Isolation and synthesis of analgesic and anti-inflammatory compounds from Ochna squarrosa L.

被引:47
作者
Anuradha, V.
Srinivas, Pullela V.
Rao, R. Ranga
Manjulatha, K.
Purohit, Muralidhar G.
Rao, J. Madhusudana [1 ]
机构
[1] Indian Inst Chem Technol, Nat Prod Lab, Div Organ 1, Hyderabad 500007, Andhra Pradesh, India
[2] Univ Gulbarga, Dept Chem, Gulbarga, India
关键词
Ochna squarrosa; furanoflavanoid; chalcone dimer; analgesic activity; anti-inflammatory activity;
D O I
10.1016/j.bmc.2006.06.048
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Two new furanoflavonoids (1, 2), one new chalcone dimer (3) along with six known compounds, chrysophanol, 5-O-methyl squarrosin, 5-methoxy furano[4",5",6,7]flavone, calodenone, lophirone A and lophirone H were isolated from the ethyl acetate-soluble fraction of methanol extract of root bark of Ochna squarrosa. Chrysophanol, calodenone, lophirone A and lophirone H were isolated from this plant for the first time. The structures of all the isolated compounds were confirmed by 1D and 2D spectroscopic data. These compounds were tested for analgesic and anti-inflammatory activity. All the new compounds showed good analgesic and anti-inflammatory activity. A simple and facile method for the cleavage of benzyl ethers using I-2 in trigol is also reported. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6820 / 6826
页数:7
相关论文
共 14 条
[1]  
AHOK KK, 1978, PHYTOCHEMISTRY, V17, P1441
[2]  
ARNOUR RE, 1941, J PHARMACOL EXP THER, V72, P74
[3]  
*CSIR, 1975, WEALTH IND, V7, P76
[4]   NMR-STUDY OF SOME ANTHRAQUINONES FROM RHUBARB [J].
DANIELSEN, K ;
AKSNES, DW .
MAGNETIC RESONANCE IN CHEMISTRY, 1992, 30 (04) :359-360
[5]   HARD ACID AND SOFT NUCLEOPHILE SYSTEM - NEW EFFICIENT METHOD FOR REMOVAL OF BENZYL PROTECTING GROUP [J].
FUJI, K ;
ICHIKAWA, K ;
NODE, M ;
FUJITA, E .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (10) :1661-1664
[6]   LOPHIRONE A, A BIFLAVONOID WITH UNUSUAL SKELETON FROM LOPHIRA-LANCEOLATA [J].
GHOGOMU, R ;
SONDENGAM, BL ;
MARTIN, MT ;
BODO, B .
TETRAHEDRON LETTERS, 1987, 28 (26) :2967-2968
[7]   Amberlyst 15-catalyzed efficient synthesis of 5-acetyl-4-hydroxy-coumarone and 5-acetyl-6-hydroxy-coumarone: Crucial precursors for several naturally occurring furanoflavones [J].
Goel, A ;
Dixit, M .
SYNLETT, 2004, (11) :1990-1994
[8]  
Kirtikar K. R., 1980, INDIAN MED PLANTS, P515
[10]   CALODENONE, A NEW ISOBIFLAVONOID FROM OCHNA-CALODENDRON [J].
MESSANGA, BB ;
TIH, RG ;
KIMBU, SF ;
SONDENGAM, BL ;
MARTIN, MT ;
BODO, B .
JOURNAL OF NATURAL PRODUCTS, 1992, 55 (02) :245-248