大叶桃花心木树皮化学成分研究
作者:
基金项目:

安徽省自然科学基金项目(2008085MH289);安徽省高校优秀青年人才支持计划重点项目(gxyqZD2019035)资助


Chemical Constituents from Barks of Swietenia macrophylla
Author:
  • 摘要
  • | |
  • 访问统计
  • |
  • 参考文献 [28]
  • |
  • 相似文献 [20]
  • | | |
  • 文章评论
    摘要:

    为了解大叶桃花心木(Swietenia macrophylla)树皮的化学成分,采用硅胶、凝胶、制备液相等手段分离、纯化,从其树皮提取物中分离得到9个化合物。根据理化性质及波谱数据,鉴定化合物结构分别为香草酸(1)、东莨菪素(2)、大黄素甲醚(3)、3,4,5-三甲氧基苯基-β-d-吡喃葡萄糖苷(4)、(+)-儿茶素(5)、5′-甲氧基异落叶松脂素-9′-O-β-d-吡喃木糖苷(6)、南烛木树脂酚-9′-O-β-d-吡喃木糖苷(7)、豆甾醇(8)、豆甾醇-3-O-β-d-吡喃葡萄糖苷(9)。除化合物5外,其余化合物为首次从该植物中分离。细胞毒活性试验表明化合物均无显著的细胞毒活性。

    Abstract:

    To understand the chemical constituents of Swietenia macrophylla barks, nine compounds were isolated and purified from bark extracts by using silica gel, gel and MPLC. Based on the physicochemical properties and spectral data, their structures were identified as vanillic acid (1), scopoletin (2), physcion (3), 3,4,5-trimeth-oxyphenyl-β-d-glucopyranoside (4), (+)-catechin (5), (+)-5'-methoxy-isolariciresinol-9'-O-β-dxylopyranoside (6), lyoniresinol-9'-O-β-d-xylopyranoside (7), stigmasterol (8), stigmasterol-3-O-β-d-glucopyranoside (9). Except for compound 5, the remaining compounds were isolated from this plant for the first time. The cytotoxicity assay showed that none of the compounds had significant cytotoxic activities.

