메뉴 건너뛰기




Volumn 36, Issue , 2017, Pages 343-353

Ultrasonic-assisted synthesis of 1,4-disubstituted 1,2,3-triazoles via various terminal acetylenes and azide and their quorum sensing inhibition

Author keywords

1,2,3 Triazole; 1,3 Dispolar cycloaddition; Isoxazole; Quorum sensing; Thymidine; Ultrasonic heating

Indexed keywords

NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

EID: 85006264100     PISSN: 13504177     EISSN: 18732828     Source Type: Journal    
DOI: 10.1016/j.ultsonch.2016.12.011     Document Type: Article
Times cited : (44)

References (57)
  • 1
    • 35948991561 scopus 로고    scopus 로고
    • Modulation of bacterial quorum sensing with synthetic ligands: Systematic evaluation of N-acylated homoserine lactones in multiple species and new insights into their mechanisms of action
    • [1] Geske, G.D., O'Nell, J.C., Miller, D.M., Mattmann, M.E., Blackwell, H.E., Modulation of bacterial quorum sensing with synthetic ligands: Systematic evaluation of N-acylated homoserine lactones in multiple species and new insights into their mechanisms of action. J. Am. Chem. Soc. 129 (2007), 13613–13625.
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 13613-13625
    • Geske, G.D.1    O'Nell, J.C.2    Miller, D.M.3    Mattmann, M.E.4    Blackwell, H.E.5
  • 2
    • 0037378570 scopus 로고    scopus 로고
    • Identification, timing, and signal specificity of Pseudomonas aeruginosa quorum-controlled genes: a transcriptome analysis
    • [2] Schuster, M., Lostroh, C.P., Ogi, T., Greenberg, E.P., Identification, timing, and signal specificity of Pseudomonas aeruginosa quorum-controlled genes: a transcriptome analysis. J. Bacteriol. 185 (2003), 2066–2079.
    • (2003) J. Bacteriol. , vol.185 , pp. 2066-2079
    • Schuster, M.1    Lostroh, C.P.2    Ogi, T.3    Greenberg, E.P.4
  • 3
    • 84922375791 scopus 로고    scopus 로고
    • Small molecule disruption of quorum sensing cross-regulation in Pseudomonas aeruginosa causes major and unexpected alterations to virulence phenotypes
    • [3] Welsh, M.A., Eibergen, N.R., Moore, J.D., Blackwell, H.E., Small molecule disruption of quorum sensing cross-regulation in Pseudomonas aeruginosa causes major and unexpected alterations to virulence phenotypes. J. Am. Chem. Soc. 137 (2015), 1510–1519.
    • (2015) J. Am. Chem. Soc. , vol.137 , pp. 1510-1519
    • Welsh, M.A.1    Eibergen, N.R.2    Moore, J.D.3    Blackwell, H.E.4
  • 5
    • 84957841654 scopus 로고    scopus 로고
    • Detection of quorum sensing molecules and biofilm formation in ralstonia solanacearum
    • [5] Kumar, J.S., Umesha, S., Prasad, K.S., Niranjana, P., Detection of quorum sensing molecules and biofilm formation in ralstonia solanacearum. Curr. Microbiol. 72 (2016), 297–305.
    • (2016) Curr. Microbiol. , vol.72 , pp. 297-305
    • Kumar, J.S.1    Umesha, S.2    Prasad, K.S.3    Niranjana, P.4
  • 6
    • 12844275341 scopus 로고    scopus 로고
    • Rational design and synthesis of new quorum-sensing inhibitors derived from acylated homoserine lactones and natural products from garlic
    • [6] Persson, T., Hansen, T.H., Rasmussen, T.B., Skindersø, M.E., Givskov, M., Nielsen, J., Rational design and synthesis of new quorum-sensing inhibitors derived from acylated homoserine lactones and natural products from garlic. Org. Biomol. Chem. 3 (2005), 253–262.
