Isolation, structural elucidation, and chemical transformation of interconvertible 8,12-hemiketal germacranolide sesquiterpenoids from Salvia castanea Diels f. tomentosa Stib.
Xu, Gang1,2; Peng, Li-Yan1; Hou, Ai-Jun3; Yang, Jing4; Han, Quan-Bin2; Xu, Hong-Xi2; Zhao, Qin-Shi1
2008-09-29
发表期刊TETRAHEDRON
ISSN0040-4020
卷号64期号:40页码:9490-9494
摘要From the aerial parts of Salvia castanea Diels f. tomentosa Stib., four new hemiketal germacranolide sesquiterpenoids, castanins C-F (1 -4), were obtained as two pairs of interconvertible forms along with their acetates, 5 and 6. Their structures were elucidated by spectroscopic methods and X-ray analysis of the uninterconvertible isomeric acetates, 5 and 6. The computational study explained that the ratios of 1 and 2, 3 and 4, and their acetates (5 and 6) in the mixtures were 1:1, 1:2, and 1:3, respectively. In addition, the semisynthesis of castanins C (1) and D (2) was conducted by the photooxidation of castanin B (8), the major constituent of this plant. Compounds 5, 6, and 8 were also tested for their inhibitory activity toward MCF-7, HeLa, and HepG2 cell lines. (C) 2008 Elsevier Ltd. All rights reserved.
关键词Castanins C-f Salvia Castanea Diels F. Tomentosa Stib. Structure Elucidation Interconvertible Hemiketal Isomers Chemical Transformation
资助信息National Natural Science Foundation of China [20702054]; Natural Science Foundation of Yunnan Province [2006C0044Q]
学科领域Chemistry ; Organic
DOI10.1016/j.tet.2008.07.074
收录类别SCI ; IC
语种英语
WOS研究方向Chemistry
WOS类目Chemistry, Organic
WOS记录号WOS:000259650400019
引用统计
被引频次:10[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.kib.ac.cn/handle/151853/1723
专题植物化学与西部植物资源持续利用国家重点实验室
作者单位1.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Peoples R China
2.Hong Kong Jockey Club Inst Chinese Med, Chinese Med Lab, Shatin, Hong Kong, Peoples R China
3.Fudan Univ, Sch Pharm, Dept Pharmacognosy, Shanghai 200032, Peoples R China
4.Shanghai Jiao Tong Univ, Sch Chem & Chem Technol, Shanghai 200240, Peoples R China
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GB/T 7714
Xu, Gang,Peng, Li-Yan,Hou, Ai-Jun,et al. Isolation, structural elucidation, and chemical transformation of interconvertible 8,12-hemiketal germacranolide sesquiterpenoids from Salvia castanea Diels f. tomentosa Stib.[J]. TETRAHEDRON,2008,64(40):9490-9494.
APA Xu, Gang.,Peng, Li-Yan.,Hou, Ai-Jun.,Yang, Jing.,Han, Quan-Bin.,...&Zhao, Qin-Shi.(2008).Isolation, structural elucidation, and chemical transformation of interconvertible 8,12-hemiketal germacranolide sesquiterpenoids from Salvia castanea Diels f. tomentosa Stib..TETRAHEDRON,64(40),9490-9494.
MLA Xu, Gang,et al."Isolation, structural elucidation, and chemical transformation of interconvertible 8,12-hemiketal germacranolide sesquiterpenoids from Salvia castanea Diels f. tomentosa Stib.".TETRAHEDRON 64.40(2008):9490-9494.
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