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Synthesis of Oxazole–Tetrahydropyran Hybrids and Study on Their Antiproliferative Activity Against Human Tumour Cells

Authors :
Vanesa Quintana
Aday González‐Bakker
Juan I. Padrón
Víctor S. Martín
José M. Padrón
Danilo Davyt
Guillermo Valdomir
Alexander von Humboldt Foundation
Pedeciba (Uruguay)
Gobierno de Canarias
Ministerio de Ciencia, Innovación y Universidades (España)
Agencia Estatal de Investigación (España)
European Commission
Source :
Digital.CSIC. Repositorio Institucional del CSIC, instname
Publication Year :
2022
Publisher :
Wiley, 2022.

Abstract

Based on a previously prepared lead compound, a new series of hybrid compounds was prepared and tested against six human tumour cell lines. These new triazole linked tetrahydropyran–oxazole hybrids were prepared evaluating the impact of the LogP for the proposed modifications. The compounds exhibited good antiproliferative results when compared with standards cisplatin and 5-fluorouracil. A series of triazole linked tetrahydropyran–oxazole hybrids was synthesized based on a previously reported lead compound with selective antiproliferative activity against human tumour cell lines. The series was prepared to evaluate the impact of LogP and different modifications in the activity, and the new compounds were assayed against A549, HBL-100, HeLa, SW1573, T-47D, and WiDr cell lines. Also, the potentiality to be P-gp substrate was tested. The compounds exhibited good antiproliferative results when compared with the standards cisplatin and 5-fluorouracil. In silico studies to evaluate pharmacokinetic properties using pkCSM software were also carried out.

Details

ISSN :
10990690 and 1434193X
Volume :
2022
Database :
OpenAIRE
Journal :
European Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....409762f9dd34ead32f87ea9f88bbb890