    • (2005) Org. Biomol. Chem. , vol.3 , pp. 253-262
    • Persson, T.1    Hansen, T.H.2    Rasmussen, T.B.3    Skindersø, M.E.4    Givskov, M.5    Nielsen, J.6
  • 7
    • 84957567122 scopus 로고    scopus 로고
    • Efficacies of quorum sensing inhibitors, piericidin A andglucopiericidin A, produced by Streptomyces xanthocidicus KPP01532 for the control of potato soft rot caused by Erwinia carotovora subsp. atroseptica
    • [7] Kang, J.E., Han, J.W., Jeon, B.J., Kim, B.S., Efficacies of quorum sensing inhibitors, piericidin A andglucopiericidin A, produced by Streptomyces xanthocidicus KPP01532 for the control of potato soft rot caused by Erwinia carotovora subsp. atroseptica. Microbiol. Res. 184 (2016), 32–41.
    • (2016) Microbiol. Res. , vol.184 , pp. 32-41
    • Kang, J.E.1    Han, J.W.2    Jeon, B.J.3    Kim, B.S.4
  • 8
    • 78651408197 scopus 로고    scopus 로고
    • Quorum sensing in gram negative bacteria: Small-molecule modulation of AHL and AI-2 quorum sensing pathways
    • [8] Galloway, W.R., Hodgkinson, J.T., Bowden, S.D., Welch, M., Spring, D.R., Quorum sensing in gram negative bacteria: Small-molecule modulation of AHL and AI-2 quorum sensing pathways. Chem. Rev. 111 (2011), 28–67.
    • (2011) Chem. Rev. , vol.111 , pp. 28-67
    • Galloway, W.R.1    Hodgkinson, J.T.2    Bowden, S.D.3    Welch, M.4    Spring, D.R.5
  • 9
    • 80054724923 scopus 로고    scopus 로고
    • AHL-dependent quorum sensing inhibition: Synthesis and biological evaluation of α-(N-alkyl-carboxamide)-γ-butyrolactones and α-(N-alkyl-sulfonamide)-γ-butyrolactones
    • [9] Boukraa, M., Sabbah, M., Soulère, L., Efrit, M.L.E.I., Queneau, Y., Doutheau, A., AHL-dependent quorum sensing inhibition: Synthesis and biological evaluation of α-(N-alkyl-carboxamide)-γ-butyrolactones and α-(N-alkyl-sulfonamide)-γ-butyrolactones. Bioorg. Med. Chem. Lett. 21 (2011), 6876–6879.
    • (2011) Bioorg. Med. Chem. Lett. , vol.21 , pp. 6876-6879
    • Boukraa, M.1    Sabbah, M.2    Soulère, L.3    Efrit, M.L.E.I.4    Queneau, Y.5    Doutheau, A.6
  • 10
    • 84922848591 scopus 로고    scopus 로고
    • Potent irreversible inhibitors of lasr quorum sensing in Pseudomonas aeruginosa
    • [10] O'Brien, K.T., Noto, J.G., O'Neill, L.N., Perez, L.J., Potent irreversible inhibitors of lasr quorum sensing in Pseudomonas aeruginosa. ACS Med. Chem. Lett. 6 (2015), 162–167.
    • (2015) ACS Med. Chem. Lett. , vol.6 , pp. 162-167
    • O'Brien, K.T.1    Noto, J.G.2    O'Neill, L.N.3    Perez, L.J.4
  • 11
    • 84948823165 scopus 로고    scopus 로고
    • Arthroamide, a cyclic depsipeptide with quorum sensing inhibitory activity from arthrobacter sp.
    • [11] Igarashi, Y., Yamamoto, K., Fukuda, T., Shojima, A., Nakayama, J., Carro, L., Trujillo, M.E., Arthroamide, a cyclic depsipeptide with quorum sensing inhibitory activity from arthrobacter sp. J. Nat. Prod. 78 (2015), 2827–2831.
    • (2015) J. Nat. Prod. , vol.78 , pp. 2827-2831
    • Igarashi, Y.1    Yamamoto, K.2    Fukuda, T.3    Shojima, A.4    Nakayama, J.5    Carro, L.6    Trujillo, M.E.7
  • 13
    • 77749246428 scopus 로고    scopus 로고
    • Improved synthesis of the two-photon caging group 3-nitro-2-ethyldibenzofuran and its application to a caged thymidine phosphoramidite
    • [13] Lusic, H., Uprety, R., Deiters, A., Improved synthesis of the two-photon caging group 3-nitro-2-ethyldibenzofuran and its application to a caged thymidine phosphoramidite. Org. Lett. 12 (2010), 916–919.
