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Xylocarpins A and B, two new mexicanolides from the seeds of a Chinese mangrove Xylocarpus granatum: NMR investigation in mixture
Li, MY; Wu, J; Zhang, S; Xiao, Q; Li, QX; wwujun2003@yahoo.com
2007
发表期刊MAGNETIC RESONANCE IN CHEMISTRY
ISSN0749-1581
卷号45期号:8页码:705-709
摘要Xylocarpins A and B, two new mexicanolides with a tiglate group at C-3, have been identified in the mixture using NMR spectroscopy. Both compounds were isolated in the mixture from the seeds of a Chinese mangrove Xylocarpus granatum. The first complete assignments of H-1 and C-13 NMR data for these mexicanolides were achieved by means of 2D NMR techniques including H-1-H-1 COSY, HSQC, HMBC and NOESY spectra. In order to separate xylocarpins A (1) and B (2) by chemical method, the mixture of two compounds was reduced with sodium borohydride in anhydrous methanol. However, the reduction led to the opening of the delta-lactone ring in xylocarpin B and afforded compound 3 as the main product. The complete NMR assignments of compound 3 were also achieved by means of the above 2D NMR techniques. Moreover, xylocarpin A was easily transformed into xylocarpin B during our normal liquid column chromatography. From this point of view, xylocarpin A was deemed to be the genuine natural product and xylocarpin B might be an artifact. Copyright (c) 2007 John Wiley & Sons, Ltd.
部门归属Chinese Acad Sci, S China Sea Inst Oceanol, Guangdong Key Lab Marine Mat Med, Guangzhou 510301, Peoples R China; Jiangxi Sci & Technol Normal Univ, Inst Organ Chem, Nanchang 330013, Peoples R China
关键词Nmr H-1 Nmr C-13 Nmr 2d Nmr Mexicanolide Xylocarpus Granatum Complete Nmr Assignments Sodium Borohydride Reduction
学科领域Chemistry, Multidisciplinary ; Chemistry, Physical ; Spectroscopy
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收录类别sci
资助项目广东省海洋药物重点实验室
WOS记录号WOS:000248527100016
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被引频次:9[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.scsio.ac.cn/handle/344004/5224
专题广东省海洋药物重点实验室
通讯作者wwujun2003@yahoo.com
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GB/T 7714
Li, MY,Wu, J,Zhang, S,et al. Xylocarpins A and B, two new mexicanolides from the seeds of a Chinese mangrove Xylocarpus granatum: NMR investigation in mixture[J]. MAGNETIC RESONANCE IN CHEMISTRY,2007,45(8):705-709.
APA Li, MY,Wu, J,Zhang, S,Xiao, Q,Li, QX,&wwujun2003@yahoo.com.(2007).Xylocarpins A and B, two new mexicanolides from the seeds of a Chinese mangrove Xylocarpus granatum: NMR investigation in mixture.MAGNETIC RESONANCE IN CHEMISTRY,45(8),705-709.
MLA Li, MY,et al."Xylocarpins A and B, two new mexicanolides from the seeds of a Chinese mangrove Xylocarpus granatum: NMR investigation in mixture".MAGNETIC RESONANCE IN CHEMISTRY 45.8(2007):705-709.
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