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. 2011 Oct 14;1(2):81–86. doi: 10.1007/s13659-011-0016-6

neo-Clerodane diterpenoids from Salvia dugesii and their bioactive studies

Xu Gang 1,✉, Zhao Fang 2, Yang Xian-Wen 3, Zhou Juan 2, Yang Li-Xin 1, Xiao-Ling Shen 2, Ying-Jie Hu 2, Qin-Shi Zhao 1
PMCID: PMC4131648

Abstract

Salvia dugesii is an invasive plant in Yunnan, China. To tentatively explore its utilization, a systematic phytochemical investigation was carried out on this plant, which led to the isolation of five new neo-clerodane diterpenoids, dugesins C–G (1–5), together with six known ones. Their structures were determined by comprehensive NMR and MS spectroscopic analysis. It was noteworthy that the eleven isolates, composed of five different carbocyclic systems derived from the neo-clerodane diterpenoid skeleton, were reported from the same plant for the first time. The anti-feedantial, cytotoxic, and antiviral activities of the isolates were evaluated. Dugesin F (4) was tested to be a non-toxic antiviral compound against influenza virus FM1.graphic file with name 13659_2011_16_Article_Fig1_HTML.jpg

Electronic Supplementary Material

Supplementary material is available for this article at 10.1007/s13659-011-0016-6 and is accessible for authorized users.

Keywords: Salvia dugesii, neo-clerodane diterpenoids, dugesins, antivirus

Electronic supplementary material

13659_2011_16_MOESM1_ESM.pdf (815.5KB, pdf)

Supplementary material, approximately 815 KB.

Footnotes

This article is published with open access at Springerlink.com

Contributor Information

Xu Gang, Email: xugang008@mail.kib.ac.cn.

Xiao-Ling Shen, Email: xlshen66@hotmail.com.

References

  • [1].Song, H.; Kong, W. F. Fifteen invasive plants in Kunming. http://www.shxb.net/html/20060715/20060715_34599.shtml.
  • [2].Merritt A. T., Ley S. V. Nat. Prod. Rep. 1992;9:243–287. doi: 10.1039/np9920900243. [DOI] [PubMed] [Google Scholar]
  • [3].Rodriguez-Hahn L., O’Reilly R., Esquivel B., Maldonado E., Ortega A., Cardenas J., Toscano R. A. J. Org. Chem. 1990;55:3522–3525. doi: 10.1021/jo00298a026. [DOI] [Google Scholar]
  • [4].Rodriguez-Hahn L., Esquivel B., Sanchez A. A., Cardenas J., Tovar O. G., Soriano-Garcia M., Toscano A. J. Org. Chem. 1988;53:3933–3936. doi: 10.1021/jo00252a010. [DOI] [Google Scholar]
  • [5].Esquivel B., Dominguez R. M., Hernández-Ortega S., Toscano R. A., Rodriguez-Hahn L. Tetrahedron. 1994;50:11593–11600. doi: 10.1016/S0040-4020(01)85654-4. [DOI] [Google Scholar]
  • [6].Esquivel B., Tello R., Sanchez A. A. J. Nat. Prod. 2005;68:787–790. doi: 10.1021/np050041e. [DOI] [PubMed] [Google Scholar]
  • [7].Munro T. A., Rizzacasa M. A., Rpth B. L., Toth B. A., Yan F. J. Med. Chem. 2005;48:345–348. doi: 10.1021/jm049438q. [DOI] [PMC free article] [PubMed] [Google Scholar]
  • [8].Xu G., Peng L. Y., Niu X. M., Zhao Q. S., Li R. T., Sun H. D. Helv. Chim. Acta. 2004;87:949–955. doi: 10.1002/hlca.200490088. [DOI] [Google Scholar]
  • [9].Xu G., Yang J., Wang Y. Y., Peng L. Y., Yang X. W., Pan Z. H., Liu E. D., Li Y., Zhao Q. S. J. Agric. Food Chem. 2010;58:12157–12161. doi: 10.1021/jf103366g. [DOI] [PubMed] [Google Scholar]
  • [10].Xu G., Hou A. J., Zheng Y. T., Zhao Y., Li X. L., Peng L. Y., Zhao Q. S. Org. Lett. 2007;9:291–293. doi: 10.1021/ol062748d. [DOI] [PubMed] [Google Scholar]
  • [11].Savona G., Raffa D., Bruno M., Rodriguez B. Phytochemistry. 1983;22:784–786. doi: 10.1016/S0031-9422(00)86989-7. [DOI] [Google Scholar]
  • [12].Rodriguez B., Pascual C., Savona G. Phytochemistry. 1984;23:1193–1194. doi: 10.1016/S0031-9422(00)82643-6. [DOI] [Google Scholar]
  • [13].Esquivel B., Cardenas J., Toscano A., Soriano-Garcia M., Rodriguez-Hann L. Tetrahedron. 1985;41:3213–3217. doi: 10.1016/S0040-4020(01)96672-4. [DOI] [Google Scholar]
  • [14].Bisio A., Fontana N., Romussi G., Ciarallo G., Tommasi N. S. D., Pazza C., Mugnoli A. Phytochemistry. 1999;52:1535–1540. doi: 10.1016/S0031-9422(99)00324-6. [DOI] [Google Scholar]
  • [15].Aoyagi Y., Yamazaki A., Nakatsugawa C., Fukaya H., Takeya K., Kawauchi S., Izumi H., Salvileucalin B. Org. Lett. 2008;10:4429–4432. doi: 10.1021/ol801620u. [DOI] [PubMed] [Google Scholar]
  • [16].Guo P., Li Y. S., Xu J., Liu C. Z., Ma Y. G., Guo Y. Q. J. Nat. Prod. 2011;74:1575–1583. doi: 10.1021/np2001557. [DOI] [PubMed] [Google Scholar]
  • [17].Givovich A., San-Martin A., Castillo M. Phytochemistry. 1986;25:2829–2831. doi: 10.1016/S0031-9422(00)83751-6. [DOI] [Google Scholar]
  • [18].Gebbinck E. A. K., Jansen B. J. M., Groot A. Phytochemistry. 2002;61:737–770. doi: 10.1016/S0031-9422(02)00174-7. [DOI] [PubMed] [Google Scholar]
  • [19].Fu L. C., Xu P. P., Liu N., Yang Z. F., Zhang F. X., Hu Y. J. Trad. Chin. Drug Res. & Clin. Pharm. 2008;19:266–269. [Google Scholar]
  • [20].Li H. Y., Yang L., Liu W., Zuo J. Acta Physio. Sinica. 2011;25:69–74. [PubMed] [Google Scholar]
  • [21].Mosmann T. J. Immunol. Methods. 1983;65:55–63. doi: 10.1016/0022-1759(83)90303-4. [DOI] [PubMed] [Google Scholar]
  • [22].Carpinelia M. C., Defago M. T., Balladares G., Palacios S. M. J. Agric. Food Chem. 2003;51:369–374. doi: 10.1021/jf025811w. [DOI] [PubMed] [Google Scholar]

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13659_2011_16_MOESM1_ESM.pdf (815.5KB, pdf)

Supplementary material, approximately 815 KB.

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