Targeted synthesis via the structure-activity relationship: Biological evaluation of new 1,2,3-triazoles monoterpene as antitumor agents

被引：8

作者：

Irrou, Ezaddine ^{[1
]}

Elmachkouri, Younesse Ait ^{[1
]}

El Haddad, Soukaina ^{[2
]}

Riadi, Yassine ^{[3
]}

Oubella, Ali ^{[1
]}

Auhmani, Aziz ^{[4
]}

Rehman, Md Tabish ^{[5
]}

AlAjmi, Mohamed F. ^{[5
]}

Morjani, Hamid ^{[6
]}

Sebbar, Nada Kheira ^{[1
]}

Itto, Moulay Youssef Ait ^{[4
]}

Taha, Mohamed Labd ^{[1
]}

机构：

[1] Ibnou Zohr Univ, Fac Sci, Lab Organ & Phys Chem, Appl Bioorgan Chem Team, Agadir, Morocco

[2] Mohammed V Univ Rabat, Fac Sci,Pharmacochem Competence Ctr, Lab Heterocycl Organ Chem, Drug Sci Res Ctr, Rabat, Morocco

[3] Prince Sattam Bin Abdulaziz Univ, Coll Pharm, Dept Pharmaceut Chem, Alkharj 11942, Saudi Arabia

[4] Univ Cadi Ayyad, Fac Sci Semlalia, Dept Chem, Lab Organ Synth & Physico Mol Chem, BP POB 2390, Marrakech 40001, Morocco

[5] King Saud Univ, Dept Pharmacognosy, Coll Pharm, Riyadh, Saudi Arabia

[6] Univ Reims, Biospect Translat, BioSpecT EA7506, UFR Pharm, 51 Rue Cognacq Jay, F-51096 Reims, France

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2024年 / 1308卷

关键词：

(R)-Carvone; Click chemistry; Cytotoxic activity; NMR; HRMS characterization; Molecular docking; HUMAN SERUM-ALBUMIN; CLICK CHEMISTRY; CANCER; APOPTOSIS; CHEMOTHERAPY; INHIBITION; STATISTICS; BINDING;

D O I：

10.1016/j.molstruc.2024.138025

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A novel series of thiazolidinone based 1,2,3-triazole derivatives were designed, synthesized, and evaluated for their cytotoxic activity against four human cancer cell lines, including fibrosarcoma (HT-1080), lung carcinoma (A-549), and breast carcinoma (MCF-7 and MDA-MB-231). NMR (1H and 13C) and HRMS established the newly synthesized compounds' structural identification and molecular weight. Most synthesized compounds displayed moderate cytotoxic activity, with IC50 values from 20 to 40 mu M. Furthermore, hybrid compounds 14b and 14d showed important inhibitory activity against HT-1080 and A-549 cancer cell lines with an IC50 value of 18 mu M. Molecular docking analyses also confirmed a higher binding affinity of compounds 14a-e, as compared to Doxorubicin (control), towards Bcl-2 protein. In particular, compounds 14b and 14d had higher affinity for Bcl-2 as compared to other compounds.

引用

页数：12

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