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

被引：8

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

来源：

FUTURE MEDICINAL CHEMISTRY | 2023年 / 15卷 / 17期

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

页码：1603 / 1619

页数：17

共 48 条

[1] Hybrids of thiazolidinone with 1,2,3-triazole derivatives: design, synthesis, biological evaluation, in silico studies, molecular docking, molecular dynamics simulations, and ADMET profiling [J].