| Title | Isatin-β-thiocarbohydrazones: Microwave-assisted synthesis, antitumor activity and structure-activity relationship. |
| Publication Type | Journal Article |
| Year of Publication | 2017 |
| Authors | Gabr MT, El-Gohary NS, El-Bendary ER, El-Kerdawy MM, Ni N |
| Journal | Eur J Med Chem |
| Volume | 128 |
| Pagination | 36-44 |
| Date Published | 2017 Mar 10 |
| ISSN | 1768-3254 |
| Keywords | Animals, Antineoplastic Agents, Apoptosis, Carcinoma, Ehrlich Tumor, Cell Proliferation, Chlorocebus aethiops, COS Cells, Drug Screening Assays, Antitumor, HeLa Cells, Humans, Hydrazines, Indoles, Isatin, Male, Mice, Microwaves, Structure-Activity Relationship, Thiourea |
| Abstract | A new series of isatin-β-thiocarbohydrazones was synthesized based on the pharmacophoric features of triapine required for metal chelation. Our strategy involved the modifications of triapine basic skeleton by replacing pyridinyl moiety with isatin which retains the tridentate feature of triapine needed for metal chelation. The new compounds were esteemed for their antitumor efficacy against cervical cancer (Hela) and kidney fibroblast cancer (COS-7) cell lines. Compounds 4c, 4d, 5c and 5e exhibited remarkable efficacy against Hela cell line. In addition, compounds 4c, 4k, 4e, 5c and 5e displayed an outstanding efficacy against COS-7 cell line. Compounds 4c, 4k, 4e, 5c and 5e were examined for their in vivo antitumor efficacy against Ehrlich ascites carcinoma (EAC) in mice. Pharmacophore mapping was performed to study the structural features of the synthesized compounds compared to triapine and to identify the essential moieties required for potent and selective antitumor activity. |
| DOI | 10.1016/j.ejmech.2017.01.030 |
| Alternate Journal | Eur J Med Chem |
| PubMed ID | 28147307 |
Related Institute:
Molecular Imaging Innovations Institute (MI3)