Abstract
A series of benzo [d] [1,3] azoles 2-substituted with benzyl- and allyl-sulfanyl groups were synthesized, and their cytotoxic activities were in vitro evaluated against a panel of six human cancer cell lines. The results showed that compounds BTA-1 and BMZ-2 have the best inhibitory effects, compound BMZ-2 being comparable in some cases with the reference drug tamoxifen and exhibiting a low cytotoxic effect against healthy cells. In silico molecular coupling studies at the tamoxifen binding site of ERα and GPER receptors revealed affinity and the possible mode of interaction of both compounds BTA-1 and BMZ-2.
Keywords:
2-substituted benzo [d] [1,3] azoles; ERα and GPER; breast cancer; in vitro cytotoxicity; molecular docking.
MeSH terms
-
Antineoplastic Agents / chemical synthesis
-
Antineoplastic Agents / chemistry*
-
Antineoplastic Agents / metabolism*
-
Antineoplastic Agents / pharmacology
-
Azoles / chemical synthesis
-
Azoles / chemistry*
-
Azoles / metabolism*
-
Azoles / pharmacology
-
Binding Sites
-
Cell Proliferation / drug effects
-
Cell Survival / drug effects
-
Cytotoxins / chemical synthesis
-
Cytotoxins / chemistry*
-
Cytotoxins / metabolism*
-
Cytotoxins / pharmacology
-
Drug Screening Assays, Antitumor
-
Estrogen Receptor alpha / metabolism
-
Humans
-
MCF-7 Cells
-
Molecular Docking Simulation / methods*
-
Molecular Structure
-
PC-3 Cells
-
Structure-Activity Relationship
-
Tamoxifen / metabolism
-
Tamoxifen / pharmacology
Substances
-
Antineoplastic Agents
-
Azoles
-
Cytotoxins
-
ESR1 protein, human
-
Estrogen Receptor alpha
-
Tamoxifen