Synthesis and Contractile Activity of Substituted 1,2,3,4-Tetrahydroisoquinolines

被引：28

作者：

Ivanov, Iliyan ^{[1
]}

Nikolova, Stoyanka ^{[1
]}

Aladjov, Dimo ^{[1
]}

Stefanova, Iliyana ^{[2
]}

Zagorchev, Plamen ^{[2
]}

机构：

[1] Paisij Hilendarski Univ Plovdiv, Dept Organ Chem, BG-4000 Plovdiv, Bulgaria

[2] Med Univ, Dept Biophys, Plovdiv 4000, Bulgaria

来源：

MOLECULES | 2011年 / 16卷 / 08期

关键词：

Grignard reagent; tetrahydroisoquinolines; contractile activity; PICTET-SPENGLER REACTION; FRIEDEL-CRAFTS ACYLATION; ENANTIOSELECTIVE SYNTHESIS; PHARMACOLOGICAL EVALUATION; REISSERT COMPOUNDS; CARBOXYLIC-ACIDS; DERIVATIVES; ISOQUINOLINES; ALKALOIDS; ANALOGS;

D O I：

10.3390/molecules16087019

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：

A series of different 1-monosubstituted and 1,1-disubstituted 1,2,3,4-tetrahydroisoquinolines was synthesized in high yields from different ketoamides. We have developed a convenient method for the synthesis of disubstituted derivatives by interaction of ketoamides with organomagnesium compounds, followed by cyclization in the presence of catalytic amounts of p-toluenesulfonic acid (PTSA). A number of substituents at the C-1 in the isoquinoline skeleton were introduced varying either carboxylic acid or organomagnesium compound. Some of the obtained 1,1-dialkyl-1,2,3,4-tetrahydroisoquinolines possess contractile activity against guinea pig's gastric smooth muscle preparations.

引用

页码：7019 / 7042

页数：24

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