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Volumn 16, Issue 11, 2011, Pages 9129-9141

Synthesis and antifungal activity of novel sulfone derivatives containing 1,3,4-oxadiazole moieties

Author keywords

Antifungal activity; Oxadiazole; Sulfone

Indexed keywords

ANTIFUNGAL AGENT; OXADIAZOLE DERIVATIVE; SULFONE;

EID: 82255185743     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules16119129     Document Type: Article
Times cited : (96)

References (29)
  • 1
    • 22544483267 scopus 로고    scopus 로고
    • Century of fungicide evolution
    • Russell, P.E. A century of fungicide evolution. J. Agric. Sci. 2005, 143, 11-25.
    • (2005) J. Agric. Sci. , vol.143 , pp. 11-25
    • Russell, P.E.A.1
  • 2
    • 0033942306 scopus 로고    scopus 로고
    • Biopesticides: A review of their action, applications and efficacy
    • Copping, L.G.; Menn, J.J. Biopesticides: A review of their action, applications and efficacy. Pest. Manag. Sci. 2000, 56, 651-767.
    • (2000) Pest. Manag. Sci. , vol.56 , pp. 651-767
    • Copping, L.G.1    Menn, J.J.2
  • 3
    • 82255161082 scopus 로고
    • Benzoxazole and benzothiazole derivatives. WO 9406783, 1994
    • Fitzjohn, S.; Robinson, M.P. Benzoxazole and benzothiazole derivatives. WO 9406783, 1994 (Chem. Abst. 1994, 121, 9394f).
    • (1994) Chem. Abst. , vol.121
    • Fitzjohn, S.1    Robinson, M.P.2
  • 4
    • 82255191046 scopus 로고
    • Preparation of disulfonylthiadiazoles and their use as agrochemical microbicides. JP 94116252, 1994
    • Hiromichi, I.; Masakazu, T.; Ten, U.; Seiichi, K. Preparation of disulfonylthiadiazoles and their use as agrochemical microbicides. JP 94116252, 1994 (Chem. Abst. 1994, 121, 127847).
    • (1994) Chem. Abst. , vol.121 , pp. 127847
    • Hiromichi, I.1    Masakazu, T.2    Ten, U.3    Seiichi, K.4
  • 5
    • 82255165037 scopus 로고    scopus 로고
    • Isoxazoline derivatives and their preparation, herbicidal composition, and use as herbicides to control weeds or plant growth inhibition. WO 2006024820, 2006
    • Plant, A.; Boehmer, J.E.; Black, J.; Sparks, T.D. Isoxazoline derivatives and their preparation, herbicidal composition, and use as herbicides to control weeds or plant growth inhibition. WO 2006024820, 2006 (Chem. Abst. 2006, 144, 274262v).
    • (2006) Chem. Abst. , vol.144
    • Plant, A.1    Boehmer, J.E.2    Black, J.3    Sparks, T.D.4
  • 6
    • 33644784714 scopus 로고    scopus 로고
    • Synthesis and in vitro anti-hepatitis B virus activities of some ethyl 5-hydroxy-1H-indole-3-carboxylates
    • DOI 10.1016/j.bmc.2005.11.033, PII S0968089605010990
    • Gong, P.; Chai, H.F.; Zhao, Y.F.; Zhao, C.S. Synthesis and in vitro anti-hepatitis B virus activities of some ethyl 5-hydroxy-1H-indole-3- carboxylates. Bioorg. Med. Chem. 2006, 14, 2552-2558. (Pubitemid 43343642)
    • (2006) Bioorganic and Medicinal Chemistry , vol.14 , Issue.8 , pp. 2552-2558
    • Zhao, C.1    Zhao, Y.2    Chai, H.3    Gong, P.4
  • 7
    • 0042384843 scopus 로고    scopus 로고
    • Crystal structure and antitumor activity of tri[2-[N-(4'- methylbenzylsulfonyl) amino]ethyl]-amine
    • Tai, X.S.; Yin, X.H.; Tan, M.Y. Crystal structure and antitumor activity of tri[2-[N-(4'-methylbenzylsulfonyl) amino]ethyl]-amine. Chin. J. Struct. Chem. 2003, 22, 411-414.
