Abstract
Abstract
Guajadials C-F (1–4), four sesquiterpenoid-based meroterpenoids with unprecedented skeletons were isolated from the leaves of Psidium guajava. Their structures and relative configurations were established by extensive spectroscopic analysis. A possible biosynthetic pathway for 1–4 was also proposed.
Graphical abstract
Electronic Supplementary Material
Supplementary material is available for this article at 10.1007/s13659-012-0102-4 and is accessible for authorized users.
Keywords: Psidium guajava, meroterpenoid, guajadial
Electronic supplementary material
Supplementary material, approximately 2.05 MB.
Footnotes
This article is published with open access at Springerlink.com
References
- [1](a).Gutiérrez R. M., Mitchell S., Solis R. V. J. Ethnopharmacol. 2008;117:1–27. doi: 10.1016/j.jep.2008.01.025. [DOI] [PubMed] [Google Scholar]
- [1](b).Jajrj P., Khoohaswan P., Wongkrajang Y., Peungvicha P., Suriyawong P., Saraya M., Ruangsomboon O. J. Ethnopharmacol. 1999;67:203–212. doi: 10.1016/S0378-8741(99)00022-7. [DOI] [PubMed] [Google Scholar]
- [1](c).Shu J. C., Liu J. Q., Chou G. X., Wang Z. T. Chin. Chem. Lett. 2012;23:827–830. doi: 10.1016/j.cclet.2012.05.018. [DOI] [Google Scholar]
- [2](a).Yang X. L., Hsieh K. L., Liu J. K. Org. Lett. 2007;9:5135–5138. doi: 10.1021/ol702537q. [DOI] [PubMed] [Google Scholar]
- [2](b).Fu H. Z., Luo Y. M., Li C. J., Yang J. Z., Zhang D. M. Org. Lett. 2010;12:656–659. doi: 10.1021/ol9024869. [DOI] [PubMed] [Google Scholar]
- [2](c).Shao M., Wang Y., Liu Z., Zhang D. M., Cao H. H., Jiang R. W., Fan C. L., Zhang X. Q., Chen H. R., Yao X. S., Ye W. C. Org. Lett. 2010;12:5040–5043. doi: 10.1021/ol102179u. [DOI] [PubMed] [Google Scholar]
- [2](d).Shao M., Wang Y., Jian Y. Q., Huang X. J., Zhang D. M., Tang Q. F., Jiang R. W., Sun X. G., Lv Z. P., Zhang X. Q., Ye W. C. Org. Lett. 2012;14:5262–5265. doi: 10.1021/ol302423b. [DOI] [PubMed] [Google Scholar]
- [2](e).Gao Y., Wang G. Q., Wei K., Hai P., Wang F., Liu J. K. Org. Lett. 2012;14:5936–5939. doi: 10.1021/ol302849v. [DOI] [PubMed] [Google Scholar]
- [3].Lawrence A. L., Adlington R. M., Baldwin J. E., Lee V., Kershaw J. A., Thompson A. L. Org. Lett. 2010;12:1676–1679. doi: 10.1021/ol100138k. [DOI] [PubMed] [Google Scholar]
- [4].Nagashima F., Suda K., Asakawa Y. Phytochemistry. 1994;37:1323–1325. doi: 10.1016/S0031-9422(00)90406-0. [DOI] [Google Scholar]
- [5].Moussa G. E. Acta Chem. Scand. 1968;22:3319. doi: 10.3891/acta.chem.scand.22-3329. [DOI] [Google Scholar]
- [6].Kim J. P., Song S. B., Lee I. S., Kim Y. H., Yoo I. D., Ryoo I. J., Bae K. H. Bioorg. Med. Chem. Lett. 2011;21:3483–3487. doi: 10.1016/j.bmcl.2011.02.002. [DOI] [PubMed] [Google Scholar]
- [7].Reed L. J., Muench H. Am. J. Hyg. 1938;27:493–497. [Google Scholar]
Associated Data
This section collects any data citations, data availability statements, or supplementary materials included in this article.
Supplementary Materials
Supplementary material, approximately 2.05 MB.