Skip to main content
NCBI home page
Natural Products and Bioprospecting logoLink to Natural Products and Bioprospecting
. 2012 Feb 22;2(1):29–34. doi: 10.1007/s13659-011-0030-8

Limonoids and triterpenoids from the twigs and leaves of Dysoxylum hainanense

Wen-Xing Liu 1,2, Gui-Hua Tang 1,2, Hong-Ping He 1, Yu Zhang 1, Shun-Lin Li 1,✉, Xiao-Jiang Hao 1,✉
PMCID: PMC4131571

Abstract

Four new limonoids, dysohainanins A–D (1–4), and two new triterpenoids, dysohainanins E and F (5 and 6), together with seven known ones were isolated from the twigs and leaves of Dysoxylum hainanense Merr. The structures of the new compounds were determined by a variety of spectroscopic methods. The cytotoxic activities of these compounds were evaluated, and the known compound ent-19-nor-4,16,18-trihydroxy-8(14)-pomaren-15-one (13) showed in vitro cytotoxicity against HL-60, A-549, MCF-7, and SW480 cells, with IC50 values of 24.3, 28.1, 30.7, and 22.5 µM, respectively. Compounds 2 and 3 were tested their insecticidal activities using brine shrimp and both of them were inactive. Inline graphic

Electronic Supplementary Material

Supplementary material is available for this article at 10.1007/s13659-011-0030-8 and is accessible for authorized users.

Keywords: Dysoxylum hainanense, Meliaceae, limonoids, triterpenoids, cytotoxicity

Electronic supplementary material

13659_2011_30_MOESM1_ESM.pdf (12.2MB, pdf)

Supplementary material, approximately 12.2 MB.

Footnotes

This article is published with open access at Springerlink.com

Contributor Information

Shun-Lin Li, Email: lisl@mail.kib.ac.cn.

Xiao-Jiang Hao, Email: haoxj@mail.kib.ac.cn.

References

  • [1].Duh C. Y., Wang S. K., Chen I. S. J. Nat. Prod. 2000;63:1546–547. doi: 10.1021/np000264z. [DOI] [PubMed] [Google Scholar]
  • [2].Chen J. L., Kernan M. R., Jolad S. D., Stoddart C. A., Bogan M., Cooper R. J. Nat. Prod. 2007;70:312–315. doi: 10.1021/np060398y. [DOI] [PubMed] [Google Scholar]
  • [3].Aladesanmi A. J., Ilesanmi O. R. J. Nat. Prod. 1987;50:1041–1044. doi: 10.1021/np50054a004. [DOI] [PubMed] [Google Scholar]
  • [4].Kashiwada Y., Fujioka T., Chang J. J., Chen I. S., Mihashi K. M., Lee K. H. J. Org. Chem. 1992;57:6946–6953. doi: 10.1021/jo00051a050. [DOI] [Google Scholar]
  • [5].Versha P., Manoj G., Bajaj B. K. Indian Perfumer. 2003;47:183–187. [Google Scholar]
  • [6].Luo X. D., Wu S. H., Wu D. G., Ma Y. B., Qi S. H. Tetrahedron. 2002;58:7797–7804. doi: 10.1016/S0040-4020(02)00944-4. [DOI] [Google Scholar]
  • [7].He X. F., Wang X. N., Yin S., Dong L., Yue J. M. Eur. J. Org. Chem. 2009;2009:4818–4824. doi: 10.1002/ejoc.200900609. [DOI] [Google Scholar]
  • [8].Luo X. D., Wu S. H., Ma Y. B., Wu D. G. Phytochemstry. 2000;54:801–805. doi: 10.1016/S0031-9422(00)00172-2. [DOI] [PubMed] [Google Scholar]
  • [9].Luo X. D., Wu S. H., Ma Y. B., Wu D. G. Phytochemstry. 2001;57:131–134. doi: 10.1016/S0031-9422(00)00482-9. [DOI] [PubMed] [Google Scholar]
  • [10].Luo X. D., Wu S. H., Ma Y. B., Wu D. G. Acta Bot. Yunnan. 2001;23:368–372. [Google Scholar]
  • [11].Luo X. D., Wu S. H., Yang X. S., Teng R. W., Ma Y. B., Wu D. G., Hao X. J., Lu Y., Liu X. Y., Zheng Q. T. Heterocycles. 2000;53:2225–2232. doi: 10.3987/COM-00-8973. [DOI] [Google Scholar]
  • [12].He X. F., Wang X. N., Gan L. S., Yin S., Dong L., Yue J. M. Org. Lett. 2008;10:4327–4330. doi: 10.1021/ol801834y. [DOI] [PubMed] [Google Scholar]
  • [13].He X. F., Wang X. N., Yin S., Dong L., Yue J. M. Bioorg. Med. Chem. Lett. 2011;21:125–129. doi: 10.1016/j.bmcl.2010.11.057. [DOI] [PubMed] [Google Scholar]
  • [14].Zhang X. Y., Zhang R. T., Cai X. H., Liu Y. P., Luo X. D. Z. Naturforsch. B. 2010;65:1161–1163. [Google Scholar]
  • [15].Pudhom K., Sommit D., Nuclear P., Ngamrojanavanich N., Petson A. J. Nat. Prod. 2009;72:2188–2191. doi: 10.1021/np900640u. [DOI] [PubMed] [Google Scholar]
  • [16].Singh Y., Aalbersberg W. Phytochemstry. 1992;31:4033–4035. doi: 10.1016/S0031-9422(00)97581-2. [DOI] [Google Scholar]
  • [17].Wang X. N., Fan C. Q., Yin S., Lin L. P., Ding J., Yue J. M. Helv. Chim. Acta. 2008;91:510–519. doi: 10.1002/hlca.200890055. [DOI] [Google Scholar]
  • [18].Monks A., Scudiero D., Skehan P., Shoemaker R., Paull K., Vistica D., Hose C., Langley J., Cronise P., Vaigro W. J. Natl. Cancer Inst. 1991;83:757–766. doi: 10.1093/jnci/83.11.757. [DOI] [PubMed] [Google Scholar]
  • [19].Wang Z. Q., Zhou H., Han J., He Y. Q., Lu L. P. Agrochemicals. 2011;50:261–262. [Google Scholar]

Associated Data

This section collects any data citations, data availability statements, or supplementary materials included in this article.

Supplementary Materials

13659_2011_30_MOESM1_ESM.pdf (12.2MB, pdf)

Supplementary material, approximately 12.2 MB.

Articles from Natural Products and Bioprospecting are provided here courtesy of Springer

RESOURCES