    • (2003) Chin. J. Struct. Chem. , vol.22 , pp. 411-414
    • Tai, X.S.1    Yin, X.H.2    Tan, M.Y.3
  • 10
    • 1342321756 scopus 로고    scopus 로고
    • Anti-HIV-1 activity of pyrryl aryl sulfone (PAS) derivatives: Synthesis and SAR studies of novel esters and amides at the position 2 of the pyrrole nucleus
    • DOI 10.1016/j.farmac.2003.11.004
    • Silvestri, R.; Artico, M.; Regina, G.L. Anti-HIV-1 activity of pyrryl aryl sulfone (PAS) derivatives: Synthesis and SAR studies of novel esters and amides at the position 2 of the pyrrole nucleus. Farmaco 2004, 59, 201-210. (Pubitemid 38251617)
    • (2004) Farmaco , vol.59 , Issue.3 , pp. 201-210
    • Silvestri, R.1    Artico, M.2    La Regina, G.3    De Martino, G.4    La Colla, M.5    Loddo, R.6    La Colla, P.7
  • 11
    • 33746955634 scopus 로고    scopus 로고
    • Synthesis, antibacterial and antitubercular activities of some 7-[4-(5-amino-[1,3,4]thiadiazole-2-sulfonyl)-piperazin -1-yl] fluoroquinolonic derivatives
    • DOI 10.1016/j.ejmech.2006.03.027, PII S0223523406001553
    • Talath, S.; Gadad, A.K. Synthesis, antibacterial and anti-tubercular activities of some 7-[4-(5- amino-[1,3,4]thiadiazole-2-sulfonyl)-piperazin-1-yl] fluoroquinolonic derivatives. Eur. J. Med. Chem. 2006, 41, 918-924. (Pubitemid 44202638)
    • (2006) European Journal of Medicinal Chemistry , vol.41 , Issue.8 , pp. 918-924
    • Talath, S.1    Gadad, A.K.2
  • 12
    • 0012274535 scopus 로고
    • Preparation of 2, 5-bis (alkylsulfonyl)-1, 3,4- thiadiazoles as agrochemical fungicides. de 3838432, 1990
    • Diehr, H.J.; Marhold, A.; Brandes, W.; Hanssler, G. Preparation of 2,5-bis (alkylsulfonyl)-1,3,4- thiadiazoles as agrochemical fungicides. DE 3838432, 1990 (Chem. Abst. 1990, 113, 191364f).
    • (1990) Chem. Abst. , vol.113
    • Diehr, H.J.1    Marhold, A.2    Brandes, W.3    Hanssler, G.4
  • 13
    • 4243761641 scopus 로고    scopus 로고
    • Nitrophenyl sulfonyl imidazoles and use thereof for controlling vegetable and animal pests. US 20020094936 A1, 2002
    • Assmann, L.; Stenzel, K.; Erdelen, C.; Kugler, M.; Wachtler, P. Nitrophenyl sulfonyl imidazoles and use thereof for controlling vegetable and animal pests. US 20020094936 A1, 2002 (Chem. Abst. 2002, 130, 125074).
    • (2002) Chem. Abst. , vol.130 , pp. 125074
    • Assmann, L.1    Stenzel, K.2    Erdelen, C.3    Kugler, M.4    Wachtler, P.5
  • 14
    • 62549086690 scopus 로고    scopus 로고
    • Synthesis and bioactivity of 2-substituted amino-5- pyrazolyl-1,3,4- oxadiazoles
    • Yuan, D.K.; Li, Z.M.; Zhao, W.G.; Chen, H.S. Synthesis and bioactivity of 2-substituted amino-5- pyrazolyl-1,3,4-oxadiazoles. Chin. J. Appl. Chem. 2003, 20, 624-628.
