Isolation and relative stereochemistry of lippialactone, a new antimalarial compound from Lippia java']javanica

被引：12

作者：

Ludere, Margaret T. ^{[1
]}

van Ree, Teunis ^{[1
]}

Vleggaar, Robert ^{[2
]}

机构：

[1] Univ Venda, Dept Chem, ZA-0950 Thohoyandou, South Africa

[2] Univ Pretoria, Dept Chem, ZA-0002 Pretoria, South Africa

来源：

FITOTERAPIA | 2013年 / 86卷

基金：

新加坡国家研究基金会;

关键词：

Antiplasmodial; Lippialactone; Malaria; Verbenaceae; Lippia [!text type='java']java[!/text]nica; ABSOLUTE-CONFIGURATION; PASSIFLORICIN-A;

D O I：

10.1016/j.fitote.2013.03.009

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The aerial parts of Lippia javanica were investigated for biologically active chemical compounds present in them. Chromatographic separation of the ethyl acetate extract of the aerial parts yielded a new antimalarial alpha-pyrone, lippialactone (2). Lippialactone is active against the chloroquine-sensitive D10 strain of Plasmodium falciparum with an IC50 value of 9.1 mu g/mL, and is also mildly cytotoxic. The relative stereochemistry of lippialactone was determined by molecular modeling based on the determination of the relative configuration by quantum mechanical GIAO C-13 chemical shift calculations. (C) 2013 Elsevier B.V. All rights reserved.

引用

页码：188 / 192

页数：5

共 25 条

[1] MOLECULAR AND CRYSTAL-STRUCTURE OF HYPTOLIDE, A NATURALLY-OCCURRING ALPHA,BETA-UNSATURATED DELTA-LACTONE [J].

ACHMAD, S ;

HOYER, T ;

KJAER, A ;

MAKMUR, L ;

NORRESTAM, R .

ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1987, 41 (08) :599-609

[2]

Alemany A., 1979, TETRAHEDRON LETT, V20, P3583

[3]

[Anonymous], MED PLANTS S AFRICA

[4]

[Anonymous], PHYTOCHEMISTRY

[5]

[Anonymous], 1989, Progress In The Chemistry Of Organic Natural Products

[6]

[Anonymous], FOOD PLANTS ZIMBABWE

[7]

[Anonymous], PHYTOCHEMISTRY

[8]

Barone G, 2002, CHEM-EUR J, V8, P3240, DOI 10.1002/1521-3765(20020715)8:14<3240::AID-CHEM3240>3.0.CO

[9]

2-G

[10] Configurational analysis of the natural product passifloricin A by quantum mechanical 13C NMR GIAO chemical shift calculations [J].

Bifulco, G ;

Gomez-Paloma, L ;

Riccio, R .

TETRAHEDRON LETTERS, 2003, 44 (38) :7137-7141

← 1 2 3 →