    参考文献
    [1] XIE G G, HUANG S M. The resources of meliaceae plants in Hainan Island and their exploitation[J]. Trop Geogr, 1991, 11(4):313-319.[谢国干, 黄世满. 海南岛楝科植物资源及其开发利用[J]. 热带地理, 1991, 11(4):313-319. doi:10.13284/j.cnki.rddl.002127.]
    [2] ZOU L L, JIA X R. Bibliometrical analysis of endangered tree species of Swietenia macrophylla[J]. S China For Sci, 2019, 47(4):38-44.[邹璐璐, 贾小容. 濒危树种大叶桃花心木的文献计量分析[J]. 南方林业科学, 2019, 47(4):38-44. doi:10.16259/j.cnki.36-1342/s.2019. 04.009.]
    [3] GOH B H, KADIR A H. In vitro cytotoxic potential of Swietenia macrophylla King seeds against human carcinoma cell lines[J]. J Med Plant Res, 2011, 5(8):1395-1404.
    [4] HUSEIN I, SADIYO S, NUGROHO N, et al. Electrical properties of Indonesian hardwood case study:Acacia mangium, Swietenia macro-phylla and Maesopsis eminii[J]. Wood Res, 2014, 59(4):695-704.
    [5] CHEN L C, LIAO H R, CHEN P Y, et al. Limonoids from the seeds of Swietenia macrophylla and their anti-inflammatory activities[J]. Molecules, 2015, 20(10):18551-18564. doi:10.3390/molecules201018551.
    [6] MI C N, WANG H, CHEN H Q, et al. Polyacetylenes from the roots of Swietenia macrophylla King[J]. Molecules, 2019, 24(7):1291-1299. doi:10.3390/molecules24071291.
    [7] PAMPLONA S G S R, ARRUDA M S P, CASTRO K C F, et al. Phragmalin limonoids from Swietenia macrophylla and their anti-feedant assay against mahogany predator[J]. J Braz Chem Soc, 2018, 29(8):1621-1629. doi:10.21577/0103-5053.20180033.
    [8] FALAH S, SUZUKI T, KATAYAMA T. Chemical constituents from Swietenia macrophylla bark and their antioxidant activity[J]. Pak J Biol Sci, 2008, 11(16):2007-2012. doi:10.3923/pjbs.2008.2007. 2012.
    [9] MASENDRA M, PURBA B A V, LUKMANDARU G, et al. Anti-oxidant activity of Swietenia macrophylla king bark extracts[J]. Wood Res, 2021, 66(1):57-70. doi:10.37763/wr.1336-4561/66.1.5770.
    [10] OBOH G, ADEBAYO A A, ADEMOSUN A O. Effects of water extrac-table phytochemicals of mahogany (Swietenia macrophylla) and axle-wood (Anogeissus leiocarpus) stem bark on some enzymes implicated in erectile dysfunction and type-2 diabetes[J]. J Food Biochem, 2017, 41(6):e12430. doi:10.1111/jfbc.12430.
    [11] SUN Y P, ZHU L L, LIU J S, et al. Limonoids and triterpenoid from fruit of Swietenia macrophylla[J]. Fitoterapia, 2018, 125:141-146. doi:10.1016/j.fitote.2018.01.004.
    [12] LIU J S, ZHU L L, WANG G K, et al. Studies on chemical constituents from the fruit of Swietenia macrophylla[J]. J Chin Med Mat, 2016, 39(7):1530-1535.[刘劲松, 朱莉莉, 王国凯, 等. 向天果化学成分研究[J]. 中药材, 2016, 39(7):1530-1535. doi:10.13863/j.issn1001-4454.2016.07.020.]
    [13] ZHU L L, WANG G K, LIU J S, et al. Gas chromatography-mass spectrometry analysis of fatty acids in fruit of Swietenia macrophylla[J]. J Anhui Univ Chin Med, 2014, 33(3):85-86.[朱莉莉, 王国凯, 刘劲松, 等. 向天果脂肪酸成分的气相色谱-质谱分析[J]. 安徽中医药大学学报, 2014, 33(3):85-86. doi:10.3969/j.issn.2095-7246.2014. 03.029.]
    [14] LIU P, DENG R X, DUAN H Q, et al. Chemical constituents from roots of Phlomis umbrosa[J]. China J Chin Mat Med, 2009, 34(7):867-870.[刘普, 邓瑞雪, 段宏泉, 等. 糙苏根的化学成分研究[J]. 中国中药杂志, 2009, 34(7):867-870. doi:10.3321/j.issn:1001-5302. 2009.07.017.]
    [15] ZHOU W, WANG X, FU S H, et al. Chemical constituents of Inula cappa[J]. Chin Pharm J, 2017, 52(1):25-30.[周雯, 王霞, 付思红, 等. 羊耳菊的化学成分研究[J]. 中国药学杂志, 2017, 52(1):25-30. doi:10.11669/cpj.2017.01.005.]
