Journal ArticleDOI
Synthesis, Biological Evaluation, and Quantitative Structure−Activity Relationship Analysis of New Schiff Bases of Hydroxysemicarbazide as Potential Antitumor Agents†
Shijun Ren,Rubin Wang,Kenichi Komatsu,Patricia Bonaz-Krause,Yegor Zyrianov,Charles E. McKenna,Csaba Csipke,Zoltán A. Tökés,Eric J. Lien +8 more
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TLDR
Quantitative structure-activity relationship (QSAR) analysis showed that, besides the essential pharmacophore (-NHCONHOH), hydrophobicity, molecular size/polarizability, and the presence of an oxygen-containing group at the ortho position (I) were important determinants for the antitumor activities.Abstract:
Thirty Schiff bases of hydroxysemicarbazide (Ar−CHNNHCONHOH) have been synthesized and tested against L1210 murine leukemia cells. The IC50 values were found to be in a range from 2.7 × 10-6 to 9.4 × 10-4 M. A total of 17 out of the 30 compounds had higher inhibitory activities than hydroxyurea (an anticancer drug currently used for the treatment of melanoma, leukemia, and ovarian cancer) against L1210 cells. Six compounds with IC50 values in micromolar range were 11- to 30-fold more potent than hydroxyurea (IC50 = 8.2 × 10-5 M). The partition coefficient (log P) and ionization constants (pKa) of a model compound [1-(3-trifluoromethylbenzylidene)-4-hydroxysemicarbazide, 1] were measured by the shake-flask method, and the measured log P was used to derive Hansch−Fujita π constant of −CHNNHCONHOH. On the basis of the newly derived π and those of other moieties, the partition coefficients (SlogP) of the other 29 compounds were calculated by the summation of π values. Quantitative structure−activity relations...read more
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N′-(4-Hydroxybenzylidene)thiophene-2-carbohydrazide
TL;DR: In the title compound, C12H10N2O2S, the dihedral angle between the benzene and thiophene rings is 23.34 (16)°, and in the crystal structure, molecules are linked by N—H⋯O and O—O hydrogen bonds, forming (100) sheets.
Journal ArticleDOI
Synthesis, Molecular Properties Prediction and Antimicrobial Activity of Imidazolyl Schiff Bases, Triazoles and Azetidinones.
TL;DR: The Molinspiration calculations predicted that 3, 5 and 6 have molecular hydrophobicity, conformational flexibility, good intestinal absorption and bioactivity scores.
Journal ArticleDOI
Synthesis and evaluation of antimicrobial and anticancer activities of 3-phenyl-1-phenylsulfonyl pyrazoles containing an aminoguanidine moiety
TL;DR: A series of 3‐phenyl‐1-phenylsulfonyl pyrazoles containing an aminoguanidine moiety was designed, synthesized, and evaluated for their antimicrobial and anticancer activities, showing the most potent antimicrobial activity against Bacillus subtilis and multidrug‐resistant Staphylococcus aureus.
Journal ArticleDOI
Zwitterionic (E)-1-[(4-nitrophenyl)iminiomethyl]naphthalen-2-olate
TL;DR: The title compound, C17H12N2O3, was synthesized by the reaction of 2-hydroxy-1-naphthaldehyde with 4-nitrobenzenamine to form the Schiff base, which crystallizes in the zwitterionic form.
References
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5-(3-carboxymethoxyphenyl)-2-(4,5-dimethylthiazolyl)-3-(4-sulfophenyl)tetrazolium, inner salt (MTS) and related analogs of 3-(4,5-dimethylthiazolyl)-2,5-diphenyltetrazolium bromide (MTT) reducing to purple water-soluble formazans As cell-viability indicators
TL;DR: Analogs of MTT, 3-(4,5-dimethylthiazolyl)-2,5diphenyltetrazolium bromide, designed to yield water-soluble formazans upon reduction, have been synthesized and evaluated as cell-viability indicators as mentioned in this paper.
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Resveratrol, a remarkable inhibitor of ribonucleotide reductase.
TL;DR: It is shown that Resveratrol is a remarkable inhibitor of ribonucleotide reductase and DNA synthesis in mammalian cells, which might have further applications as an antiproliferative or a cancer chemopreventive agent in humans.
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Triapine (3-aminopyridine-2-carboxaldehyde- thiosemicarbazone): A potent inhibitor of ribonucleotide reductase activity with broad spectrum antitumor activity
Rick Avery Finch,M.‐C. Liu,Susan P. Grill,William C. Rose,Regina Loomis,Karen M. Vasquez,Yung-Chi Cheng,Alan C. Sartorelli +7 more
TL;DR: The findings demonstrate the superiority of Triapine over hydroxyurea as an anticancer agent and suggest that prevention byTriapine of repair of DNA lesions created by agents that damage DNA may result in efficacious drug combinations for the treatment of cancer.
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Use of an aqueous soluble tetrazolium/formazan assay to measure viability and proliferation of lymphokine-dependent cell lines
TL;DR: Its advantages over XTT/PMS, another tetrazolium which yields a water-soluble formazan product, include the absorbance range of color produced, the rapidity of color development, and the storage stability of the MTS/P MS reagent solution.
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The Measurement of Partition Coefficients
John C. Dearden,G. M. Bresnen +1 more
TL;DR: In this paper, the authors examined the factors that can affect the measurement of partition coefficient, and made recommendations as to good practice, and recommended that partitioning be carried out at constant temperature using either a stirred flask technique or the filter probe.