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Six new monoterpenoid indole alkaloids from the aerial part of Gelsemium elegans |
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| Authors: | Sheng Ouyang Lei Wang Qing-Wen ZhangGuo-Cai Wang Ying WangXiao-Jun Huang Xiao-Qi ZhangRen-Wang Jiang Xin-Sheng YaoChun-Tao Che Wen-Cai Ye |
| Affiliation: | a Department of Phytochemistry, China Pharmaceutical University, Nanjing 210009, China b 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 c Institute of Chinese Medical Sciences, University of Macau, Taipa, Macau, China d Jiangxi University of Traditional Chinese Medicine, Nanchang 330004, China e Department of Medicinal Chemistry and Pharmacognosy, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA |
| 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 N4-oxide. A plausible biogenetic pathway for compounds 1-4 was also proposed. |
| Keywords: | Monoterpenoid alkaloid Oxindole alkaloid Gelsemium elagans Gelselenidine Gelseziridine |
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