Cytotoxicity and cellular differentiation activity of methylenebis(phosphonate) analogs of tiazofurin and mycophenolic acid adenine dinucleotide in human cancer cell lines

Cancer Letters

Volumn 181, Issue 1, 2002, Pages 31-38

  Yalowitz, Joel A ^a   Pankiewicz, Krzysztof ^b   Patterson, Steven E ^b   Jayaram, Hiremagalur N ^a  

^a INDIANA UNIVERSITY SCHOOL OF MEDICINE   (United States)

^b PHARMASSET INC   (United States)

Author keywords

Cancer chemotherapy; Cytotoxicity; Differentiation; Mycophenolic acid

Indexed keywords

4 THIAZOLECARBOXAMIDE ADENINE DINUCLEOTIDE; ADENINE DERIVATIVE; ADENINE NUCLEOTIDE DERIVATIVE; ANTINEOPLASTIC AGENT; BENZAMIDE DERIVATIVE; BETA METHYLENE BENZAMIDE ADENINE DINUCLEOTIDE; BETA METHYLENE SELENAZOLE 4 CARBOXAMIDE ADENINE DINUCLEOTIDE; BETA METHYLENE THIAZOLE 4 CARBOXAMIDE ADENINE DINUCLEOTIDE; NICOTINAMIDE ADENINE DINUCLEOTIDE; NUCLEOSIDE DERIVATIVE; PYROPHOSPHORIC ACID DERIVATIVE; SELENAZOFURIN; SELENAZOLE 4 CARBOXAMIDE ADENINE DINUCLEOTIDE; TIAZOFURIN; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; BINDING AFFINITY; CANCER CELL CULTURE; CELL DIFFERENTIATION; COLON ADENOCARCINOMA; CONTROLLED STUDY; DRUG BINDING; DRUG CYTOTOXICITY; DRUG GLUCURONIDATION; DRUG METABOLISM; DRUG SYNTHESIS; ERYTHROLEUKEMIA CELL; HUMAN; HUMAN CELL; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

ADENINE NUCLEOTIDES; ANTINEOPLASTIC AGENTS; CELL DIFFERENTIATION; DIPHOSPHONATES; DOSE-RESPONSE RELATIONSHIP, DRUG; HT29 CELLS; HUMANS; K562 CELLS; MYCOPHENOLIC ACID; RIBAVIRIN;

EID: 0037043129     PISSN: 03043835     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0304-3835(02)00045-9     Document Type: Article

References (35)

1. Characterization of human type I and type II IMP dehydrogenases
2. Human type I and II IMP dehydrogenases as drug targets
3. Proliferation-linked regulation of type II IMP dehydrogenase gene in human normal lymphocytes and HL-60 leukemic cells
4. Initial studies on the mechanism of action of a new oncolytic thiazole nucleoside, 2-beta-D-ribofuranosylthiazole-4-carboxamide (NSC 286193)
5. Modulation of IMP dehydrogenase activity and guanylate metabolism by tiazofurin (2-beta-D-ribofuranosylthiazole-4-carboxamide)
6. Selective sensitivity to tiazofurin of human leukemic cells
7. Metabolism and action of benzamide riboside in Chinese hamster ovary cells
8. Cytotoxicity of a new IMP dehydrogenase inhibitor, benzamide riboside, to human myelogenous leukemia K562 cells
9. IMP dehydrogenase and action of antimetabolites in human cultured blast cells
10. Cytotoxicity and characterization of an active metabolite of benzamide riboside, a novel inhibitor of IMP dehydrogenase
11. Structure and mechanism of inosine monophosphate dehydrogenase in complex with the immunosuppressant mycophenolic acid
12. Inhibition of IMPDH by mycophenolic acid: Dissection of forward and reverse pathways using capillary electrophoresis
13. Mycophenolic acid and thiazole adenine dinucleotide inhibition of Tritrichomonas foetus inosine 5′-monophosphate dehydrogenase: Implications on enzyme mechanism
14. Mizoribine and mycophenolate mofetil
15. Glucuronidation associated with intrinsic resistance to mycophenolic acid in human colorectal cells
16. Human colorectal carcinoma cells in vitro as a means to assess the metabolism of analogs of mycophenolic acid
17. Glucuronidation by human colorectal adenocarcinoma cells as a mechanism of resistance to mycophenolic acid
18. Synthesis and immunosuppressive activity of some side-chain variants of mycophenolic acid
19. Structure-activity relationships for inhibition of inosine monophosphate dehydrogenase by nuclear variants of mycophenolic acid
20. Synthesis of a methylenebis(phosphonate) analogue of mycophenolic adenine dinucleotide: A glucuronidation-resistant MAD analogue of NAD
21. Novel mycophenolic adenine bis(phosphonate)s as potential immunosuppressants
22. Novel mycophenolic adenine bis(phosphonate)s as potent anticancer agents and inducers of cell differentiation
23. Synthesis of non-hydrolyzable analogues of thiazole-4-carboxamide and benzamide adenine dinucleotide containing fluorine atom at the C2′ of adenine nucleoside: Induction of K562 differentiation and inosine monophosphate dehydrogenase inhibitory activity
24. Chemical synthesis of benzamide adenine dinucleotide: Inhibition of inosine monophosphate dehydrogenase (types I and II)
25. The practical synthesis of a methylenebisphosphonate analogue of benzamide adenine dinucleotide: Inhibition of human inosine monophosphate dehydrogenase (type I and II)
26. Cell differentiation and altered IMP dehydrogenase expression induced in human T-lymphoblastoid leukemia cells by mycophenolic acid and tiazofurin
27. Biochemical consequences of resistance to tiazofurin in human myelogenous leukemic K562 cells
28. Antitumor activity of tiazofurin in human colon carcinoma HT-29
29. Induction of erythroid differentiation in K562 cells by inhibitors of inosine monophosphate dehydrogenase
30. Comparison of biochemical parameters of benzamide riboside, a new inhibitor of IMP dehydrogenase, with tiazofurin and selenazofurin
31. Thiazole-4-carboxamide adenine dinucleotide (TAD). Analogues stable to phosphodiesterase hydrolysis
32. Inosine-5′-monophosphate dehydrogenase activity is maintained in immortalized murine cells growth-arrested by serum deprivation
33. Guanine nucleotide biosynthesis is regulated by the cellular p53 concentration
34. Inosine-5′-monophosphate dehydrogenase is a rate-determining factor for p53-dependent growth regulation
35. IMP dehydrogenase: Structural aspects of inhibitor binding