期刊
CHEMISTRY-A EUROPEAN JOURNAL
卷 18, 期 45, 页码 14342-14351出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201202356
关键词
configuration determination; limonoids; natural products; true mangroves; X-ray diffraction
资金
- National Natural Science Foundation of China [31100258, 31170331, 81125022]
- Guangdong Key Science and Technology Special Project [2011A080403020]
- Studienstiftung des Deutschen Volkes e.V.
Five new limonoids, including andhraxylocarpins A and B (1 and 2) which contain a 9-oxa-tricyclo[3.3.2.17,?10]undecane-2-ene motif, andhraxylocarpins C and D (3 and 4), which contain a (Z)-bicyclo[5.2.1]dec-3-en-8-one substructure, and andhraxylocarpin E (5), which contains a tricyclo[3.3.1.13,?6]decane-9-one scaffold, were isolated from the seeds of two true mangroves, Xylocarpus granatum and Xylocarpus moluccensis, that were collected in the estuaries of Andhra Pradesh, India. The absolute configurations of these compounds were determined by extensive NMR investigations, single-crystal X-ray diffraction analysis, and by circular dichroism and optical rotatory dispersion spectroscopy, in combination with quantum-chemical calculations. The pronounced structural diversity of limonoids from these mangroves might originate from environmental factors.
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