    • (2010) Org. Lett. , vol.12 , pp. 916-919
    • Lusic, H.1    Uprety, R.2    Deiters, A.3
  • 14
    • 35848946837 scopus 로고    scopus 로고
    • Rational design of 5'-thiourea-substituted α-thymidine analogues as thymidine monophosphate kinase inhibitors capable of inhibiting mycobacterial growth
    • [14] Daele, I.V., Munier-Lehmann, H., Froeyen, M., Balzarini, J., Calenbergh, S.V., Rational design of 5'-thiourea-substituted α-thymidine analogues as thymidine monophosphate kinase inhibitors capable of inhibiting mycobacterial growth. J. Med. Chem. 50 (2007), 5281–5292.
    • (2007) J. Med. Chem. , vol.50 , pp. 5281-5292
    • Daele, I.V.1    Munier-Lehmann, H.2    Froeyen, M.3    Balzarini, J.4    Calenbergh, S.V.5
  • 17
    • 0346995096 scopus 로고    scopus 로고
    • Toxicity of nucleoside analogues used to treat AIDS and the selectivity of the mitochondrial DNA polymerase
    • [17] Lee, H., Hanes, J., Johnson, K.A., Toxicity of nucleoside analogues used to treat AIDS and the selectivity of the mitochondrial DNA polymerase. Biochemistry 42 (2003), 14711–14719.
    • (2003) Biochemistry , vol.42 , pp. 14711-14719
    • Lee, H.1    Hanes, J.2    Johnson, K.A.3
  • 18
    • 0035942511 scopus 로고    scopus 로고
    • Ether phospholipid-AZT conjugates possessing anti-HIV and antitumor cell activity. Synthesis, conformational analysis, and study of their thermal effects on membrane bilayers
    • [18] Mavromoustakos, T., Calogeropoulou, T., Koufaki, M., Kolocouris, A., Daliani, I., Demetzos, C., Meng, Z.X., Makriyannis, A., Balzarini, J., Clercq, E.D., Ether phospholipid-AZT conjugates possessing anti-HIV and antitumor cell activity. Synthesis, conformational analysis, and study of their thermal effects on membrane bilayers. J. Med. Chem. 44 (2001), 1702–1709.
    • (2001) J. Med. Chem. , vol.44 , pp. 1702-1709
    • Mavromoustakos, T.1    Calogeropoulou, T.2    Koufaki, M.3    Kolocouris, A.4    Daliani, I.5    Demetzos, C.6    Meng, Z.X.7    Makriyannis, A.8    Balzarini, J.9    Clercq, E.D.10
  • 19
    • 84881670536 scopus 로고    scopus 로고
    • Combinational delivery of c-myc siRNA and nucleoside analogs in a single, synthetic nanocarrier for targeted cancer therapy
    • [19] Zhang, Y., Peng, L., Mumper, R.J., Huang, L., Combinational delivery of c-myc siRNA and nucleoside analogs in a single, synthetic nanocarrier for targeted cancer therapy. Biomaterials 34 (2013), 8459–8468.
    • (2013) Biomaterials , vol.34 , pp. 8459-8468
    • Zhang, Y.1    Peng, L.2    Mumper, R.J.3    Huang, L.4
  • 21
    • 84855201797 scopus 로고    scopus 로고
    • Efficient microwave-assisted synthesis, antibacterial activity and high fluorescence of 5 benzimidazolyl-2'-deoxyuridines
    • [21] Krim, J., Grunewald, C., Taourirte, M., Engels, J.W., Efficient microwave-assisted synthesis, antibacterial activity and high fluorescence of 5 benzimidazolyl-2'-deoxyuridines. Bioorg. Med. Chem. 20 (2012), 480–486.
