Synthesis and antimalarial and anticancer evaluation of 7-chlorquinoline-4-thiazoleacetic derivatives containing aryl hydrazide moieties
Jazyk angličtina Země Německo Médium print-electronic
Typ dokumentu časopisecké články
PubMed
33660349
DOI
10.1002/ardp.202100002
Knihovny.cz E-zdroje
- Klíčová slova
- antimalarial, antiproliferative, apoptosis, hydrazides, quinoline, thiazol,
- MeSH
- antimalarika chemická syntéza chemie farmakologie MeSH
- apoptóza účinky léků MeSH
- buňky A549 MeSH
- chinoliny chemická syntéza chemie farmakologie MeSH
- hydraziny chemická syntéza chemie farmakologie MeSH
- inhibiční koncentrace 50 MeSH
- kontrolní body buněčného cyklu účinky léků MeSH
- kyselina octová chemická syntéza chemie farmakologie MeSH
- lidé MeSH
- malárie farmakoterapie MeSH
- MFC-7 buňky MeSH
- modely nemocí na zvířatech MeSH
- myši inbrední BALB C MeSH
- myši MeSH
- protinádorové látky chemická syntéza chemie farmakologie MeSH
- thiazoly chemická syntéza chemie farmakologie MeSH
- viabilita buněk účinky léků MeSH
- vztahy mezi strukturou a aktivitou MeSH
- zvířata MeSH
- Check Tag
- lidé MeSH
- mužské pohlaví MeSH
- myši MeSH
- zvířata MeSH
- Publikační typ
- časopisecké články MeSH
- Názvy látek
- antimalarika MeSH
- chinoliny MeSH
- hydraziny MeSH
- kyselina octová MeSH
- protinádorové látky MeSH
- thiazoly MeSH
Twelve 7-chloroquinoline derivatives were designed and synthesized using the principle of molecular hybridization through the coupling of 2-[2-(7-chloroquinolin-4-ylthio)-4-methylthiazol-5-yl]acetic acid 1 with various benzoyl hydrazines 2a-l. The synthetic compounds were tested as antimalarials. Some of them showed an efficient in vitro activity as inhibitors of β-hematin formation and an in vivo activity in a murine model, resulting in compounds 8 and 9 as the most active ones with IC50 values of 0.65 ± 0.09 and 0.64 ± 0.16 µM, respectively. The effects of the compounds on the cell viability, cell cycle, and apoptosis induction of A549 and MCF-7 cancer cell lines were also examined. Our data showed that compounds 6 and 12 were the most active agents, decreasing the cell viability of MCF-7 cells with IC50 values of 15.41 and 12.99 µM, respectively. None of the compounds analyzed significantly affected the viability of peripheral blood mononuclear cells. Also, significant induction of apoptosis was observed when both cancer cell lines were incubated with compounds 6 and 12. In MCF-7 cells, treatment with these compounds led to cell cycle arrest in the G0/G1 phase. The results obtained suggest that these structures may be useful in developing new therapies for malaria and cancer treatment.
Biotechnology Unit Faculty of Pharmacy Central University of Venezuela Caracas Venezuela
Facultad de Medicina Universidad de Las Américas Quito Ecuador
Institute of Immunology Faculty of Medicine Central University of Venezuela Caracas Venezuela
Organic Synthesis Laboratory Faculty of Pharmacy Central University of Venezuela Caracas Venezuela
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