Four Phragmalin Orthoesters from the Chinese Mangrove Xylocarpus granatum
Zhou, Zhen-Fang1; Kong, Ling-Yi4; Kurtan, Tibor3; Liu, Hai-Li1; Mandi, Attila3; Li, Jia1; Gu, Yu-Cheng2; Guo, Yue-Wei1
刊名PLANTA MEDICA
2014-07
卷号80期号:11页码:949-954
关键词Meliaceae Xylocarpus granatum phragmalin orthoesters configuration determination biological activity
ISSN号0032-0943
DOI10.1055/s-0034-1382840
文献子类Article
英文摘要Four new 8,9,30-phragmalin orthoesters (1-4), along with six related known compounds, namely xyloccensins O-S (5-9) and V (10), were isolated and characterized from the twigs and leaves of the Chinese mangrove Xylocarpus granatum. The structures of the new compounds were determined on the basis of extensive spectroscopic analysis and by comparison with those of related known compounds in the literature. The absolute configuration of xyloccensin Q(7) was revised as its enantiomer by X-ray diffraction analysis employing graphite monochromated Cu K alpha radiation (lambda = 1.54178 angstrom) with a Flack parameter of -0.04 and was further secured by a time-dependent density functional theory electronic circular dichroism (TDDFT ECD) calculation. Consequently, the absolute configurations of xyloccensins O (5), P (6), R (8), S (9), and V (10) were all corrected as their corresponding enantiomers, respectively. Xyloccensin S (9) exhibited inhibitory activity against protein tyrosine phosphatase 1B, a potential drug target for the treatment of type II diabetes and obesity, with an IC50 value of 8.72 mu g/mL.
资助项目National Marine '863' Project[2011AA09070102] ; National Marine '863' Project[2013AA092902] ; Natural Science Foundation of China[81273430] ; SKLDR/SIMM Projects[SIMM 1203ZZ-03] ; Syngenta-SIMM-PhD Studentship Project[00000000] ; SKLNM/CPU project[SKLNMKF 201412] ; Hungarian National Research Foundation[OTKA K105871] ; Hungarian National Research Foundation[K81701] ; National Information Infrastructure Development Institute[NIIFI 10038]
WOS关键词KRISHNA MANGROVE ; LIMONOIDS ; SEEDS ; XYLOMEXICANINS
WOS研究方向Plant Sciences ; Pharmacology & Pharmacy ; Integrative & Complementary Medicine
语种英语
出版者GEORG THIEME VERLAG KG
WOS记录号WOS:000340577700014
内容类型期刊论文
源URL[http://119.78.100.183/handle/2S10ELR8/276994]  
专题天然药物化学研究室
通讯作者Guo, Yue-Wei
作者单位1.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China;
2.Syngenta Jealotts Hill Int Res Ctr, Bracknell, Berks, England
3.Univ Debrecen, Dept Organ Chem, H-4012 Debrecen, Hungary;
4.China Pharmaceut Univ, Dept Nat Med Chem, State Key Lab Nat Med, Nanjing, Jiangsu, Peoples R China;
推荐引用方式
GB/T 7714
Zhou, Zhen-Fang,Kong, Ling-Yi,Kurtan, Tibor,et al. Four Phragmalin Orthoesters from the Chinese Mangrove Xylocarpus granatum[J]. PLANTA MEDICA,2014,80(11):949-954.
APA Zhou, Zhen-Fang.,Kong, Ling-Yi.,Kurtan, Tibor.,Liu, Hai-Li.,Mandi, Attila.,...&Guo, Yue-Wei.(2014).Four Phragmalin Orthoesters from the Chinese Mangrove Xylocarpus granatum.PLANTA MEDICA,80(11),949-954.
MLA Zhou, Zhen-Fang,et al."Four Phragmalin Orthoesters from the Chinese Mangrove Xylocarpus granatum".PLANTA MEDICA 80.11(2014):949-954.
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