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Volumn 53, Issue 5, 2012, Pages 514-518

Thymidine- and AZT-linked 5-(1,3-dioxoalkyl)tetrazoles and 4-(1,3-dioxoalkyl)-1,2,3-triazoles

Author keywords

AZT conjugates; Potential HIV dual inhibitors; Thymidine linked azoles

Indexed keywords

4 ACETYL 1 (4 FLUOROBENZYL) 1,2,3 TRIAZOLE DERIVATIVE; 5 ACETYL 1 (4 FLUOROBENZYL)TETRAZOLE DERIVATIVE; ANTIVIRUS AGENT; COPPER; INTEGRASE; INTEGRASE INHIBITOR; LITHIUM SALT; RALTEGRAVIR; TETRAZOLE DERIVATIVE; THYMIDINE; UNCLASSIFIED DRUG; ZIDOVUDINE;

EID: 84355165237     PISSN: 00404039     EISSN: 18733581     Source Type: Journal    
DOI: 10.1016/j.tetlet.2011.11.079     Document Type: Article
Times cited : (15)

References (30)
  • 1
    • 79251545504 scopus 로고    scopus 로고
    • For some very recent, representative reviews, see
    • For some very recent, representative reviews, see: L.Q. Al-Mawsawi, and N. Neamati ChemMedChem 6 2011 228 241
    • (2011) ChemMedChem , vol.6 , pp. 228-241
    • Al-Mawsawi, L.Q.1    Neamati, N.2
  • 6
    • 36949036470 scopus 로고    scopus 로고
    • a values of 2, 4-dioxobutanoic acids (ca. 2.1 and 7.6, in water), and complexation studies, are clearly in favour; see
    • a values of 2, 4-dioxobutanoic acids (ca. 2.1 and 7.6, in water), and complexation studies, are clearly in favour; see: T.Z. Verbic, B.J. Drakulic, M.F. Zloh, J.R. Pecelj, G.V. Popovic, and I.O. Juranic J. Serb. Chem. Soc. 72 2007 1201 1216
    • (2007) J. Serb. Chem. Soc. , vol.72 , pp. 1201-1216
    • Verbic, T.Z.1    Drakulic, B.J.2    Zloh, M.F.3    Pecelj, J.R.4    Popovic, G.V.5    Juranic, I.O.6
  • 9
    • 41149161847 scopus 로고    scopus 로고
    • (discovery of raltegravir)
    • M. Rowley Progr. Med. Chem. 46 2008 1 28 (discovery of raltegravir)
    • (2008) Progr. Med. Chem. , vol.46 , pp. 1-28
    • Rowley, M.1
  • 11
    • 63549089353 scopus 로고    scopus 로고
    • (pp 1-14) (Raltegravir, Elvitegravir, and "Me-too-gravir")
    • E. Serrao, S. Odde, K. Ramkumar, and N. Neamati Retrovirology 6 2009 25 (pp 1-14) (Raltegravir, Elvitegravir, and "Me-too-gravir")
    • (2009) Retrovirology , vol.6 , pp. 25
    • Serrao, E.1    Odde, S.2    Ramkumar, K.3    Neamati, N.4
  • 16
    • 0036784324 scopus 로고    scopus 로고
    • The working hypothesis of the senior author was and is that even the truncated viral oligodeoxynucleotides incorporating INI-like fragments could render inactive the pre-integration complex and/or may contribute to the blocking of IN in vivo. On the other hand, a simple mixing of L-708,906 (INI) with AZT (NRTI) was proved to be sub-synergistic:, (addition of the INI could be postponed for 7 h after infection)
    • The working hypothesis of the senior author was and is that even the truncated viral oligodeoxynucleotides incorporating INI-like fragments could render inactive the pre-integration complex and/or may contribute to the blocking of IN in vivo. On the other hand, a simple mixing of L-708,906 (INI) with AZT (NRTI) was proved to be sub-synergistic: W. Pluymers, G. Pais, B. Van Maele, C. Pannecouque, V. Fikkert, T.R. Burke, E. De Clercq, M. Witvrouw, N. Neamati, and Z. Debyser Antimicrob. Agents Chemother. 46 2002 3292 3297 (addition of the INI could be postponed for 7 h after infection)
    • (2002) Antimicrob. Agents Chemother. , vol.46 , pp. 3292-3297
    • Pluymers, W.1    Pais, G.2    Van Maele, B.3    Pannecouque, C.4    Fikkert, V.5    Burke, T.R.6    De Clercq, E.7    Witvrouw, M.8    Neamati, N.9    Debyser, Z.10
  • 17
    • 41149151814 scopus 로고    scopus 로고
    • Evaluated with the MTT method [3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyltetrazolium bromide] in MT-4 cells. Stock solutions of the compounds were prepared in DMSO (10 mg/mL). After 4 days of incubation at 37 °C, the number of viable cells was determined with MTT. Standard parallel tests for cytotoxic effects in uninfected MT-4 cells were always performed. See, e.g.
