New (S)-verbenone-isoxazoline-1,3,4-thiadiazole hybrids: synthesis, anticancer activity and apoptosis-inducing effect

Author:

Fawzi Mourad1,Bimoussa Abdoullah1,Laamari Yassine1,Oussidi Abdellah N'ait1,Oubella Ali2,Ketatni El Mostafa3,Saadi Mohamed4,Ammari Lahcen El4,Morjani Hamid5,Ait Itto Moulay Youssef1ORCID,Auhmani Aziz1

Affiliation:

1. Laboratory of Molecular Chemistry, Unit of Organic Synthesis & Molecular Physicochemistry, Department of Chemistry, Faculty of Sciences Semlalia, PO Box 2390, Marrakech, 40001, Morocco

2. Laboratory of Organic & Physical Chemistry, Applied Bioorganic Chemistry Team, Faculty of Sciences, IBNOU ZOHR University, Agadir, 80000, Morocco

3. Laboratory of Molecular Chemistry, Materials & Catalysis, Faculty of Sciences, & Technics, Sultan Moulay Slimane University, Beni-Mellal, BP 523, 23000, Morocco

4. Laboratoire de Chimie Appliquée des Matériaux, Centre des Sciences des Matériaux, Faculty of Sciences, Mohammed V University in Rabat, Avenue Ibn Batouta, PO Box 1014, Rabat, Morocco

5. Unité BioSpecT, EA7506, SFR CAP-Santé, UFR de Pharmacie, Université de Reims Champagne-Ardenne, 51100, France

Abstract

Background: This study aimed to develop novel isoxazoline-1,3,4-thiadiazole hybrids from (S)-verbenone for potential anticancer treatment, particularly focusing on cytotoxic and apoptotic effects in hormone-sensitive MCF-7 and triple-negative MDA-MB-231 breast cancer cells. Methods & results: (S)-verbenone was used to synthesize hybrids through 1,3-dipolar cycloaddition, followed by thorough characterization. The compounds were screened across cancer cell lines, showing significant anticancer effects. Compound 8b notably induced apoptosis via the caspase-3/7 pathway and cell cycle arrest, displaying noteworthy cytotoxicity against MCF-7 and MDA-MB-231 cells. Conclusion: These findings underscore the potential of (S)-verbenone isoxazoline-1,3,4-thiadiazole derivatives for breast cancer therapy due to their remarkable apoptotic activity. This study highlights a promising avenue for advancing breast cancer treatment using these derivatives, founded on (S)-verbenone, showcasing their distinct potential for inducing apoptosis.

Funder

This work has been supported and financiered by Cadi Ayyad University and the CNRST

Publisher

Future Science Ltd

Subject

Drug Discovery,Pharmacology,Molecular Medicine

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