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Drug Res (Stuttg) 2013; 63(11): 579-585
DOI: 10.1055/s-0033-1348261
Original Article
© Georg Thieme Verlag KG Stuttgart · New York

Microwave-Assisted Synthesis and Spasmolytic Activity of 4-Indolylhexahydroquinoline Derivatives

A. El-Khouly
1   Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey
,
M. G. Gündüz
1   Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey
,
Ç. Çengelli
2   Department of Pharmacology, Faculty of Medicine, Osmangazi University, Eskişehir, Turkey
,
R. Şimşek
1   Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey
,
K. Erol
2   Department of Pharmacology, Faculty of Medicine, Osmangazi University, Eskişehir, Turkey
,
C. Şafak
1   Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Hacettepe University, Ankara, Turkey
,
S. Öztürk Yıldırım
3   Department of Physics, Faculty of Sciences, Erciyes University, Kayseri, Turkey
4   Department of Chemistry, Howard University, Washington, USA
,
R. J. Butcher
4   Department of Chemistry, Howard University, Washington, USA
› Author Affiliations
Further Information

Publication History

received 06 May 2013

accepted 24 May 2013

Publication Date:
26 June 2013 (online)

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Abstract

In the present study a microwave-assisted one-pot method was applied for the synthesis of 18 novel condensed 1,4-dihydropyridines carrying the indole moiety. The compounds were achieved by the reaction of appropriate 1,3-cyclohexanedione, substituted indole carboxaldehyde derivative, alkyl acetoacetate and ammonium acetate in methanol, according to a modified Hantzsch reaction. The structure elucidation of the compounds was carried out by spectral methods including X-ray studies. Their spasmolytic activities through calcium channel blockade were assayed on isolated rat ileum. The obtained results indicated that the introduction of the brom atom on the indole ring altered the mentioned activity positively.

Key words

hexahydroquinoline - indole - spasmolytic activity
 

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