonance properties of all geometrical isomers of conjugated linoleic acids[J]. Lipids, 1997, 32:1041-1044.
[13] Davis AL, McNeill GP, Caswell DC. Analysis of conjugated linoleic acid isomers by 13C NMR spectroscopy[J]. Chem Phys Lipids, 1997, 97:155-165.
[14] Ogihara T, Amano N, Mitsui Y, et al. Determination of the absolute configuration of a monoglyceride antibolting compound and isolation of related compounds from radish leaves (Raphanus sativus)[J]. J Nat Prod, 2017, 80:872-878.