    • (2012) Bioorg. Med. Chem. , vol.20 , pp. 480-486
    • Krim, J.1    Grunewald, C.2    Taourirte, M.3    Engels, J.W.4
  • 23
    • 84899408084 scopus 로고    scopus 로고
    • Synthesis and antimicrobial of some new substituted tetrazolomethylbenzo[d]-[1–3]triazole derivatives using 1H-benzo[d][1–3]triazole as starting material
    • [23] Ali, O.M., Amr, A.E.E., Mostafa, E.E., Synthesis and antimicrobial of some new substituted tetrazolomethylbenzo[d]-[1–3]triazole derivatives using 1H-benzo[d][1–3]triazole as starting material. Res. Chem. Intermed. 40 (2014), 1545–1556.
    • (2014) Res. Chem. Intermed. , vol.40 , pp. 1545-1556
    • Ali, O.M.1    Amr, A.E.E.2    Mostafa, E.E.3
  • 25
    • 84898775033 scopus 로고    scopus 로고
    • Synthesis and anticancer activity evaluation of new 1,2,3-triazole-4-carboxamide derivatives
    • [25] Pokhodylo, N., Shyyka, O., Matiychuk, V., Synthesis and anticancer activity evaluation of new 1,2,3-triazole-4-carboxamide derivatives. Med. Chem. Res. 23 (2014), 2426–2438.
    • (2014) Med. Chem. Res. , vol.23 , pp. 2426-2438
    • Pokhodylo, N.1    Shyyka, O.2    Matiychuk, V.3
  • 26
    • 57249089067 scopus 로고    scopus 로고
    • New pleconaril and [(biphenyloxy)propyl]isoxazole derivatives with substitutions in the central ring exhibit antiviral activity against pleconaril-resistant coxsackievirus B3
    • [26] Schmidtke, M., Wutzler, P., Zieger, R., Riabova, O.B., Makarov, V.A., New pleconaril and [(biphenyloxy)propyl]isoxazole derivatives with substitutions in the central ring exhibit antiviral activity against pleconaril-resistant coxsackievirus B3. Antivir. Res. 81 (2009), 56–63.
    • (2009) Antivir. Res. , vol.81 , pp. 56-63
    • Schmidtke, M.1    Wutzler, P.2    Zieger, R.3    Riabova, O.B.4    Makarov, V.A.5
  • 27
    • 54549113415 scopus 로고    scopus 로고
    • A copper(I)-catalyzed 1,2,3-triazole azide-alkyne click compound is a potent inhibitor of a multidrug-resistant HIV-1 protease variant
    • [27] Giffin, M.J., Heaslet, H., Brik, A., Lin, Y.C., Cauvi, G., Wong, C.H., McRee, D.E., Elder, J.H., Stout, C.D., Torbett, B.E., A copper(I)-catalyzed 1,2,3-triazole azide-alkyne click compound is a potent inhibitor of a multidrug-resistant HIV-1 protease variant. J. Med. Chem. 51 (2008), 6263–6270.
    • (2008) J. Med. Chem. , vol.51 , pp. 6263-6270
    • Giffin, M.J.1    Heaslet, H.2    Brik, A.3    Lin, Y.C.4    Cauvi, G.5    Wong, C.H.6    McRee, D.E.7    Elder, J.H.8    Stout, C.D.9    Torbett, B.E.10
  • 29
    • 84887034973 scopus 로고    scopus 로고
    • Synthesis of novel 1,2,3-triazole based benzoxazolinones: Their TNF-α based molecular docking with in-vivo anti-inflammatory, antinociceptive activities and ulcerogenic risk evaluation
    • [29] Haider, S., Alam, M.S., Hamid, H., Shafi, S., Nargotra, A., Mahajan, P., Nazreen, S., Kalle, A.M., Kharbanda, C., Ali, Y., Alam, A., Panda, A.K., Synthesis of novel 1,2,3-triazole based benzoxazolinones: Their TNF-α based molecular docking with in-vivo anti-inflammatory, antinociceptive activities and ulcerogenic risk evaluation. Eur. J. Med. Chem. 70 (2013), 579–588.