    • Evaluated with the MTT method [3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyltetrazolium bromide] in MT-4 cells. Stock solutions of the compounds were prepared in DMSO (10 mg/mL). After 4 days of incubation at 37 °C, the number of viable cells was determined with MTT. Standard parallel tests for cytotoxic effects in uninfected MT-4 cells were always performed. See, e.g.: G. Moncunill, M. Armand-Ugon, I. Clotet-Codina, E. Pauls, E. Ballana, A. Llano, B. Romagnoli, J.W. Vrijbloed, F.O. Gombert, B. Clotet, S. De Marco, and J.A. Este Mol. Pharmacol. 73 2008 1264
    • (2008) Mol. Pharmacol. , vol.73 , pp. 1264
    • Moncunill, G.1    Armand-Ugon, M.2    Clotet-Codina, I.3    Pauls, E.4    Ballana, E.5    Llano, A.6    Romagnoli, B.7    Vrijbloed, J.W.8    Gombert, F.O.9    Clotet, B.10    De Marco, S.11    Este, J.A.12
  • 18
    • 0034607869 scopus 로고    scopus 로고
    • for entries to N-nitro nucleosides, see
    • for entries to N-nitro nucleosides, see: X. Ariza, and J. Vilarrasa J. Org. Chem. 65 2000 2827 2829
    • (2000) J. Org. Chem. , vol.65 , pp. 2827-2829
    • Ariza, X.1    Vilarrasa, J.2
  • 20
    • 50249169946 scopus 로고    scopus 로고
    • Many thymidine analogues are substrates for thymidine kinase 2 (mitochondrial TK2), for the monophosphorylation rate-limiting step. For a review, see
    • Many thymidine analogues are substrates for thymidine kinase 2 (mitochondrial TK2), for the monophosphorylation rate-limiting step. For a review, see: M.-J. Pérez-Pérez, E.-M. Priego, A.-I. Hernández, O. Familiar, M.-J. Camarasa, A. Negri, F. Gago, and J. Balzarini Med. Res. Rev. 28 2008 797 820
    • (2008) Med. Res. Rev. , vol.28 , pp. 797-820
    • Pérez-Pérez, M.-J.1    Priego, E.-M.2    Hernández, A.-I.3    Familiar, O.4    Camarasa, M.-J.5    Negri, A.6    Gago, F.7    Balzarini, J.8
  • 23
    • 79955447288 scopus 로고    scopus 로고
    • For very recent reviews on CuAAC, see
    • For very recent reviews on CuAAC, see: S. Díez-González Catal. Sci. Technol. 1 2011 166 178
    • (2011) Catal. Sci. Technol. , vol.1 , pp. 166-178
    • Díez-González, S.1
  • 25
    • 70349144073 scopus 로고    scopus 로고
    • for a review of CuAAC reactions in the nucleoside field, see
    • for a review of CuAAC reactions in the nucleoside field, see: F. Amblard, J.H. Cho, and R.F. Schinazi Chem. Rev. 109 2009 4207 4220
    • (2009) Chem. Rev. , vol.109 , pp. 4207-4220
    • Amblard, F.1    Cho, J.H.2    Schinazi, R.F.3
  • 26
    • 0037090057 scopus 로고    scopus 로고
    • For the advantages of acyl cyanides (2-oxonitriles) in the C-acylation of enolates (in general), avoiding the formation of O-acylated by-products, see
    • For the advantages of acyl cyanides (2-oxonitriles) in the C-acylation of enolates (in general), avoiding the formation of O-acylated by-products, see: C. Wiles, P. Watts, S.J. Haswell, and E. Pombo-Villar Tetrahedron Lett. 43 2002 2945 2948
    • (2002) Tetrahedron Lett. , vol.43 , pp. 2945-2948
    • Wiles, C.1    Watts, P.2    Haswell, S.J.3    Pombo-Villar, E.4
  • 30
    • 62149093020 scopus 로고    scopus 로고
    • 50 values were determined 48 h post infection as the concentration of drug inhibiting β-galactosidase production by 50% in comparison to results for the untreated infected cells. Cytotoxicities were determined in parallel on uninfected cells
    • 50 values were determined 48 h post infection as the concentration of drug inhibiting β-galactosidase production by 50% in comparison to results for the untreated infected cells. Cytotoxicities were determined in parallel on uninfected cells
    • (2009) Nucleic Acids Res. , vol.37 , pp. 1193-1201
    • Delelis, O.1    Malet, I.2    Na, L.3    Tchertanov, L.4    Calvez, V.5    Marcelin, A.G.6    Subra, F.7    Deprez, E.8    Mouscadet, J.F.9


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.