Synthesis, Anticancer Activity, and Molecular Modeling of New Halogenated Spiro[pyrrolidine-thiazolo-oxindoles] Derivatives
| Autor: | Assem Barakat, Farid A. Badria, A. F. M. Motiur Rahman, Fardous F. El-Senduny, Yaseen A.M.M. Elshaier, Mohammad Shahidul Islam, Abdullah Mohammed Al-Majid |
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| Jazyk: | angličtina |
| Rok vydání: | 2020 |
| Předmět: |
Molecular model
Colorectal cancer 010402 general chemistry lcsh:Technology 01 natural sciences Pyrrolidine ROCS lcsh:Chemistry chemistry.chemical_compound medicine lipophilicity General Materials Science lcsh:QH301-705.5 Instrumentation Fluid Flow and Transfer Processes Cisplatin lcsh:T 010405 organic chemistry Process Chemistry and Technology General Engineering Biological activity spirooxindole medicine.disease Combinatorial chemistry lcsh:QC1-999 In vitro 0104 chemical sciences Computer Science Applications anticancer activity lcsh:Biology (General) lcsh:QD1-999 chemistry lcsh:TA1-2040 eco-friendly chemistry 1 3-dipolar cycloaddition Lipophilicity shape alignment lcsh:Engineering (General). Civil engineering (General) Liver cancer lcsh:Physics medicine.drug |
| Zdroj: | Applied Sciences Volume 10 Issue 6 Applied Sciences, Vol 10, Iss 6, p 2170 (2020) |
| ISSN: | 2076-3417 |
| DOI: | 10.3390/app10062170 |
| Popis: | A one-pot, single-step, and an atom-economical process towards the synthesis of highly functionalized spirooxindoles analogues was efficiently conducted to produce a satisfactory chemical yields (70&ndash 93%) with excellent relative diastereo-, and regio-selectivity. An in vitro antiproliferative assay was carried out on different cancer cell lines to evaluate the biological activity of the synthesized tetrahydro-1&rsquo H-spiro[indoline-3,5&rsquo pyrrolo[1,2-c]thiazol]-2-one 5a&ndash n. The prepared hybrids were then tested in vitro for their antiproliferative effects against three cancer cell lines, namely, HepG2 (liver cancer), MCF-7 (breast cancer), and HCT-116 (colon cancer). The spirooxindole analogue 5g exhibited a broad activity against HepG2, MCF-7, and HCT-116 cell lines of liver, breast, and colorectal cancers when compared to cisplatin. Modeling studies including shape similarity, lipophilicity scores, and physicochemical parameters were calculated. The results of this study indicated that spirooxindole analogue 5g retained a good physiochemical parameters with acceptable lipophilicity scores. |
| Databáze: | OpenAIRE |
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