Synthesis, biological evaluation, and quantitative structure -activity relationship analysis of new Schiff bases of hydroxysemicarbazide as potential antitumor agents

Journal of Medicinal Chemistry

Volumn 45, Issue 2, 2002, Pages 410-419

  Ren, Shijun ^a   Wang, Rubin ^a,b   Komatsu, Kenichi ^a,c   Bonaz Krause, Patricia ^a   Zyrianov, Yegor ^a   McKenna, Charles E ^a   Csipke, Csaba ^d   Tokes, Zoltan A ^d   Lien, Eric J ^a  

^a UNIVERSITY OF SOUTHERN CALIFORNIA   (United States)

^b SHANDONG UNIVERSITY   (China)

^c HOKKAIDO INSTITUTE OF TECHNOLOGY   (Japan)

^d UNIVERSITY OF SOUTHERN CALIFORNIA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1 (3 TRIFLUOROMETHYLBENZYLIDENE) 4 HYDROXYSEMICARBAZIDE; HYDROXYUREA; SCHIFF BASE; SEMICARBAZIDE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROPHOBICITY; IC 50; LEUKEMIA; LEUKEMIA CELL; MELANOMA; MOLECULAR SIZE; MOUSE; NONHUMAN; OVARY CANCER; PARTITION COEFFICIENT; PHARMACOPHORE; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

ANIMALS; ANTINEOPLASTIC AGENTS; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; LEUKEMIA L1210; MICE; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; SCHIFF BASES; SEMICARBAZIDES; TUMOR CELLS, CULTURED;

EID: 0037122708     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm010252q     Document Type: Article

References (53)

1. Ribonucleotide reductase inhibitors: New strategies for cancer chemotherapy
2. Ribonucleotide reductase inhibitors as anticancer and antiviral agents
3. Novel N-hydroxyguanidine derivatives as anticaner and antiviral agents
4. Optimization of the Schiff bases of N-hydroxy-N′-aminoguanidine as anticaner and antiviral agents
5. Design, synthesis, testing, and quantitative structure - Activity relationship analysis of substituted salicylaldehyde Schiff bases of 1-amino-3-hydroxyguanidine tosylate as new antiviral agents against coronavirus
6. Quantitative Structure - Activity Relationship (QSAR) analysis of the cytotoxicities of aminohydroxyguanidine derivatives and their antiviral activities in vitro
7. Synthesis and testing of new antileukemic Schiff bases of N-hydroxy-N′-aminoguanidine against CCRF-CEM/0 human leukemia cells in vitro and synergism studies with cytarabine (Ara-C)
8. Inhibition of human adenoviruses by 1-(2′-hydroxy-5′-methoxybenzylidene)amino-3-hydroxyguanidine tosylate
9. Inhibition of herpes simplex virus type 1 and adenovirus type 5 by heterocyclic Schiff bases of aminohydroxyguanidine tosylate
10. Development of α-(N)-heterocyclic carboxaldehyde thiosemicarbazones with clinical potential as antineoplastic agents
11. Triapine (3-aminopyridine-2-carboxaldehyde-thiosemicarbazone): A potent inhibitor of ribonucleotide reductase activity with broad spectrum antitumor activity
12. Properties of N-hydroxy-N′-aminoguanidine derivatives as inhibitors of mammalian ribonucleotide reductase
13. The enzyme ribonucleotide reductase: Target for antitumor and anti-HIV therapy
14. Hydroxyurea: New insights on an old drug
15. Chronic myelogenous leukemia
16. Absence of viral rebound after treatment of HIV-infected patients with didanosine and hydroxycarbamide
17. EPR studies of structure and kinetics of radicals from hydroxyurea: An antitumor drug directed against ribonucleotide reductase
18. EPR stopped-flow studies of the reaction of the tyrosyl radical of protein R2 from ribonucleotide reductase with hydroxyurea
19. Pharmacokinetics and pharmacodynamics of hydroxyurea
20. Overexpression of ribonucleotide reductase in transfected human KB cells increases their resistance to hydroxyurea: M2 but not M1 is sufficient to increase resistance to hydroxyurea in transfected cells
21. 4-hydroxysemicarbazide und derivat (4-hydroxysemicarbazide and derivatives)
22. N-hydroxyaryl carbamates. A class of hydroxamic acids which form stable phosphorylated and sulfated derivatives
23. Use of an aqueous soluble tetrazolium/formazan assay to measure viability and proliferation of lymphokine-dependent cell lines
24. 5-(3-carboxylmethoxyphenyl)-2-(4,5-dimethylthiazolyl)-3-(4-sulfophe-nyl) tetrazolium, inner salt (MTS) and related analogs of MTT reducing to purple water-soluble formazans as cell-viability indicators
25. Partition coefficients
26. Multivariate quantitative structure - Pharmacokinetic relationship (QSPKR) analysis of adenosine A1 receptor agonist in rat
27. Synthesis of hydroxy- and amino-substituted benzohydroxamic acids: Inhibition of ribonucleotide reductase and antitumor activity
28. Structure - Activity relationships of benzohydroxamic acid inhibitors of ribonucleotide reductase
29. Studies on the mechanisms of inhibition of L1210 cell growth by 3,4-dihydroxybenzohydroxamic acid and 3,4-dihydroxybenzamidoxime
30. Inhibition of nucleoside diphosphate reductase by hydroxybenzohydroxamic acid derivatives
31. Resveratrol, a remarkable inhibitor of ribonucleotide reductase
32. p-Alkoxyphenols, a new class of inhibitors of mammalian R2 ribonucleotide reductase: Possible candidates for antimelanotic drugs
33. Inhibition of tumor cell growth by Schiff bases of hydroxysemicarbazide
34. Phase II trial of didox in advanced breast cancer
35. Mechanism of inhibition of mammalian ribonucleotide reductase by the iron chelate of 1-formyl-isoquinoline thiosemicarbazone. Destruction of the tyrosine free radical of the enzyme in an oxygen-requiring reaction
36. Quenching of tyrosine radicals of M2 subunit from ribonucleotide reductase in tumor cells by different antitumor agents: An EPR study
37. Clinical and pharmacological studies with 5-hydroxy-2-formylpyridine thiosemicarbazone
38. 4-Methyl-5-amino-1-formylisoquinoline thiosemicarbazone, a seond generation antineoplastic agent of the alpha-(N)-heterocyclic carboxaldehyde thiosemicarbazone series
39. Synthesis and antitumor activities of potent inhibitors of ribonucleotide reductase: 3-Amino-4-methylpyridine-2-carboxaldehyde-thiosemicarbazone (3-amp), 3-aminopyridine-2-carboxaldehydethiosemicarbazone (3-ap) and its water-soluble prodrugs
40. Structure - Activity relationships of antineoplastic agents in multidrug resistance
41. The measurement of partition coefficient
42. Effect of different buffer species on partition coefficient of drugs used in quantitative structure - Activity relationship