    [16] LIU Y, ZHANG Y H, SHI R B. Studies on the chemical constituents in herb of Mentha haplocalyx[J]. China J Chin Mat Med, 2005, 30(14):1086-1088.[刘颖, 张援虎, 石任兵. 薄荷化学成分的研究[J]. 中国中药杂志, 2005, 30(14):1086-1088. doi:10.3321/j.issn:1001-5302. 2005.14.009.]
    [17] ACHENBACH H, BENIRSCHKE G. Joannesialactone and other compounds from Joannesia princeps[J]. Phytochemistry, 1997, 45(1):149-157. doi:10.1016/S0031-9422(96)00777-7.
    [18] MI C N, MEI W L, LI W, et al. Chemical constituents from the roots of Swietenia macrophylla King[J]. J Trop Subtrop Bot, 2017, 25(6):610-616.[米承能, 梅文莉, 李薇, 等. 大叶桃花心木根的化学成分研究[J]. 热带亚热带植物学报, 2017, 25(6):610-616. doi:10.11926/jtsb. 3754.]
    [19] CHENG W, XU W D, ZHU C G, et al. Glycosides from Machilus wangchiana[J]. China J Chin Mat Med, 2015, 40(6):1102-1107.[程伟, 许文东, 朱承根, 等. 信宜润楠中的苷类成分[J]. 中国中药杂志, 2015, 40(6):1102-1107. doi:10.4268/cjcmm20150622.]
    [20] ZHANG X Q, QI J, YE W C, et al. Chemical constituents from Xanthium sibiricum[J]. J China Pharm Univ, 2004, 35(5):404-405.[张晓琦, 戚进, 叶文才, 等. 苍耳茎化学成分的研究[J]. 中国药科大学学报, 2004, 35(5):404-405. doi:10.3321/j.issn:1000-5048.2004. 05.005.]
    [21] MOGHADAMTOUSI S Z, GOH B H, CHAN C K, et al. Biological activities and phytochemicals of Swietenia macrophylla King[J]. Molecules, 2013, 18(9):10465-10483. doi:10.3390/molecules180910465.
    [22] CHEN J J, HUANG S S, LIAO C H, et al. A new phragmalin-type limonoid and anti-inflammatory constituents from the fruits of Swie-tenia macrophylla[J]. Food Chem, 2010, 120(2):379-384. doi:10. 1016/j.foodchem.2009.09.093.
    [23] CHEN J J, CHO J Y, HWANG T L, et al. Benzoic acid derivatives, acetophenones, and anti-inflammatory constituents from Melicope semecarpifolia[J]. J Nat Prod, 2008, 71(1):71-75. doi:10.1021/np 0704349.
    [24] SOARES M G, BATISTA-PEREIRA L G, FERNANDES J B, et al. Electrophysiological responses of female and male Hypsipyla gran-della (Zeller) to Swietenia macrophylla essential oils[J]. J Chem Ecol, 2003, 29(9):2143-2151. doi:10.1023/A:1025694720727.
    [25] WU S F, LIN C K, CHUANG Y S, et al. Anti-hepatitis C virus activity of 3-hydroxy caruilignan C from Swietenia macrophylla stems[J]. J Viral Hepat, 2012, 19(5):364-370. doi:10.1111/j.1365-2893.2011. 01558.x.
    [26] MI C N, LI W, CHEN H Q, et al. Two new compounds from the roots of Swietenia macrophylla[J]. J Asian Nat Prod Res, 2019, 21(10):1005-1012. doi:10.1080/10286020.2018.1488831.
    [27] WEI L J, ZHOU J P, DAI Y. Progress in the study of natural product scopoletin[J]. Strait Pharm J, 2009, 22(4):10-13.[魏丽娟, 周金培, 戴岳. 天然产物东莨菪素的研究进展[J]. 海峡药学, 2009, 22(4):10-13. doi:10.3969/j.issn.1006-3765.2009.04.003.]
    [28] QIAO X Y, CHEN D, LIU Z H. Advances in synergistic mechanism of tea catechins on cancer chemoprevention[J]. J Food Sci Biotechnol, 2021, 40(2):1-9.[乔小燕, 陈栋, 刘仲华. 茶叶儿茶素的癌症化学预防增效机制研究进展[J]. 食品与生物技术学报, 2021, 40(2):1-9. doi:10.3969/j.issn.1673-1689.2021.02.001.]
    引证文献
    网友评论
    网友评论
    分享到微博
    发 布
引用本文

张曼莉,孙云鹏,金文芳,黄宇飞,徐泽荣,刘劲松,王国凯.大叶桃花心木树皮化学成分研究[J].热带亚热带植物学报,2023,31(1):141~146

复制
分享
文章指标
  • 点击次数:240
  • 下载次数: 439
  • HTML阅读次数: 589
  • 引用次数: 0
历史
  • 收稿日期:2021-09-30
  • 最后修改日期:2022-03-22
  • 在线发布日期: 2023-02-24
  • 出版日期: 2023-01-20
文章二维码