Synthsis of the acetals R1OCH2OR2 and R1OCH2OR2 by double alkoxylation of dichloromethane via “mini combinatorial” approach and their anticancer activity in the HeLa cell line

Volume 8, Issue 1, February 2023     |     PP. 16-26      |     PDF (1317 K)    |     Pub. Date: January 25, 2023
DOI: 10.54647/chemistry150291    103 Downloads     161351 Views  

Author(s)

Maria Joselice e Silva, Departamento de Farmácia, Universidade Federal do Rio Grande do Norte, Natal, RN, 59010-090, Brasil, in memoriam
Erwelly Barros de Oliveira, Departamento de Antibióticos, Universidade Federal de Pernambuco, 50740-525, Recife, PE, Brasil.
Jaciana dos Santos Aguiar, Departamento de Antibióticos, Universidade Federal de Pernambuco, 50740-525, Recife, PE, Brasil.
Alexander Y.Nazarenko, Chemistry Department, State University of New York, College at Buffalo, 1300 Elmwood Ave., Buffalo, NY, 14222, USA
Gilson Bezerra, Instituto Federal de Educação, Ciência e Tecnologia de Pernambuco, Barreiros, PE, 55560-000 Brasil
Bogdan Doboszewski, Departamento de Química, Universidade Federal Rural de Pernambuco, 52171-900 Recife, PE, Brasil

Abstract
The mixtures of two hydroxylic components (alcohols and phenols) reacted with CH2Cl2 in basic medium under the conditions of the solid-liquid phase-transfer catalysis to furnish the mixtures of three possible formaldehyde acetals separable under ordinary column chromatography. Using 7 phenols and 7 alcohols, 22 new acetals having the structures R1OCH2OR2 and ROCH2OR were obtained and screened for antiproliferative activity in the HeLa cell line. The compound 21 stands out as ca 15 times more active than doxorubicin.

Keywords
alkoxylation; anticancer activity; combinatorial chemistry; formaldehyde acetal; HeLa

Cite this paper
Maria Joselice e Silva, Erwelly Barros de Oliveira, Jaciana dos Santos Aguiar, Alexander Y.Nazarenko, Gilson Bezerra, Bogdan Doboszewski, Synthsis of the acetals R1OCH2OR2 and R1OCH2OR2 by double alkoxylation of dichloromethane via “mini combinatorial” approach and their anticancer activity in the HeLa cell line , SCIREA Journal of Chemistry. Volume 8, Issue 1, February 2023 | PP. 16-26. 10.54647/chemistry150291

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