    • (2013) Eur. J. Med. Chem. , vol.70 , pp. 579-588
    • Haider, S.1    Alam, M.S.2    Hamid, H.3    Shafi, S.4    Nargotra, A.5    Mahajan, P.6    Nazreen, S.7    Kalle, A.M.8    Kharbanda, C.9    Ali, Y.10    Alam, A.11    Panda, A.K.12
  • 31
    • 84879506191 scopus 로고    scopus 로고
    • Synthesis, antitubercular activity, and QSAR analysis of substituted nitroaryl analogs: chalcone, pyrazole, isoxazole, and pyrimidines
    • [31] Gupta, R.A., Kaskhedikar, S.G., Synthesis, antitubercular activity, and QSAR analysis of substituted nitroaryl analogs: chalcone, pyrazole, isoxazole, and pyrimidines. Med. Chem. Res. 22 (2013), 3863–3880.
    • (2013) Med. Chem. Res. , vol.22 , pp. 3863-3880
    • Gupta, R.A.1    Kaskhedikar, S.G.2
  • 33
    • 84881231428 scopus 로고    scopus 로고
    • Hypervalent iodine catalyzed generation of nitrile oxides from oximes and their cycloaddition with alkenes or alkynes
    • [33] Yoshimura, A., Middleton, K.R., Todora, A.D., Kastern, B.J., Koski, S.R., Maskaev, A.V., Zhdankin, V.V., Hypervalent iodine catalyzed generation of nitrile oxides from oximes and their cycloaddition with alkenes or alkynes. Org. Lett. 15 (2013), 4010–4013.
    • (2013) Org. Lett. , vol.15 , pp. 4010-4013
    • Yoshimura, A.1    Middleton, K.R.2    Todora, A.D.3    Kastern, B.J.4    Koski, S.R.5    Maskaev, A.V.6    Zhdankin, V.V.7
  • 34
    • 84055193795 scopus 로고    scopus 로고
    • Regioselective synthesis and slow-release suzuki−miyaura cross-coupling of MIDA boronate-functionalized isoxazoles and triazoles
    • [34] Grob, J.E., Nunez, J., Dechantsreiter, M.A., Hamann, L.G., Regioselective synthesis and slow-release suzuki−miyaura cross-coupling of MIDA boronate-functionalized isoxazoles and triazoles. J. Org. Chem. 76 (2011), 10241–10248.
    • (2011) J. Org. Chem. , vol.76 , pp. 10241-10248
    • Grob, J.E.1    Nunez, J.2    Dechantsreiter, M.A.3    Hamann, L.G.4
  • 35
    • 84885959828 scopus 로고    scopus 로고
    • Controllable synthesis of bis(1,2,3-triazole)s and 5-alkynyl-triazoles via temperature effect on copper-catalyzed Huisgen cycloaddition
    • [35] Li, L.J., Fan, X.C., Zhang, Y., Zhu, A.L., Zhang, G.S., Controllable synthesis of bis(1,2,3-triazole)s and 5-alkynyl-triazoles via temperature effect on copper-catalyzed Huisgen cycloaddition. Tetrahedron 69 (2013), 9939–9946.
    • (2013) Tetrahedron , vol.69 , pp. 9939-9946
    • Li, L.J.1    Fan, X.C.2    Zhang, Y.3    Zhu, A.L.4    Zhang, G.S.5
  • 36
    • 33947099937 scopus 로고    scopus 로고
    • Click chemistry in CuI-zeolites: The Huisgen [3+2]-cycloaddition
    • [36] Chassaing, S., Kumarraja, M., Sido, A.S.S., Pale, P., Sommer, J., Click chemistry in CuI-zeolites: The Huisgen [3+2]-cycloaddition. Org. Lett. 9 (2007), 883–886.
    • (2007) Org. Lett. , vol.9 , pp. 883-886
    • Chassaing, S.1    Kumarraja, M.2    Sido, A.S.S.3    Pale, P.4    Sommer, J.5
  • 37
    • 0037099395 scopus 로고    scopus 로고
    • A stepwise Huisgen cycloaddition process: copper(I)-catalyzed regioselective “ligation” of azides and terminal alkynes
    • [37] Rostovtsev, V.V., Green, L.G., Fokin, V.V., Sharpless, K.B., A stepwise Huisgen cycloaddition process: copper(I)-catalyzed regioselective “ligation” of azides and terminal alkynes. Angew. Chem. Int. Ed. 41 (2002), 2596–2599.
