Synthesis and cytotoxic activities of 32 benzhydrylpiperazine derivatives with carboxamide and thioamide moieties were reported. In vitro cytotoxic activities of compounds were screened against hepatocellular (HUH-7), breast (MCF-7) and colorectal (HCT-116) cancer cell lines by sulphorhodamine B assay. In general, 4-chlorobenzhydrylpiperazine derivatives were more cytotoxic than other compounds. In addition, thioamide derivatives (6a-g) have higher growth inhibition than their carboxamide analogs.
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http://dx.doi.org/10.3109/14756366.2013.765416 | DOI Listing |
Int J Parasitol Drugs Drug Resist
August 2024
Department of Chemistry, The University of the West Indies, Mona, Kingston 7, Jamaica. Electronic address:
Malaria continues to be a significant burden, particularly in Africa, which accounts for 95% of malaria deaths worldwide. Despite advances in malaria treatments, malaria eradication is hampered by insecticide and antimalarial drug resistance. Consequently, the need to discover new antimalarial lead compounds remains urgent.
View Article and Find Full Text PDFChemistry
June 2022
Department of Theoretical Chemistry, Amsterdam Institute of Molecular and Life Sciences (AIMMS), Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081HV, Amsterdam, The Netherlands.
Invited for the cover of this issue are Celine Nieuwland and Célia Fonseca Guerra of the Vrije Universiteit Amsterdam. The image depicts how the increasing atom size of the chalcogen from O to S to Se elongates the carbon-chalcogen bond in amides due to the increase in the steric Pauli repulsion and thereby enhances the amide hydrogen-bond donor strength. Read the full text of the article at 10.
View Article and Find Full Text PDFChemistry
June 2022
Department of Theoretical Chemistry Amsterdam Institute of Molecular and Life Sciences (AIMMS) Amsterdam Center for Multiscale Modeling (ACMM), Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV, Amsterdam, The Netherlands.
The amino groups of thio- and selenoamides can act as stronger hydrogen-bond donors than of carboxamides, despite the lower electronegativity of S and Se. This phenomenon has been experimentally explored, particularly in organocatalysis, but a sound electronic explanation is lacking. Our quantum chemical investigations show that the NH groups in thio- and selenoamides are more positively charged than in carboxamides.
View Article and Find Full Text PDFOrg Lett
July 2021
University of Bremen, Institute of Organic and Analytical Chemistry, Leobener Straße 7, 28359 Bremen, Germany.
This study presents an enantioselective oxidative cyclization of -allyl carboxamides via a chiral triazole-substituted iodoarene catalyst. The method allows the synthesis of highly enantioenriched oxazolines and oxazines, with yields of up to 94% and enantioselectivities of up to 98% ee. Quaternary stereocenters can be constructed and, besides -allyl amides, the corresponding thioamides and imideamides are well tolerated as substrates, giving rise to a plethora of chiral 5-membered -heterocycles.
View Article and Find Full Text PDFNat Prod Res
July 2022
Ufa Institute of Chemistry of the Ufa Federal Research Center of Russian Academy of Sciences, Ufa, Russian Federation.
Direct thionation of quinolizidine alkaloids (-)-cytisine, methylcytisine, thermopsine and some of their carbonyl derivatives was realized. It was established that carrying out of the reaction in the boiling toluene with 0.5 eq.
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