光叶兔耳风石油醚部位化学成分和抗菌活性研究
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宁夏自然科学基金一般项目(2022AAC03292);北方民族大学研究生创新项目(YCX22164);宁夏自然科学基金优秀青年项目(2022AAC05041);宁夏重点研发项目(2021BEB04019)资助


Chemical Constituents from Petroleum Ether Fractions of Ainsliaea glabra and Antibacterial Activities
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    摘要:

    为了解兔耳风(Ainsliaea glabra)的化学成分,采用硅胶、凝胶(Sephadex LH-20)柱色谱、半制备高效液相色谱等方法,从其90%乙醇提取物的石油醚萃取部位分离了10个化合物,根据波谱数据分别鉴定为松柏烯醇二异戊酸酯 (1)、3β-hydroxy- 11α,13-dihydro-costunolide (2)、matricarin (3)、乙酰伪蒲公英甾醇 (4)、白桦脂醇 (5)、27-hydroxyolean-12-en-28-oic acid (6)、morolic acid acetate (7)、异黑麦草内酯 (8)、苯甲酸丁酯 (9)和E-phytenal (10),其中化合物1为新结构化合物,化合物37首次在兔耳风属中分离得到,化合物2~79均为首次在光叶兔耳风报道。抗菌活性测试结果表明,化合物128对金黄色葡萄球菌有一定抑制作用,MIC值分别为31.2、25.0、21.8 μg/mL,化合物13对白色念珠菌有潜在抑制作用,MIC值分别为1.9和3.9 μg/mL。

    Abstract:

    In order to understand the chemical composition of Ainsliaea glabra, ten compounds were isolated from petroleum ether extraction fraction of 90% ethanol extract by silica gel, sephadex LH-20 gel column chromatography, semi-preparative high-performance liquid chromatography. Based on spectral data, their structures were identified as pinerenol diisovalerate (1), 3β-hydroxy-11α,13-dihydro-costunolide (2), matricarin (3), taraxasteryl acetate (4), betulyl alcohol (5), 27-hydroxyolean-12-en-28-oic acid (6), morolic acid acetate (7), (-)-loliolide (8), butyl benzoate (9), and E-phytenal (10). Compound 1 was a new structural compound. Compounds 3 and 7 were isolated from Ainsliaea genus for the first time. Compounds 2-7 and 9 were first reported in the A. glabra. The results of antibacterial activity test showed that compounds 1, 2 and 8 had certain inhibitory effects on Staphylococcus aureus with MIC values of 31.2, 25.0, and 21.8 μg/mL, and compounds 1 and 3 had potential inhibitory effect on Candida albicans with MIC values of 1.9 and 3.9 μg/mL, respectively.