    • (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 2596-2599
    • Rostovtsev, V.V.1    Green, L.G.2    Fokin, V.V.3    Sharpless, K.B.4
  • 39
    • 85032465352 scopus 로고    scopus 로고
    • Microwave-assisted one-pot three-component synthesis of imine 1,2,3-triazoles
    • [39] Souza, F.B., Pimenta, D.C., Stefani, H.A., Microwave-assisted one-pot three-component synthesis of imine 1,2,3-triazoles. Tetrahedron Lett. 57 (2016), 1592–1596.
    • (2016) Tetrahedron Lett. , vol.57 , pp. 1592-1596
    • Souza, F.B.1    Pimenta, D.C.2    Stefani, H.A.3
  • 40
    • 84861733851 scopus 로고    scopus 로고
    • Ultrasound-assisted one-pot synthesis of anti-CML nucleosides featuring 1,2,3-triazole nucleobase under iron-copper catalysis
    • [40] Driowya, M., Puissant, A., Robert, G., Auberger, P., Benhida, R., Bougrin, K., Ultrasound-assisted one-pot synthesis of anti-CML nucleosides featuring 1,2,3-triazole nucleobase under iron-copper catalysis. Ultrason. Sonochem. 19 (2012), 1132–1138.
    • (2012) Ultrason. Sonochem. , vol.19 , pp. 1132-1138
    • Driowya, M.1    Puissant, A.2    Robert, G.3    Auberger, P.4    Benhida, R.5    Bougrin, K.6
  • 41
    • 84939257575 scopus 로고    scopus 로고
    • On the rearrangement of some Z-arylhydrazones of 3-benzoyl-5-phenylisoxazoles into 2-aryl-4-phenacyl-2H-1,2,3-triazoles: a kinetic study of the substituent effects in boultoneKatritzky reactions
    • [41] Frenna, V., Piccionello, A.P., Spinelli, D., Ghelfi, F., On the rearrangement of some Z-arylhydrazones of 3-benzoyl-5-phenylisoxazoles into 2-aryl-4-phenacyl-2H-1,2,3-triazoles: a kinetic study of the substituent effects in boultoneKatritzky reactions. Tetrahedron 71 (2015), 7315–7322.
    • (2015) Tetrahedron , vol.71 , pp. 7315-7322
    • Frenna, V.1    Piccionello, A.P.2    Spinelli, D.3    Ghelfi, F.4
  • 42
    • 84940782987 scopus 로고    scopus 로고
    • Synthesis of 1,2-benzisoxazole tethered 1,2,3-triazoles that exhibit anticancer activity in acute myeloid leukemia cell lines by inhibiting histone deacetylases, and inducing p21 and tubulin acetylation
    • [42] Ashwini, N., Garg, M., Mohan, C.D., Fuchs, J.E., Rangappa, S., Anusha, S., Swaroop, T.R., Rakesh, K.S., Kanojia, D., Madan, V., Bender, A., Koeffler, H.P., Rangappa, K.S., Synthesis of 1,2-benzisoxazole tethered 1,2,3-triazoles that exhibit anticancer activity in acute myeloid leukemia cell lines by inhibiting histone deacetylases, and inducing p21 and tubulin acetylation. Bioorg. Med. Chem. 23 (2015), 6157–6165.
    • (2015) Bioorg. Med. Chem. , vol.23 , pp. 6157-6165
    • Ashwini, N.1    Garg, M.2    Mohan, C.D.3    Fuchs, J.E.4    Rangappa, S.5    Anusha, S.6    Swaroop, T.R.7    Rakesh, K.S.8    Kanojia, D.9    Madan, V.10    Bender, A.11    Koeffler, H.P.12    Rangappa, K.S.13
  • 44
    • 79954515330 scopus 로고    scopus 로고
    • One-pot synthesis of (3-phenylisoxazol-5-yl)methanol derivatives under ultrasound
    • [44] Shen, C.S., Zhang, Y.M., Gan, Y.M., Zhao, T.Q., Gu, Q., One-pot synthesis of (3-phenylisoxazol-5-yl)methanol derivatives under ultrasound. Lett. Org. Chem. 8 (2011), 278–281.
