Reaction of 4-(1-adamantyl)-3-thiosemicarbazide () with numerous substituted acetophenones and benzaldehydes yielded the corresponding thiosemicarbazones containing adamantane skeletons. The synthesized compounds were evaluated for their in vitro activities against some Gram-positive and Gram-negative bacteria, and the fungus , and cytotoxicity against four cancer cell lines (Hep3B, HeLa, A549, and MCF-7). All of them showed good antifungal activity against . Compounds , , , and , , displayed significant inhibitory activity against . Compounds , , , and had moderate inhibitory potency against . Compounds , and found so good inhibitory effect on . Compounds and , which contain () hydroxyl groups on the phenyl ring, were shown to be good candidates as potential agents for killing the tested cancer cell lines, i.e., Hep3B, A549, and MCF-7. Compounds -, , , , , , and were moderate inhibitors against MCF-7.
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http://dx.doi.org/10.3390/molecules25020324 | DOI Listing |
Int J Mol Sci
March 2021
Department of Biochemistry, Faculty of Natural Sciences, Comenius University in Bratislava, Mlynská Dolina, Ilkovičova 6, 842 15 Bratislava, Slovakia.
The genome of the human intracellular pathogen encodes an unusually large number of epoxide hydrolases, which are thought to be involved in lipid metabolism and detoxification reactions needed to endure the hostile environment of host macrophages. These enzymes therefore represent suitable targets for compounds such as urea derivatives, which are known inhibitors of soluble epoxide hydrolases. In this work, we studied in vitro the effect of the thiourea drug isoxyl on six epoxide hydrolases of using a fatty acid substrate.
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January 2020
Drug R&D Center, Vietnam Military Medical University. No.160, Phung Hung Street., Phuc La ward, Ha Dong District, Hanoi 100000, Vietnam.
Reaction of 4-(1-adamantyl)-3-thiosemicarbazide () with numerous substituted acetophenones and benzaldehydes yielded the corresponding thiosemicarbazones containing adamantane skeletons. The synthesized compounds were evaluated for their in vitro activities against some Gram-positive and Gram-negative bacteria, and the fungus , and cytotoxicity against four cancer cell lines (Hep3B, HeLa, A549, and MCF-7). All of them showed good antifungal activity against .
View Article and Find Full Text PDFMolecules
November 2019
Department of Medicinal Chemistry, Faculty of Pharmacy, University of Mansoura, Mansoura 35516, Egypt.
The reaction of 4-(adamantan-1-yl)-3-thiosemicarbazide with various aromatic aldehydes yielded the corresponding thiosemicarbazones . 1-Adamantyl isothiocyanate was reacted with 1-methylpiperazine or piperidine to yield the corresponding -(adamantan-1-yl)carbothioamides and , respectively. The latter was reacted with benzyl or substituted benzyl bromides to yield the -arylmethyl derivatives .
View Article and Find Full Text PDFBioorg Chem
November 2019
Centre for Advanced Drug Research, COMSATS University Islamabad, Abbottabad Campus, Abbottabad 22060, Pakistan. Electronic address:
The role of aldose reductase (ALR2) in diabetes mellitus is well-established. Our interest in finding ALR2 inhibitors led us to explore the inhibitory potential of new thiosemicarbazones. In this study, we have synthesized adamantyl-thiosemicarbazones and screened them as aldehyde reductase (ALR1) and aldose reductase (ALR2) inhibitors.
View Article and Find Full Text PDFChemistry
March 2017
Faculty of Chemistry, University of Konstanz, Universitätsstr. 10, 78457, Konstanz, Germany.
To date, more than 100 congeners of the akuammiline alkaloid family have been isolated. Their signature structural element is a methanoquinolizidine moiety, a cage-like scaffold structurally related to adamantane. The structural variations of the family members originate from oxidative processes that mostly trigger rearrangements of the methanoquinolizidine motif.
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