    • (2003) Chin. J. Appl. Chem. , vol.20 , pp. 624-628
    • Yuan, D.K.1    Li, Z.M.2    Zhao, W.G.3    Chen, H.S.4
  • 15
    • 4043176359 scopus 로고    scopus 로고
    • Development of a novel fungicide, eyazofamid
    • Ohshima, T.; Komyojia, T.; Mitani, S. Development of a novel fungicide, eyazofamid. J. Pestic. Sci. 2004, 29, 136-138.
    • (2004) J. Pestic. Sci. , vol.29 , pp. 136-138
    • Ohshima, T.1    Komyojia, T.2    Mitani, S.3
  • 16
    • 82255191045 scopus 로고
    • Imidazole compounds and biocidal compositions comprising the same. EP 0298196A1, 1989
    • Komyji, N.; Terumasa, K.; Kazumi, S.; Keiichiro, I. Imidazole compounds and biocidal compositions comprising the same. EP 0298196A1, 1989 (Chem. Abst. 1989, 110, 192824).
    • (1989) Chem. Abst. , vol.110 , pp. 192824
    • Komyji, N.1    Terumasa, K.2    Kazumi, S.3    Keiichiro, I.4
  • 17
    • 0034748113 scopus 로고    scopus 로고
    • Syntheses and biological activities of novel diheterocyclic compounds containing 1,2,4-Triazolo[1,5-a]pyrimidine and 1,3,4-Oxadiazole
    • DOI 10.1002/jctb.500
    • Liu, Z.; Yang, G.; Qin, X. Syntheses and biological activities of novel diheterocyclic compounds containing 1,2,4-triazolo[1,5-α]pyrimidine and 1,3,4-oxadiazole. J. Chem. Technol. Biotechnol. 2001, 76, 1154-1158. (Pubitemid 33026359)
    • (2001) Journal of Chemical Technology and Biotechnology , vol.76 , Issue.11 , pp. 1154-1158
    • Liu, Z.1    Yang, G.2    Qin, X.3
  • 18
    • 77949374897 scopus 로고    scopus 로고
    • Design synthesis, and 3D-QSAR analysis of novel 1,3,4-oxadiazol-2(3H)- ones as protoporphyrinogen oxidase inhibitors
    • Jiang, L.; Tan, Y.; Zhu, X.; Wang, Z.; Zuo, Y.; Chen, Q.; Xi, Z.; Yang, G.F. Design, synthesis, and 3D-QSAR analysis of novel 1,3,4-oxadiazol-2(3H)-ones as protoporphyrinogen oxidase inhibitors. J. Agric. Food Chem. 2010, 58, 2643-2651.
    • (2010) J. Agric. Food Chem. , vol.58 , pp. 2643-2651
    • Jiang, L.1    Tan, Y.2    Zhu, X.3    Wang, Z.4    Zuo, Y.5    Chen, Q.6    Xi, Z.7    Yang, G.F.8
  • 19
    • 0030272255 scopus 로고    scopus 로고
    • Syntheses and insecticidal activities of novel 2,5-disubstituted-1,3,4- oxadiazoles
    • DOI 10.1002/(SICI)1097-4660(199610)67:2<124::AID-JCTB528>3.0.CO;2-G
    • Qian, X.; Zhang, R. Syntheses and insecticidal activities of novel 2,5-disubstituted-1,3,4- oxadiazoles. J. Chem. Tech. Biotechnol. 1996, 67, 124-130. (Pubitemid 26381500)
    • (1996) Journal of Chemical Technology and Biotechnology , vol.67 , Issue.2 , pp. 124-130
    • Qian, X.1    Zhang, R.2
  • 20
    • 0037227705 scopus 로고    scopus 로고
    • Synthesis and antifeedant activity of new oxadiazolyl 3(2H)-pyridazinones
    • Cao, S.; Qian, X.; Song, G.; Chai, B.; Jiang, Z. Synthesis and antifeedant activity of new oxadiazolyl 3(2H)-pyridazinones, J. Agric. Food Chem. 2003, 51, 152-155.