    参考文献
    [1] Delectis Florae Reipublicae Popularis Sinicae, Agendae Academiae Sinicae Editta. Florae Reipublicae Popularis Sinicae, Tomus 79[M]. Beijing: Science Press, 1996: 68-69. [中国科学院中国植物志编辑委员会. 中国植物志, 第79卷[M]. 北京: 科学出版社, 1996: 68-69.]
    [2] ZOU Y B, HE S Z. Species and distribution of Ainsliaea medicinal plants in Guizhou [J]. China J Chin Mat Med, 1998, 23(7): 389-392. [邹亚邦, 何顺志. 贵州省兔儿风属药用植物的种类与分布[J]. 中国中药杂志, 1998, 23(7): 389-392.]
    [3] CHEN X Y, HE W J, LIU Z, et al. Research progress on chemical constituents and pharmacological action of Ainsliaea fragrans Champ. [J]. Res Pract Chin Med, 2021, 35(6): 89-93. [陈欣悦, 贺文娟, 刘忠, 等. 杏香兔耳风化学成分及药理作用研究进展[J]. 现代中药研究与实践, 2021, 35(6): 89-93. doi: 10.13728/j.1673-6427.2021.06.018.]
    [4] CHEN Y P, WANG S L, SHEN Y H, et al. Chemical constituents from Ainsliaea glabra [J]. Guihaia, 2014, 34(3): 402-407. [陈亚萍, 王书林, 沈云亨, 等. 光叶兔儿风的化学成分研究[J]. 广西植物, 2014, 34(3): 402-407. doi: 10.3969/j.issn.1000-3142.2014.03.022.]
    [5] CHEN Y P, TONG C, LU W Q, et al. Three new sesquiterpenes from Ainsliaea glabra [J]. Nat Prod Res, 2019, 33(2): 274-279. doi: 10. 1080/14786419.2018.1446134.
    [6] GLASL S, MUCAJI P, WERNER I, et al. Sesquiterpenes and flavor- noid aglycones from a Hungarian taxon of the Achillea millefolium group [J]. Z Naturforsch C J Biosci, 2002, 57(11/12): 976-982. doi: 10. 1515/znc-2002-11-1203.
    [7] AHMED A A, GÁTI T, HUSSEIN T A, et al. Ligustolide A and B, two novel sesquiterpenes with rare skeletons and three 1,10-seco- guaianolide derivatives from Achillea ligustica [J]. Tetrahedron, 2003, 59(21): 3729-3735. doi: 10.1016/S0040-4020(03)00572-6.
    [8] XU D, HOU F F, WU L J, et al. Chemical research of Dandelions [J]. China J Chin Mat Med, 2004, 29(3): 278. [许丹, 侯凤飞, 吴立军, 等. 蒲公英的化学研究[J]. 中国中药杂志, 2004, 29(3): 278. doi: 10. 3321/j.issn:1001-5302.2004.03.029.]
    [9] DU K P, LI K J, GAO J, et al. The study on the antitumor effects and chemical components of the ethyl acetate extracts from Disporposis pernyi [J]. J Xuzhou Med Univ, 2019, 39(12): 868-871. [杜康彭, 李开金, 高剑, 等. 深裂竹根七乙酸乙酯提取物中的化学成分及抗肿瘤活性研究[J]. 徐州医科大学学报, 2019, 39(12): 868-871. doi: 10.3969/j.issn.2096-3882.2019.12.03.]
    [10] MAILLARD M, ADEWUNMI C O, HOSTETTMANN K, et al. A triterpene glycoside from the fruits of Tetrapleura tetraptera [J]. Phytochemistry, 1992, 31(4): 1321-1323. doi: 10.1016/0031-9422(92) 80500-E.
    [11] LI N, YU F, YU S S, et al. Triterpenoids from Erythrophleum fordii [J]. J Integr Plant Biol, 2004, 46(3): 371-374.
    [12] ZHOU W T, XIE H H. Phenylpropanoids, megastigmanes, alkaloid, and alkyl glycosides from Isodon serra [J]. J Trop Subtrop Bot, 2018, 26(2): 185-190. [周文婷, 谢海辉. 溪黄草的苯丙素、大柱香波龙烷、生物碱和烷基糖苷类成分[J]. 热带亚热带植物学报, 2018, 26(2): 185-190. doi: 10.11926/jtsb.3790.]
    [13] LIANG Y G, XU X Y, XIE H H, et al. Chemical constituents from Isodon lophanthoides var. graciliflora [J]. J Trop Subtrop Bot, 2010, 18(5): 564-568. [梁耀光, 徐新亚, 谢海辉, 等. 细花线纹香茶菜的化学成分研究[J]. 热带亚热带植物学报, 2010, 18(5): 564-568. doi: 10.3969/j.issn.1005-3395.2010.05.015.]
    [14] LYUTIKOVA M N, TUROV Y P. Chemical constituents from wild Oxycoccus palustris fruit from north Tyumen Oblast [J]. Chem Nat Compd, 2011, 46(6): 848−851. doi: 10.1007/s10600-011-9766-y.
    [15] HUANG S C, WU P L, WU T S, et al. Two coumarins from the root bark of Clausena excavata [J]. Phytochemistry, 1997, 44(1): 179−181. doi: 10.1016/S0031-9422(96)00532-8.
    [16] RONTANI J F, CUNY P, GROSSI V. Photodegradation of chlorophyll phytyl chain in senescent leaves of higher plants [J]. Phytochemistry, 1996, 42(2): 347-351. doi: 10.1016/0031-9422(95)00872-1.
    [17] WU J N, CHEN X T, SU J, et al. Chemical constituents of Bangia fuscopurpurea [J]. Chem Nat Compd, 2019, 55(3): 528-530. doi: 10. 1007/s10600-019-02731-6.
    [18] JIN L P. Investigation on bioactive secondary metabolites of drago- nflies and termite’ symbionts [D]. Jinhua: Zhejiang Normal University, 2017. [靳丽萍. 蜻蜓和白蚁共生菌的活性次生代谢产物研究[D]. 金华: 浙江师范大学, 2017.]
    [19] FENG F J, XU Z L, ZHANG Q J, et al. Advance on chemical compounds of Ainsliaea genus [J]. China J Chin Mat Med, 2015, 40(7): 1244-1251. [冯发进, 许志玲, 张前军, 等. 兔儿风属植物化学成分的研究进展[J]. 中国中药杂志, 2015, 40(7): 1244-1251. doi: 10. 4268/cjcmm20150705.]
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姜国东,张森雨,刘亚凤,安振宇,吴秀丽,王芳,江志波,马晓莉,南泽东.光叶兔耳风石油醚部位化学成分和抗菌活性研究[J].热带亚热带植物学报,2024,32(5):660~666

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  • 收稿日期:2023-06-19
  • 最后修改日期:2023-07-20
  • 在线发布日期: 2024-09-29
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