Abstract
Four new diterpenoids, laxiflorins S-V (1–4), bearing four different types, and one known compound, laxiflorin O (5), were isolated from Isodon eriocalyx var. laxiflora. Compound 1 was the first example of ent-kauranoids bearing a unique C24 carbon framework and compound 4 was the first example of 3,4-seco-ent-abietane diterpenoids from the Isodon genus. Their structures were determined by spectroscopic methods (UV, IR, MS, NMR). 
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Keywords: Isodon eriocalyx var. laxiflora, laxiflorins, diterpenoid, ent-kaurane, ent-abietane
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Contributor Information
Jian-Xin Pu, Email: pujianxin@mail.kib.ac.cn.
Han-Dong Sun, Email: hdsun@mail.kib.ac.cn.
References
- [1].Li J W, Vederas J C. Science. 2009;325:161–165. doi: 10.1126/science.1168243. [DOI] [PubMed] [Google Scholar]
- [2].Dandapani S, Marcaurelle L A. Nat. Chem. Biol. 2010;6:861–863. doi: 10.1038/nchembio.479. [DOI] [PubMed] [Google Scholar]
- [3].Medina-Franco J. Drug Des. 2012;1:e105. doi: 10.4172/2169-0138.1000e105. [DOI] [Google Scholar]
- [4].Sun H D, Huang S X, Han Q B. Nat. Prod. Rep. 2006;23:673–698. doi: 10.1039/b604174d. [DOI] [PubMed] [Google Scholar]
- [5].Zhan R, Du X, Su J, Li X N, Wang W G, Liang C Q, Yang J H, Li Y, Pu J X, Sun H D. Nat. Prod. Bioprospect. 2011;1:116–120. doi: 10.1007/s13659-011-0031-7. [DOI] [Google Scholar]
- [6].Niu X M, Li S H, Li M L, Zhao Q S, Mei S X, Na Z, Wang S J, Lin Z W, Sun H D. Planta Med. 2002;68(6):528–533. doi: 10.1055/s-2002-32551. [DOI] [PubMed] [Google Scholar]
- [7].Wang W G, Wu H Y, Du X, Yan J M, Li Y, Pu J X, Sun H D. Chin. J. Chem. 2012;30:1226–1230. doi: 10.1002/cjoc.201100653. [DOI] [Google Scholar]
- [8].Niu X M, Li S H, Mei S X, Na Z, Zhao Q S, Lin Z W, Sun H D. J. Nat. Prod. 2002;65:1892–1896. doi: 10.1021/np020059e. [DOI] [PubMed] [Google Scholar]
- [9].Sun H D, Lin Z W, Niu F D, Shen P Q, Pan L T, Lin L Z, Cordell G A. Phytochemistry. 1995;38:1451–1455. doi: 10.1016/0031-9422(94)00815-B. [DOI] [PubMed] [Google Scholar]
- [10].Niu X, Li S, Zhao Q, Lin Z, Sun H, Lu Y, Wang C, Zheng Q. Tetrahedron Lett. 2002;43:661–664. doi: 10.1016/S0040-4039(01)02229-8. [DOI] [Google Scholar]
- [11].Niu X, Li S, Zhao Q, Mei S, Lin Z, Sun H, Lu Y, Wang C, Zheng Q. Helv. Chim. Acta. 2003;86:299–306. doi: 10.1002/hlca.200390031. [DOI] [Google Scholar]
- [12].Wang W G, Li X N, Du X, Dong K, Zhao W, Wu H Y, Kong L M, Li Y, Pu J X, Sun H D. Tetrahedron Lett. 2012;53:2777–2781. doi: 10.1016/j.tetlet.2012.03.112. [DOI] [Google Scholar]
- [13].Wang W G, Li X N, Du X, Wu H Y, Liu X, Su J, Li Y, Pu J X, Sun H D. J. Nat. Prod. 2012;75:1102–1107. doi: 10.1021/np300106j. [DOI] [PubMed] [Google Scholar]
- [14].Wang W G, Du X, Li X N, Wu H Y, Liu X, Shang S Z, Zhan R, Liang C Q, Kong L M, Li Y, Pu J X, Sun H D. Org. Lett. 2012;14:302–305. doi: 10.1021/ol203061z. [DOI] [PubMed] [Google Scholar]
- [15].Niu X M, Li S H, Li M L, Zhao Q S, Mei S X, Na Z, Wang S J, Lin Z W, Sun H D. Planta Med. 2002;68:528–533. doi: 10.1055/s-2002-32551. [DOI] [PubMed] [Google Scholar]
- [16].Shen P, Sun H, Lin Z. Yunnan Zhiwu Yanjiu. 1986;8:163–166. [Google Scholar]
- [17].Fujita E, Fujita T, Shibuya M. Chem. Commun. 1967. pp. 148–149. [Google Scholar]
- [18].Flack H, Bernardinelli G. Acta Crystallogr., Sect. A. 1999;55:908–915. doi: 10.1107/S0108767399004262. [DOI] [PubMed] [Google Scholar]
- [19].Flack H D. Acta Crystallogr., Sect. A. 1983;39:876–881. doi: 10.1107/S0108767383001762. [DOI] [Google Scholar]
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