    • (2003) J. Agric. Food Chem. , vol.51 , pp. 152-155
    • Cao, S.1    Qian, X.2    Song, G.3    Chai, B.4    Jiang, Z.5
  • 22
    • 34247569863 scopus 로고    scopus 로고
    • Synthesis and antifungal activities of 5-(3,4,5-trimethoxyphenyl)-2- sulfonyl-1,3,4-thiadiazole and 5-(3,4,5-trimethoxyphenyl)-2-sulfonyl-1,3,4- oxadiazole derivatives
    • DOI 10.1016/j.bmc.2007.04.014, PII S0968089607003173
    • Chen, C.J.; Song, B.A.; Yang, S.; Xu, G.F.; Bhadury, P.S.; Jin, L.H.; Hu, D.Y.; Li, Q.Z.; Liu, F.; Xue, W.; et al. Synthesis and antifungal activities of 5-(3,4,5-trimethoxyphenyl)-2-sulfonyl-1,3,4- thiadiazole and 5-(3,4,5-trimethoxyphenyl)-2-sulfonyl-1,3,4-oxadiazole derivatives. Bioorg. Med. Chem. 2007, 15, 3981-3989. (Pubitemid 46678854)
    • (2007) Bioorganic and Medicinal Chemistry , vol.15 , Issue.12 , pp. 3981-3989
    • Chen, C.-J.1    Song, B.-A.2    Yang, S.3    Xu, G.-F.4    Bhadury, P.S.5    Jin, L.-H.6    Hu, D.-Y.7    Li, Q.-Z.8    Liu, F.9    Xue, W.10    Lu, P.11    Chen, Z.12
  • 23
    • 41649120338 scopus 로고    scopus 로고
    • Synthesis and antifungal activity of novel sulfoxide derivatives containing trimethoxyphenyl substituted 1,3,4-thiadiazole and 1,3,4-oxadiazole moiety
    • DOI 10.1016/j.bmc.2008.02.006, PII S096808960800117X
    • Liu, F.; Luo, X.Q.; Song, B.A.; Bhadury, P.S.; Yang, S.; Jin, L.H.; Xue, W.; Hu, D.Y. Synthesis and antifungal activity of novel sulfoxide derivatives containing trimethoxyphenyl substituted 1,3,4-thiadiazole and 1,3,4-oxadiazole moiety. Bioorg. Med. Chem. 2008, 16, 3632-3640. (Pubitemid 351484045)
    • (2008) Bioorganic and Medicinal Chemistry , vol.16 , Issue.7 , pp. 3632-3640
    • Liu, F.1    Luo, X.-Q.2    Song, B.-A.3    Bhadury, P.S.4    Yang, S.5    Jin, L.-H.6    Xue, W.7    Hu, D.-Y.8
  • 24
    • 0242406692 scopus 로고    scopus 로고
    • Synthesis of fluoro-substituted monomers bearing a functionalised lateral chain: Part 2. Preparation of sulfoxides and sulfones containing monomers
    • Pees, B.; Paul, J.M.; Oget, N.; Sindt, M.; Mieloszynski, J.L. Synthesis of fluoro-substituted monomers bearing a functionalised lateral chain: Part 2. Preparation of sulfoxides and sulfones containing monomers. J. Fluorine Chem. 2003, 124, 139-146.
