Antiplasmodial anthraquinones and hemisynthetic derivatives from the leaves of Tectona grandis (Verbenaceae)
Kopa, Theodora K.1,2; Tchinda, Alembert T.2,3; Tala, Michel F.1,4; Zofou, Denis5; Jumbam, Ransom5; Wabo, Hippolyte K.1; Titanji, Vincent P. K.5; Frederich, Michel3; Tan, Ning-Hua4; Tane, Pierre1
2014-05-01
发表期刊PHYTOCHEMISTRY LETTERS
ISSN1874-3900
卷号8页码:41-45
摘要Chemical investigation of the methanol extract of the leaves of Tectona grandis led to the isolation of one new anthraquinone derivative, grandiquinone A (3-acetoxy-8-hydroxy-2-methylanthraquinone) (1), along with nine known compounds: 5,8-dihydroxy-2-methylanthraquinone (2), hydroxysesamone (3), 3-hydroxy-2-methylanthraquinone (4), quinizarine (5), betulinic acid (6), ursolic acid (7), tectograndone (8), corosolic acid (9) and sitosterol 3-O-b-D-glucopyranoside (10). Compounds 2 and 3 were isolated for the first time from the leaves of this plant, while 5 has never been reported from the genus Tectona. Hydroxysesamone (3) and tectograndone (8) were subjected to cyclisation and acetylation reactions to afford two hemisynthetic derivatives, 6,9-dihydroxy-2,2-(dimethyldihydropyrano)-3,4-dihydro-2Hbenzo[g] chromene-5,10-dione (11) and acetyltectograndone (12) respectively, which are reported here for the first time. The ethyl acetate-soluble portion, some of the isolated compounds and hemisynthetic derivatives were evaluated for their antiplasmodial activity against the multidrug-resistant Dd2 strain of Plasmodium falciparum. Compound 3 showed a prominent activity, while 2, 8, 9, 11 and 12 showed significant in vitro anti-malarial activity. Compound 1 was weakly active in this test. The structures of the compounds were elucidated by spectroscopic methods and comparison of the data with the literature. (C) 2014 Phytochemical Society of Europe. Published by Elsevier B. V. All rights reserved.
关键词Verbenaceae Tectona Grandis Anthraquinone Napthoquinone Antiplasmodial Activity
资助信息International Foundation for Science (IFS), Stockholm, Sweden; Organization for the Prohibition of Chemical Weapons, the Hague, Netherlands [F/4901-1, F/5122-1]; Fonds National de la Recherche Scientifique (FNRS), Belgium; Belgian National Fund for Scientific Research [3.4533.10]; Academy of Sciences for the Developing World and Chinese Academy of Sciences (TWAS-CAS); Kunming Institute of Botany, China
学科领域Biochemistry & Molecular Biology ; Plant Sciences
DOI10.1016/j.phytol.2014.01.010
收录类别SCI
语种英语
WOS研究方向Biochemistry & Molecular Biology ; Plant Sciences
WOS类目Biochemistry & Molecular Biology ; Plant Sciences
WOS记录号WOS:000335743300009
引用统计
被引频次:5[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/151853/18106
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.Univ Dschang, Dept Chem, Dschang, Cameroon
2.Inst Med Res & Med Plants Studies IMPM, Yaounde, Cameroon
3.Univ Liege, Dept Pharm, Lab Pharmacognosy, CIRM, B-4000 Liege, Belgium
4.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources West Ch, Kunming 650201, Yunnan, Peoples R China
5.Univ Buea, Biotechnol Unit, Buea, Cameroon
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GB/T 7714
Kopa, Theodora K.,Tchinda, Alembert T.,Tala, Michel F.,et al. Antiplasmodial anthraquinones and hemisynthetic derivatives from the leaves of Tectona grandis (Verbenaceae)[J]. PHYTOCHEMISTRY LETTERS,2014,8:41-45.
APA Kopa, Theodora K..,Tchinda, Alembert T..,Tala, Michel F..,Zofou, Denis.,Jumbam, Ransom.,...&Tane, Pierre.(2014).Antiplasmodial anthraquinones and hemisynthetic derivatives from the leaves of Tectona grandis (Verbenaceae).PHYTOCHEMISTRY LETTERS,8,41-45.
MLA Kopa, Theodora K.,et al."Antiplasmodial anthraquinones and hemisynthetic derivatives from the leaves of Tectona grandis (Verbenaceae)".PHYTOCHEMISTRY LETTERS 8(2014):41-45.
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