Molecular docking, synthesis, and in vitro activity testing of chalcone derivatives from Boesenbergia rotunda (L.) Mansf. against MCF-7 breast cancer cells

Amelia, Marsha Anggita and Kesuma, Dini and Kirtishanti, Aguslina and Sumartha, I Gede Ari (2025) Molecular docking, synthesis, and in vitro activity testing of chalcone derivatives from Boesenbergia rotunda (L.) Mansf. against MCF-7 breast cancer cells. Journal of Pharmacy & Pharmacognosy Research (JPPRes), 13 (Spp 1). S129-S139. ISSN 0719-4250

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Abstract

Context: The chalcone derivative compounds (bis-2-chlorobenzyloxychalcone and bis-3-chlorobenzyloxychalcone) synthesized from pinostrobin, which is found in Boesenbergia rotunda (L.) Mansf., which has cytotoxic activity relative to the estrogen receptor alpha. Aims: To determine the anticancer activity of chalcone derivative compounds synthesized from B. rotunda as an in silico and in vitro breast cancer candidate. Methods: An in silico test was performed to predict the cytotoxic activity using AutoDockVina and the synthesis of chalcone and derivatives from pinostrobin compounds contained in B. rotunda using the green synthesis method through Williamson etherification reaction and phase-transfer catalyst (PTC)-assisted microwave irradiation. This activity was also tested in vitro using the microculture tetrazolium technique (MTT) assay of breast cancer cells (MCF-7) and normal cells (Vero cells). Results: In silico tests predicted that chalcone derivatives were more cytotoxic at estrogen receptor alpha than lead compounds (pinostrobin and chalcone compound). In vitro tests showed that the bis-2-chlorobenzyloxychalcone compound showed an IC50 greater than 100 μg/mL, which indicated it was not active, and the bis-3-chlorobenzyloxychalcone compound exhibited an IC50 less than 100 μg/mL, which indicated it was moderately active. Thus, in vitro tests showed that two compounds were less potent against MCF-7 cells than the reference compound (tamoxifen). However, it was selective against MCF-7 breast cancer cells while not harming Vero cells. Conclusions: The bis-2-chlorobenzyloxychalcone and bis-3-chlorobenzyloxychalcone compounds identified in B. rotunda exhibited a favorable selectivity index, suggesting moderate potential as anticancer candidates for breast cancer. However, further research and development are required to validate their efficacy and safety.

Item Type:	Article
Uncontrolled Keywords:	breast cancer; chalcone; cytotoxic activity; estrogen receptor alpha; green synthesis
Subjects:	R Medicine > RS Pharmacy and materia medica
Divisions:	Faculty of Pharmacy > Department of Pharmacy
Depositing User:	Ester Sri W. 196039
Date Deposited:	08 May 2025 03:42
Last Modified:	08 May 2025 03:42
URI:	http://repository.ubaya.ac.id/id/eprint/48489

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