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Six new monoterpenoid indole alkaloids from the aerial part of Gelsemium elegans
Ouyang S.1,4; Wang L.2; Zhang Q.-W.3; Wang G.-C.2; Wang Y.2; Huang X.-J.2; Zhang X.-Q.2; Jiang R.-W.2; Yao X.-S.2; Che C.-T.5; Ye W.-C.1,2
2011-07-01
Source PublicationTetrahedron
ISSN0040-4020
Volume67Issue:26Pages:4807-4813
Abstract

Six new monoterpenoid indole alkaloids along with four known analogues were isolated from the aerial part of Gelsemium elegans. Their structures with absolute configurations were elucidated by NMR, HRESIMS, X-ray diffraction, CD spectra, and molecular modeling calculation. Among them, gelselenidine (1) is a new gelsedine-type alkaloid with a 2,3-epoxybutane unit. Gelseziridine (2) is the first example of monoterpenoid indole alkaloids with an oxaziridine residue. Compounds 6 and 7 are a pair of N4 epimers of humantenine N 4-oxide. A plausible biogenetic pathway for compounds 1-4 was also proposed.

KeywordGelselenidine Gelsemium Elagans Gelseziridine Monoterpenoid Alkaloid Oxindole Alkaloid
DOI10.1016/j.tet.2011.05.026
URLView the original
Indexed BySCIE ; IC
Language英語English
WOS Research AreaChemistry
WOS SubjectChemistry, Organic
WOS IDWOS:000292472100008
The Source to ArticleScopus
Scopus ID2-s2.0-79958125211
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Citation statistics
Document TypeJournal article
CollectionInstitute of Chinese Medical Sciences
Corresponding AuthorYe W.-C.
Affiliation1.Department of Phytochemistry, China Pharmaceutical University, Nanjing 210009, China
2.Institute of Traditional Chinese Medicine and Natural Products, Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, China
3.Institute of Chinese Medical Sciences, University of Macau, Taipa, Macau, China
4.Jiangxi University of Traditional Chinese Medicine, Nanchang 330004, China
5.Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL
Recommended Citation
GB/T 7714
Ouyang S.,Wang L.,Zhang Q.-W.,et al. Six new monoterpenoid indole alkaloids from the aerial part of Gelsemium elegans[J]. Tetrahedron, 2011, 67(26), 4807-4813.
APA Ouyang S.., Wang L.., Zhang Q.-W.., Wang G.-C.., Wang Y.., Huang X.-J.., Zhang X.-Q.., Jiang R.-W.., Yao X.-S.., Che C.-T.., & Ye W.-C. (2011). Six new monoterpenoid indole alkaloids from the aerial part of Gelsemium elegans. Tetrahedron, 67(26), 4807-4813.
MLA Ouyang S.,et al."Six new monoterpenoid indole alkaloids from the aerial part of Gelsemium elegans".Tetrahedron 67.26(2011):4807-4813.
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