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

被引:6
|
作者
Fawzi, Mourad [1 ]
Bimoussa, Abdoullah [1 ]
Laamari, Yassine [1 ]
Oussidi, Abdellah N'ait [1 ]
Oubella, Ali [2 ]
Ketatni, El Mostafa [3 ]
Saadi, Mohamed [4 ]
El Ammari, Lahcen [4 ]
Morjani, Hamid [5 ]
Itto, Moulay Youssef Ait [1 ]
Auhmani, Aziz [1 ]
机构
[1] Fac Sci Semlalia, Dept Chem, Lab Organ Synth & Phys Mol Chem, Unit Org Synthesis & Mol Physicochem, POB 2390, Marrakech 40001, Morocco
[2] IBNOU ZOHR Univ, Fac Sci, Lab Organ & Phys Chem, Appl Bioorgan Chem Team, Agadir 80000, Morocco
[3] Sultan Moulay Slimane Univ, Fac Sci, Lab Mol Chem Mat & Catalysis, BP 523, Beni Mellal 23000, Morocco
[4] Mohammed V Univ Rabat, Fac Sci, Ctr Sci Mat, Lab Chim Appliquee Mat, Ave Ibn Batouta, POB 1014, Rabat, Morocco
[5] Univ Reims Champagne Ardenne URCA, INSERM, UMR S 1250, SFR Cap Sante,UFR Pharm, F-51100 Reims, France
关键词
1,3,4-thiadiazole; apoptosis; breast cancer; caspase; 3/7; hormone sensitive; hybridization; (S)-verbenone; triple negative; MOLECULAR DOCKING; CRYSTAL-STRUCTURE; BIOLOGICAL EVALUATION; DERIVATIVES SYNTHESIS; POTENT; DRUG; 1,3,4-THIADIAZOLES; CYTOTOXICITY; DISCOVERY; DESIGN;
D O I
10.4155/fmc-2023-0173
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
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. [GRAPHICS] .
引用
收藏
页码:1603 / 1619
页数:17
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