    • (2003) J. Fluorine Chem. , vol.124 , pp. 139-146
    • Pees, B.1    Paul, J.M.2    Oget, N.3    Sindt, M.4    Mieloszynski, J.L.5
  • 25
    • 0000918684 scopus 로고    scopus 로고
    • Selective synthesis of sulfoxides and sulfones by methyltrioxorhenium- catalyzed oxidation of sulfides with hydrogen peroxide
    • Yamazaki, S. Selective synthesis of sulfones and sulfoxides by methytrioxorhenium catalyzed oxidation of sulfides with hydrogen peroxide. Bull. Chem. Soc. Jpn. 1996, 69, 2955-2959. (Pubitemid 126476895)
    • (1996) Bulletin of the Chemical Society of Japan , vol.69 , Issue.10 , pp. 2955-2959
    • Yamazaki, S.1
  • 26
    • 0000146269 scopus 로고
    • A novel synthesis of peptides based on the photochemistry of 5-azido-1,3,4-oxadiazoles
    • Confalone, P.N.; Woodward, R.B. A novel synthesis of peptides based on the photochemistry of 5-azido-1,3,4-oxadiazoles. J. Am. Chem. Soc. 1983, 105, 902-906.
    • (1983) J. Am. Chem. Soc. , vol.105 , pp. 902-906
    • Confalone, P.N.1    Woodward, R.B.2
  • 27
    • 33744980870 scopus 로고    scopus 로고
    • Synthesis, structure and antitumor activity of 2-alkylthio-5-(3,4,5- trimethoxyphenyl)-1,3,4-thiadiazole compounds
    • Song, B.A.; Chen, C.J.; Yang, S.; Jin, L.H.; Xue, W.; Zhang, S.M.; Zou, Z.H.; Hu, D.Y. Synthesis, structure and antitumor activity of 2-alkylthio-5-(3,4,5-trimethoxyphenyl)-1,3,4-thiadiazole compounds. Acta Chim. Sinica 2005, 63, 1720-1726. (Pubitemid 44518902)
    • (2005) Acta Chimica Sinica , vol.63 , Issue.18 , pp. 1720-1726
    • Song, B.-A.1    Chen, C.-J.2    Yang, S.3    Jin, L.-H.4    Xue, W.5    Zhang, S.-M.6    Zou, Z.-H.7    Hu, D.-Y.8    Liu, G.9
  • 28
    • 34247569863 scopus 로고    scopus 로고
    • Synthesis and antifungal activities of 5-(3,4,5-trimethoxyphenyl)-2- sulfonyl-1,3,4-thiadiazole and 5-(3,4,5-trimethoxyphenyl)-2-sulfonyl-1,3,4- oxadiazole derivatives
    • DOI 10.1016/j.bmc.2007.04.014, PII S0968089607003173
    • Chen, C.J.; Song, B.A.; Yang, S.; Xu, G.F.; Bhadury, P.S.; Jin, L.H.; Hu, D.Y.; Li, Q.Z.; Liu, F.; Xue, W.; et al. Synthesis and antifungal activities of 5-(3,4,5-trimethoxyphenyl)- 2-sulfonyl-1,3,4- thiadiazole and 5-(3,4,5-trimethoxyphenyl)-2-sulfonyl-1,3,4-oxadiazole derivatives. Bioorg. Med. Chem. 2007, 15, 3981-3989. (Pubitemid 46678854)
    • (2007) Bioorganic and Medicinal Chemistry , vol.15 , Issue.12 , pp. 3981-3989
    • Chen, C.-J.1    Song, B.-A.2    Yang, S.3    Xu, G.-F.4    Bhadury, P.S.5    Jin, L.-H.6    Hu, D.-Y.7    Li, Q.-Z.8    Liu, F.9    Xue, W.10    Lu, P.11    Chen, Z.12
  • 29
    • 33645757110 scopus 로고    scopus 로고
    • Antifungal activity of 4-methyl-6-alkyl-2H-pyran-2-ones
    • Tarun, K.C.; Prem, D.J. Antifungal activity of 4-methyl-6-alkyl-2H-pyran- 2-ones. J. Agric. Food Chem. 2006, 54, 2129-2133.
    • (2006) J. Agric. Food Chem. , vol.54 , pp. 2129-2133
    • Tarun, K.C.1    Prem, D.J.2


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