Acta Pharm. 61 (2011) 51-62
Original research paper
Use of 2-aminoprop-1-ene-1,1,3-tricarbonitrile
for the synthesis of tetrahydronaphthalene, hexahydroisoquinoline and
hexahydrocinnoline derivatives with potential antitumor activities
RAFAT M. MOHAREB and HOSAM E. MOUSTAFA
1 October
University for Modern Sciences and Arts, October City, A. R. Egypt
2 Chemistry Department, Faculty of Science, Cairo
University, Giza, A.R. Egypt
3 Applied Medical Sciences Department, Community
College in Quaryat, Al Jouf University, Al Jouf, Saudia Arabia
Accepted December 15, 2010
The aim of the work was to synthesize heterocyclic compounds from 2-aminoprop-1-ene-1,1,3-tricarbonitrile and to study their antitumor activities. The title reagent reacted with cyclohexanone to give the ethylidene derivative 2. The reactivity of the latter product towards different reagents was studied to give tetrahydronaphthalene, hexahydroisoquinoline and hexahydrocinnoline derivatives. The newly synthesized products were screened as antitumor agents on the in vitro growth of three human tumor cell lines representing different tumor types, namely, breast adenocarcinoma (MFC-7), non-small cell lung cancer (NCI-H460) and CNS cancer (SF-268). It was found that some of these compounds showed inhibitory effects on the three cell lines, indicating their potential use in the development of oncology products.
Keywords: tetrahydronaphthalene, hexahydroisoquinoline, hexahydrocinnoline,
antitumor activity