Synthesis of novel 2, 3'-bipyrrole derivatives from chalcone and amino acids as antitumor agents.
Kalmouch, A., Rdwan, M., M. Omran, M., Sharaky, M., O. Moustafa, G. (2020). Synthesis of novel 2, 3'-bipyrrole derivatives from chalcone and amino acids as antitumor agents.. EKB Journal Management System, 63(11), 4409-4421. doi: 10.21608/ejchem.2020.27117.2560
Atef Kalmouch; Mohamed Rdwan; Mervat M. Omran; Marwa Sharaky; Gaber O. Moustafa. "Synthesis of novel 2, 3'-bipyrrole derivatives from chalcone and amino acids as antitumor agents.". EKB Journal Management System, 63, 11, 2020, 4409-4421. doi: 10.21608/ejchem.2020.27117.2560
Kalmouch, A., Rdwan, M., M. Omran, M., Sharaky, M., O. Moustafa, G. (2020). 'Synthesis of novel 2, 3'-bipyrrole derivatives from chalcone and amino acids as antitumor agents.', EKB Journal Management System, 63(11), pp. 4409-4421. doi: 10.21608/ejchem.2020.27117.2560
Kalmouch, A., Rdwan, M., M. Omran, M., Sharaky, M., O. Moustafa, G. Synthesis of novel 2, 3'-bipyrrole derivatives from chalcone and amino acids as antitumor agents.. EKB Journal Management System, 2020; 63(11): 4409-4421. doi: 10.21608/ejchem.2020.27117.2560

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

Egyptian Journal of Chemistry
Article 21, Volume 63, Issue 11, November 2020, Page 4409-4421  XML PDF (720.47 K)
Document Type: Original Article
DOI: 10.21608/ejchem.2020.27117.2560
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Authors
Atef Kalmouchorcid 1; Mohamed Rdwanorcid 2; Mervat M. Omranorcid 3; Marwa Sharaky3; Gaber O. Moustafa email 4
1Peptide Chemistry Department, Chemical Industries Research Division, National Research Centre, 12622- Dokki, Cairo, Egypt.
2Department of Applied Organic Chemistry, National Research Center, Dokki 12622, Egypt. Department of Chemistry, College of Science, Qassim University, Buraydah, Kingdom of Saudi Arabia.
3Pharmacology Unit, Cancer Biology Department, National Cancer Institute, Cairo University.
4Peptide 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.
Keywords
amino acids; pyrrole; bipyrrole; furan; antitumor; chalcone
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