Eudesmane-Type Sesquiterpenes from Curcuma phaeocaulis and Their Inhibitory Activities on Nitric Oxide Production in RAW 264.7 Cells

被引：26

作者：

Liu, Yue ^{[1
]}

Ma, Jianghao ^{[1
]}

Wang, Ying ^{[1
]}

Donkor, Paul Owusu ^{[2
,3
]}

Li, Qin ^{[1
]}

Gao, Suyu ^{[1
]}

Hou, Yaguang ^{[1
]}

Xu, Yang ^{[1
]}

Cui, Jianing ^{[1
]}

Ding, Liqin ^{[2
]}

Zhao, Feng ^{[4
]}

Kang, Ning ^{[5
]}

Chen, Lixia ^{[1
]}

Qiu, Feng ^{[1
,2
]}

机构：

[1] Shenyang Pharmaceut Univ, Dept Nat Prod Chem, Sch Tradit Chinese Mat Med, Key Lab Struct Based Drug Design & Discovery,Mini, Shenyang 110016, Peoples R China

[2] Tianjin Univ Tradit Chinese Med, Tianjin State Key Lab Modern Chinese Med, Sch Chinese Mat Med, Tianjin 300193, Peoples R China

[3] Univ Ghana, Sch Pharm, Korle Bu, Ghana

[4] Yantai Univ, Sch Pharm, Yantai 264005, Peoples R China

[5] Shenyang Pharmaceut Univ, Sch Life Sci & Biopharmaceut, Shenyang 110016, Peoples R China

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 2014卷 / 25期

基金：

中国国家自然科学基金;

关键词：

Natural products; Curcuma phaeocaulis; Terpenoids; Structure elucidation; Structure-activity relationships; GUAIANE-TYPE SESQUITERPENES; HEPATOPROTECTIVE CONSTITUENTS; ABSOLUTE-CONFIGURATION; RHIZOMES; DIARYLHEPTANOIDS; CYCLIZATION; ANTICANCER; LACTONES; WENYUJIN; LONGA;

D O I：

10.1002/ejoc.201402465

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Eight eudesmane-type sesquiterpenes - phaeusmanes A-H (1-8) - isolated for the first time in this work, and four others (9-12) isolated for the first time from plants in this work, together with fourteen known eudesmane derivatives, were isolated from the rhizomes of Curcuma phaeocaulis. Their structures were elucidated by 1D and 2D NMR and CD spectroscopy and HRMS. Compound 8 is the first example of a nitrogen-containing eudesmane-type sesquiterpene isolated from the genus Curcuma. Furthermore, inhibitory effects of the isolated compounds on NO production in lipopolysaccharide-activated macrophages were evaluated. Compounds 1, 6, 10, 19, 22, and 24 showed strong inhibitory activities on NO production with IC50 values of 3.2, 4.8, 1.2, 0.8, 3.8, and 0.8 mu M, respectively. Preliminary structure-activity relationships for these compounds are proposed. A possible biogenetic pathway for nitrogen-containing eudesmane-type sesquiterpene 8 is postulated.

引用

页码：5540 / 5548

页数：9

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