Synthesis of novel 2, 3'-bipyrrole derivatives from chalcone and amino acids as antitumor agents.

Document Type : Original Article

Authors

1 Peptide Chemistry Department, Chemical Industries Research Division, National Research Centre, 12622- Dokki, Cairo, Egypt.

2 Department of Applied Organic Chemistry, National Research Center, Dokki 12622, Egypt. Department of Chemistry, College of Science, Qassim University, Buraydah, Kingdom of Saudi Arabia.

3 Pharmacology Unit, Cancer Biology Department, National Cancer Institute, Cairo University.

4 Peptide Chemistry Department, Chemical Industries Research Division, National Research Centre, 12622-Dokki, Cairo, Egypt. Nahda University, New Benisuef City, Postal code (62521), Beni sueif, Egypt.

Abstract

A series of a novel 2, 3'-bipyrrole derivatives was synthesized via the reaction of chalcone, 1-(furan-2-yl)-3-(1H-pyrrol-2-yl) prop-2-enone, with different amino acids in an alkaline medium. The reaction proceeds throughout the condensation of the amino acids with chalcone to give imine intermediate consequent by decarboxylation, and then intramolecular cyclization to yield 2, 3'-bipyrrole derivatives. Antitumor activity of the newly synthesized bipyrrole derivatives was evaluated against different six cancer cell lines, and compounds 3d, 3e, 3c and 3h showed the strongest anticancer activity amongst the studied compounds. Compound 3h showed the broadest spectrum of anticancer activity against all cell lines tested. The results of this work offer a basis for further study of selected 2, 3'-bipyrrole derivatives as antitumor agents.

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