Protolimonoids and norlimonoids from the stem bark of Toona ciliata var. pubescens

doi:10.1039/c1ob06150j

CORC > 上海药物研究所 > 中国科学院上海药物研究所 > 天然药物化学研究室

	Protolimonoids and norlimonoids from the stem bark of Toona ciliata var. pubescens
	Wang, Jian-Rong1 ; Liu, Hai-Li 1; Kurtan, Tibor 2; Mandi, Attila 2,3; Antus, Sandor 2,3; Li, Jia1 ; Zhang, Hai-Yan1 ; Guo, Yue-Wei1
刊名	ORGANIC & BIOMOLECULAR CHEMISTRY
	2011
卷号	9 期号:22 页码:7685-7696
ISSN号	1477-0520
DOI	10.1039/c1ob06150j
文献子类	Article
英文摘要	Six new tirucallane protolimonoids, toonapubesins A-F (1-6), one new rearranged tirucallane protolimonoid, toonapubesin G (7), and two new 21,22,23-trinorapotirucallane limonoids, toonapubesic acids A (8) and B (9), possessing an unprecedented carbon skeleton, along with five known tirucallane protolimonoids (10-14) and one known apotirucallane limonoid (15), were isolated from the stem bark of Toona ciliata var. pubescens. Their structures and relative configurations were determined by detailed spectroscopic analysis and by chemical methods. The proposed structures of 8 and 11 were confirmed by X-ray diffraction analysis of their respective derivatives (8a and 11a). The absolute configuration of 8 was determined by a novel solid-state TDDFT ECD approach on its derivative 8a while the absolute configuration of 10 was determined by the modified Mosher's method. In addition, the structures of dyvariabilin H (10c) proposed by Sticher et al. and cneorin-NP36 (11b) by Mondon et al. were corrected as 10 and 11, respectively. Toonapubesin G (7) showed promising inhibitory activity against CDC25B with an IC50 value of 2.1 mu M, while compound 8a showed significant cell protecting activity against H2O2-induced SH-SY5Y cell damage with 11.5% increase in cell viability.
资助项目	National Science & Technology Major Projects[2009ZX09301-001] ; National Science & Technology Major Projects[2009ZX09103-060] ; Natural Marine "863" Project[2011AA090070102] ; Natural Science Foundation of China[31070310] ; Natural Science Foundation of China[40976048] ; Natural Science Foundation of China[81072572] ; Natural Science Foundation of China[21021063] ; EU[00000000] ; STCSM International Cooperation Project between SIMM/China[00000000] ; ICB/Italy[10540702900] ; Hungarian-Chinese Intergovernmental S&T Cooperation Programme[00000000] ; SKLDR/SIMM Projects[SIMM1105KF-04] ; SKLDR/SIMM Projects[SIMM1106KF-11] ; Foundation of Chinese Academy of Sciences[KSCX2-YW-R-18] ; Foundation of Chinese Academy of Sciences[KSCX2-EW-R-15] ; National Office for Research and Technology, Hungarian Scientific Research Funds (NKTH)[K-68429] ; National Office for Research and Technology, Hungarian Scientific Research Funds (NKTH)[K-81701] ; Janos Bolyai Foundation[00000000]
WOS关键词	DAPHNIPHYLLUM-MACROPODUM MIQ ; HUMAN COLORECTAL-CARCINOMA ; PHELLODENDRON-CHINENSE ; CHEMICAL-CONSTITUENTS ; LIMONOIDS ; TRITERPENOIDS ; EXPRESSION ; PHOSPHATASE ; PROGNOSIS ; ALKALOIDS
WOS研究方向	Chemistry
语种	英语
出版者	ROYAL SOC CHEMISTRY
WOS记录号	WOS:000296203700016
内容类型	期刊论文
源URL	[http://119.78.100.183/handle/2S10ELR8/278674]
专题	天然药物化学研究室中科院受体结构与功能重点实验室新药研究国家重点实验室药物质量控制与固体化学研究中心
通讯作者	Guo, Yue-Wei
作者单位	1.Chinese Acad Sci, State Key Lab Drug Res, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China; 2.Univ Debrecen, Dept Organ Chem, H-4010 Debrecen, Hungary; 3.Hungarian Acad Sci, Res Grp Carbohydrates, H-4010 Debrecen, Hungary
推荐引用方式 GB/T 7714	Wang, Jian-Rong,Liu, Hai-Li,Kurtan, Tibor,et al. Protolimonoids and norlimonoids from the stem bark of Toona ciliata var. pubescens[J]. ORGANIC & BIOMOLECULAR CHEMISTRY,2011,9(22):7685-7696.
APA	Wang, Jian-Rong.,Liu, Hai-Li.,Kurtan, Tibor.,Mandi, Attila.,Antus, Sandor.,...&Guo, Yue-Wei.(2011).Protolimonoids and norlimonoids from the stem bark of Toona ciliata var. pubescens.ORGANIC & BIOMOLECULAR CHEMISTRY,9(22),7685-7696.
MLA	Wang, Jian-Rong,et al."Protolimonoids and norlimonoids from the stem bark of Toona ciliata var. pubescens".ORGANIC & BIOMOLECULAR CHEMISTRY 9.22(2011):7685-7696.