Synthesis and pharmacological activity of amides and the ozonolysis product of maleopimaric acid

被引:26
作者
Kazakova, O. B. [1 ]
Tret'yakova, E. V. [1 ]
Kukovinets, O. S. [1 ]
Tolstikov, G. A. [1 ]
Nazyrov, T. I. [1 ]
Chudov, I. V. [2 ]
Ismagilova, A. F. [2 ]
机构
[1] Russian Acad Sci, Inst Organ Chem, Ufa Sci Ctr, Ufa 450054, Russia
[2] Bashkir State Agrarian Univ, Ufa, Russia
基金
俄罗斯基础研究基金会;
关键词
levopimaric acid; maleopimaric acid; amides; ozonolysis; antiulcer activity; anti-inflammatory activity; ALKALINE PERMANGANATE; LEVOPIMARIC ACID; TERPENES; OXIDATION; DERIVATIVES; ESTER; STEREOCHEMISTRY; FUMAROPIMARATE; TRANSFORMATION; ANHYDRIDE;
D O I
10.1134/S1068162010060130
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
The synthesis of a new group of maleopimaric acid amides containing fragments of methyl ethers of amino acids, aliphatic amines, imidazole, and N-methylpiperazine was carried out. The ozonolysis of methylmaleopimarate occurs via the cleavage of the double bond C18(19) and the opening of an anhydrous ring with the formation of secotriacid. As a result of the screening of the anti-inflammatory and antiulcer activity of maleopimaric acid derivatives, new effective compounds such as maleopimaric acid and its methyl ether, a product of ozonolysis-diterpenic secotriacid-and maleopimaric acid amide with L-leucine were found. An important advantage of the studied compounds is the low toxicity and the presence of bidirectional activity in the absence of adverse effects on the animal.
引用
收藏
页码:762 / 770
页数:9
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