    • (2011) Lett. Org. Chem. , vol.8 , pp. 278-281
    • Shen, C.S.1    Zhang, Y.M.2    Gan, Y.M.3    Zhao, T.Q.4    Gu, Q.5
  • 45
    • 0029761595 scopus 로고    scopus 로고
    • Synthesis and antiretroviral evaluation of new alkoxy and aryloxy phosphate derivatives of 3′-azido-3′-deoxythymidine
    • [45] Calogeropoulou, T., Koufaki, M., Souli, C., Synthesis and antiretroviral evaluation of new alkoxy and aryloxy phosphate derivatives of 3′-azido-3′-deoxythymidine. J. Med. Chem. 39 (1996), 3418–3422.
    • (1996) J. Med. Chem. , vol.39 , pp. 3418-3422
    • Calogeropoulou, T.1    Koufaki, M.2    Souli, C.3
  • 46
    • 0035942511 scopus 로고    scopus 로고
    • Ether phospholipid-AZT conjugates possessing anti-HIV and antitumor cell activity. Synthesis, conformational analysis, and study of their thermal effects on membrane bilayers
    • [46] Mavromoustakos, T., Calogeropoulou, T., Koufaki, M., Kolocouris, A., Daliani, I., Demetzos, C., Meng, Z.X., Makriyannis, A., Balzarini, J., De Clercq, E., Ether phospholipid-AZT conjugates possessing anti-HIV and antitumor cell activity. Synthesis, conformational analysis, and study of their thermal effects on membrane bilayers. J. Med. Chem. 44 (2001), 1702–1709.
    • (2001) J. Med. Chem. , vol.44 , pp. 1702-1709
    • Mavromoustakos, T.1    Calogeropoulou, T.2    Koufaki, M.3    Kolocouris, A.4    Daliani, I.5    Demetzos, C.6    Meng, Z.X.7    Makriyannis, A.8    Balzarini, J.9    De Clercq, E.10
  • 47
    • 34247895612 scopus 로고    scopus 로고
    • Design, synthesis, and antitumor activity of bile acid–polyamine–nucleoside conjugates
    • [47] Wu, D.M., Ji, S.H., Wu, Y., Ju, Y., Zhao, Y.F., Design, synthesis, and antitumor activity of bile acid–polyamine–nucleoside conjugates. Bioorg. Med. Chem. Lett. 17 (2007), 2983–2986.
    • (2007) Bioorg. Med. Chem. Lett. , vol.17 , pp. 2983-2986
    • Wu, D.M.1    Ji, S.H.2    Wu, Y.3    Ju, Y.4    Zhao, Y.F.5
  • 49
    • 84929346603 scopus 로고    scopus 로고
    • 5′-Silylated 3′-1,2,3-triazolyl thymidine analogues as inhibitors of west nile virus and dengue virus
    • [49] Vernekar, S.K.V., Qiu, L., Zhang, J., Kankanala, J., Li, H.M., Geraghty, R.J., Wang, Z.Q., 5′-Silylated 3′-1,2,3-triazolyl thymidine analogues as inhibitors of west nile virus and dengue virus. J. Med. Chem. 58 (2015), 4016–4028.
    • (2015) J. Med. Chem. , vol.58 , pp. 4016-4028
    • Vernekar, S.K.V.1    Qiu, L.2    Zhang, J.3    Kankanala, J.4    Li, H.M.5    Geraghty, R.J.6    Wang, Z.Q.7
  • 50
  • 51
    • 84995804525 scopus 로고    scopus 로고
    • Novel pyrimidine-2,4-dionee1,2,3-triazole and furo[2,3-d]pyrimidine-2-onee1,2,3-triazole hybrids as potential anti-cancer agents: Synthesis, computational and X-ray analysis and biological evaluation
    • [51] Gregorić, T., Sedić, M., Grbčić, P., Paravić, A.T., Pavelić, S.K., Cetina, M., Vianello, R., Malić, S.R., Novel pyrimidine-2,4-dionee1,2,3-triazole and furo[2,3-d]pyrimidine-2-onee1,2,3-triazole hybrids as potential anti-cancer agents: Synthesis, computational and X-ray analysis and biological evaluation. Eur. J. Med. Chem. 125 (2017), 1247–1267.
