Decrease in Cell Viability of Breast Cancer Cells by a Di-Hydroxylated Derivative of N-(2-hydroxyphenyl)-2-Propylpentanamide

Norma L. Galindo-Alvarez, Humberto L. Mendoza-Figueroa, Martha C. Rosales-Hernández, Norbert Bakalara, José Correa-Basurto

Research output: Contribution to journalArticlepeer-review

Abstract

Background: A preliminary study of the biotransformation by cytochrome P450 enzymes (CYP) of N-(2-hydroxyphenyl)-2-propylpentanamide (HO-AAVPA), an HDAC inhibitor, led to the synthesis of two hydroxylated derivatives: N-(2,4-dihydroxyphenyl)-2-propylpentanamide (5a) and N-(2,5-dihydroxyphenyl)-2-propylpentanamide (5b). Objective: The study aims to evaluate the anti-proliferative activity of these di-hydroxylated derivatives in breast cancer cell lines. Methods: MTT assays were conducted in MCF-7 and MDA-MB-231 cell lines. Additionally, in silico studies were carried out to evaluate the affinity of these derivatives with the HDAC1 enzyme. Results: Results showed that only 5b possess an enhanced anti-proliferative effect in breast cancer cell lines MCF-7 and MDA-MB-231. Docking studies revealed that the presence of hydroxyl groups, as well as the position of the addi-tional hydroxyl groups, could have an impact on HDAC1 affinity and could explain the lack of activity of compound 5a. Conclusion: A priori, these results hypothesize that anti-proliferative activity of 5b could be related to HDAC1 inhibition and thus anti-proliferative activity in breast cancer cells.

Original languageEnglish
Pages (from-to)1802-1812
Number of pages11
JournalAnti-Cancer Agents in Medicinal Chemistry
Volume22
Issue number9
DOIs
StatePublished - 2022

Keywords

  • Antiproliferation
  • breast cancer
  • dihydroxylation
  • HDAC inhibitor derivatives
  • HO-AAVPA
  • TNBC

Fingerprint

Dive into the research topics of 'Decrease in Cell Viability of Breast Cancer Cells by a Di-Hydroxylated Derivative of N-(2-hydroxyphenyl)-2-Propylpentanamide'. Together they form a unique fingerprint.

Cite this