2,4-CYCLOADDITION REACTIONS: PREPARATION AND CYTOTOXICITY OF NOVEL QUINOLINE AND PYRROLO [3,4-f] QUINOLINE DERIVATIVES


Ahmed S. I. Mohamede, Mohamed A. A. Elneairy, Sanaa M Eldine

Abstract


Objective: the present work aimed to synthesize novel quinoline and pyrroloquinoline derivatives and study their cytotoxic activity.

Methods: Diels–Alder reaction (4+2) was used for the synthesis of new quinolone and pyrrolo quinoline derivatives via the reactions of compound 1 with N-maleimide (4a-d) derivatives, ethyl acrylate (6) methylmethacrylate (8) and acetylene dicarboxylic acid (10). The synthesized compounds were characterized by NMR and Mass spectral data. Some of the synthesized compounds were screened for their antitumor activity against three different cell lines (MCF-7, HepG2 and HCT).

Results: The tested compounds exhibited antiproliferative activity against the three different cell lines, especially against MCF-7.

Conclusion: New quinoline and pyrroloquinoline derivatives were synthesized starting with 6-methyl-4-phenyl-2-thioxo-5-(4-methylphenylthio)-1,2-dihydropyridine-3-carbonitrile. Two new compounds 3 and 5a were tested for their in vitro antiproliferative activity against MCF-7, HepG2 and HCT cancer cell lines. The result showed that compound 3 exhibited more potent antiproliferative activity than compound 5a in case of MCF-7 and HCT cell lines.

 


Keywords


Quinolones, Pyrroloquinolines, Cycloaddition, Anti-tumor cytotoxicity

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About this article

Title

2,4-CYCLOADDITION REACTIONS: PREPARATION AND CYTOTOXICITY OF NOVEL QUINOLINE AND PYRROLO [3,4-f] QUINOLINE DERIVATIVES

Keywords

Quinolones, Pyrroloquinolines, Cycloaddition, Anti-tumor cytotoxicity

Date

27-10-2015

Additional Links

Manuscript Submission

Journal

International Journal of Pharmacy and Pharmaceutical Sciences
Vol 7, Issue 12, 2015 Page: 64-68

Online ISSN

0975-1491

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183 Views | 308 Downloads

Authors & Affiliations

Ahmed S. I. Mohamede
Chemistry of Natural Compounds Department, National Research Centre, Dokki, Giza 12311, Egypt
Egypt

Mohamed A. A. Elneairy
Chemistry Department, Faculty of Science, Cairo University, Giza 12613, Egypt
Egypt

Sanaa M Eldine
Chemistry of Pesticides Department, National Research Centre, Dokki, Giza 12311, Egypt.
Egypt


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