    • (2017) Eur. J. Med. Chem. , vol.125 , pp. 1247-1267
    • Gregorić, T.1    Sedić, M.2    Grbčić, P.3    Paravić, A.T.4    Pavelić, S.K.5    Cetina, M.6    Vianello, R.7    Malić, S.R.8
  • 52
    • 0037156349 scopus 로고    scopus 로고
    • New synthetic analogues of N-acyl homoserine lactones as agonists or antagonists of transcriptional regulators involved in bacterial quorum sensing
    • [52] Reverchon, S., Chantegrel, B., Deshayes, C., Doutheau, A., Cotte-Pattat, N., New synthetic analogues of N-acyl homoserine lactones as agonists or antagonists of transcriptional regulators involved in bacterial quorum sensing. Bioorg. Med. Chem. Lett. 12 (2002), 1153–1157.
    • (2002) Bioorg. Med. Chem. Lett. , vol.12 , pp. 1153-1157
    • Reverchon, S.1    Chantegrel, B.2    Deshayes, C.3    Doutheau, A.4    Cotte-Pattat, N.5
  • 53
    • 0032035296 scopus 로고    scopus 로고
    • Self perception in bacteria: quorum sensing with acylated homoserine lactones
    • [53] Fuqua, C., Greenberg, E.P., Self perception in bacteria: quorum sensing with acylated homoserine lactones. Curr. Opin. Microbiol. 1 (1998), 183–189.
    • (1998) Curr. Opin. Microbiol. , vol.1 , pp. 183-189
    • Fuqua, C.1    Greenberg, E.P.2
  • 54
    • 84875622652 scopus 로고    scopus 로고
    • Design, synthesis and biological evaluation of N-sulfonyl homoserine lactone derivatives as inhibitors of quorum sensing in Chromobacterium violaceum
    • [54] Zhao, M., Yu, Y., Hua, Y., Yang, X., Xiao, J., Song, H., Design, synthesis and biological evaluation of N-sulfonyl homoserine lactone derivatives as inhibitors of quorum sensing in Chromobacterium violaceum. Molecules 18 (2013), 3266–3278.
    • (2013) Molecules , vol.18 , pp. 3266-3278
    • Zhao, M.1    Yu, Y.2    Hua, Y.3    Yang, X.4    Xiao, J.5    Song, H.6
  • 55
    • 33646892811 scopus 로고    scopus 로고
    • Inhibition of bacterial quorum sensing by vanilla extract
    • [55] Choo, J.H., Rukayadi, Y., Hwang, J.K., Inhibition of bacterial quorum sensing by vanilla extract. Lett. Appl. Microbiol. 42 (2006), 637–641.
    • (2006) Lett. Appl. Microbiol. , vol.42 , pp. 637-641
    • Choo, J.H.1    Rukayadi, Y.2    Hwang, J.K.3
  • 56
    • 3242764452 scopus 로고    scopus 로고
    • A simple screening protocol for the identification of quorum signal antagonists
    • [56] McLean, R.J., Pierson, L.S., Fuqua, C., A simple screening protocol for the identification of quorum signal antagonists. J. Microbiol. Methods 58 (2004), 351–360.
    • (2004) J. Microbiol. Methods , vol.58 , pp. 351-360
    • McLean, R.J.1    Pierson, L.S.2    Fuqua, C.3
  • 57
    • 79959853762 scopus 로고    scopus 로고
    • Antiquorum sensing activity of essential oils isolated from different species of the genus piper
    • [57] Olivero, J.T., Pájaro, N.P., Stashenko, E., Antiquorum sensing activity of essential oils isolated from different species of the genus piper. Vitae 18 (2011), 2145–2660.
    • (2011) Vitae , vol.18 , pp. 2145-2660
    • Olivero, J.T.1    Pájaro, N.P.2    Stashenko, E.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.