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Volumn 19, Issue 8, 2014, Pages 11722-11740

Synthesis of novel bisindolylmethane Schiff bases and their antibacterial activity

Author keywords

Antibacterial; Bisindole Schiff base; Bisindolylmethane; Indole; Nickel acetate; Sodium borohydride

Indexed keywords

1,1-BIS(3'-INDOLYL)METHANE; 4-NITROPHENYL; ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; BENZALDEHYDE DERIVATIVE; INDOLE; INDOLE DERIVATIVE; NITROPHENOL; SCHIFF BASE; TRIAZOLE DERIVATIVE;

EID: 84906674651     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules190811722     Document Type: Article
Times cited : (82)

References (46)
  • 1
    • 77956120372 scopus 로고    scopus 로고
    • Comparative in vitro activity profiles of novel bis-indole antibacterial against gram-positive and gram-negative clinical isolates
    • Butler, M.M.; Williams, J.D.; Peet, N.P.; Moir, D.T.; Panchal, R.G.; Bavari, S.; Bowlin, T.L. Comparative in vitro activity profiles of novel bis-indole antibacterial against gram-positive and gram-negative clinical isolates. Antimicrob. Agents Chemother. 2010, 54, 3974-3977.
    • (2010) Antimicrob. Agents Chemother. , vol.54 , pp. 3974-3977
    • Butler, M.M.1    Williams, J.D.2    Peet, N.P.3    Moir, D.T.4    Panchal, R.G.5    Bavari, S.6    Bowlin, T.L.7
  • 2
    • 67650591040 scopus 로고    scopus 로고
    • QSAR analysis of 1,3-diaryl-2-propen-1-ones and their indole analogs for designing potent antibacterial agents
    • Bhatia, N.M.; Mahadik, K.R.; Bhatia, M.S. QSAR analysis of 1,3-diaryl-2-propen-1-ones and their indole analogs for designing potent antibacterial agents. Chem. Pap. 2009, 63, 456-463.
    • (2009) Chem. Pap. , vol.63 , pp. 456-463
    • Bhatia, N.M.1    Mahadik, K.R.2    Bhatia, M.S.3
  • 3
    • 7244250314 scopus 로고    scopus 로고
    • Antibiotics: A shot in the arm
    • Leeb, M. Antibiotics: A shot in the arm. Nature 2004, 431, 892-893.
    • (2004) Nature , vol.431 , pp. 892-893
    • Leeb, M.1
  • 4
    • 33847693932 scopus 로고    scopus 로고
    • Synthesis, characterization and antibacterial activity of azomethine derivatives derived from 2-formylphenoxyacetic acid
    • Iqbal, A.; Siddiqui, H.L.; Ashraf, C.M.; Ahmad, M.; Weaver, G.W. Synthesis, characterization and antibacterial activity of azomethine derivatives derived from 2-formylphenoxyacetic acid. Molecules 2007, 12, 245-254.
    • (2007) Molecules , vol.12 , pp. 245-254
    • Iqbal, A.1    Siddiqui, H.L.2    Ashraf, C.M.3    Ahmad, M.4    Weaver, G.W.5
  • 5
    • 84878986364 scopus 로고    scopus 로고
    • Synthesis, characterization and antibacterial activity of some new pyrazole based Schiff bases
    • Malladi, S.; Isloor, A.M.; Isloor, S.; Akhila, D.S.; Fun, H.K. Synthesis, characterization and antibacterial activity of some new pyrazole based Schiff bases. Arab. J. Chem. 2013, 6, 335-340.
    • (2013) Arab. J. Chem. , vol.6 , pp. 335-340
    • Malladi, S.1    Isloor, A.M.2    Isloor, S.3    Akhila, D.S.4    Fun, H.K.5
  • 6
    • 73549100860 scopus 로고    scopus 로고
    • Synthesis, anti-bacterial and anti-fungal activities of some novel Schiff bases containing 2,4-disubstituted thiazole ring
    • Bharti, S.K.; Nath, G.; Tilak, R.; Singh, S.K. Synthesis, anti-bacterial and anti-fungal activities of some novel Schiff bases containing 2,4-disubstituted thiazole ring. Eur. J. Med. Chem. 2010, 45, 651-660.
    • (2010) Eur. J. Med. Chem. , vol.45 , pp. 651-660
    • Bharti, S.K.1    Nath, G.2    Tilak, R.3    Singh, S.K.4
  • 7
    • 84897451249 scopus 로고    scopus 로고
    • Schiff's base derivatives bearing nitroimidazole and quinoline nuclei: New class of anticancer agents and potential EGFR tyrosine kinase inhibitors
    • Makawana, J.A.; Sangani, C.B.; Lin, L.; Zhu, H.L. Schiff's base derivatives bearing nitroimidazole and quinoline nuclei: New class of anticancer agents and potential EGFR tyrosine kinase inhibitors. Bioorg. Med. Chem. Lett. 2014, 24, 1734-1736.
    • (2014) Bioorg. Med. Chem. Lett. , vol.24 , pp. 1734-1736
    • Makawana, J.A.1    Sangani, C.B.2    Lin, L.3    Zhu, H.L.4
  • 8
    • 80054911088 scopus 로고    scopus 로고
    • Synthesis, biological assay in vitro and molecular docking studies of new Schiff base derivatives as potential urease inhibitors
    • Aslam, M.A.S.; Mahmood, S.U.; Shahid, M.; Saeed, A.; Iqbal, J. Synthesis, biological assay in vitro and molecular docking studies of new Schiff base derivatives as potential urease inhibitors. Eur. J. Med. Chem. 2011, 46, 5473-5479.
    • (2011) Eur. J. Med. Chem. , vol.46 , pp. 5473-5479
    • Aslam, M.A.S.1    Mahmood, S.U.2    Shahid, M.3    Saeed, A.4    Iqbal, J.5
  • 9
    • 84885126789 scopus 로고    scopus 로고
    • Synthesis, evaluation of antioxidant activity and crystal structure of 2,4-dimethylbenzoylhydrazones
    • Taha, M.; Ismail, N.H.; Jamil, W.; Yousuf, S.; Jaafar, F.M.; Ali, M.I.; Hussain, E. Synthesis, evaluation of antioxidant activity and crystal structure of 2,4-dimethylbenzoylhydrazones. Molecules 2013, 18, 10912-10929.
    • (2013) Molecules , vol.18 , pp. 10912-10929
    • Taha, M.1    Ismail, N.H.2    Jamil, W.3    Yousuf, S.4    Jaafar, F.M.5    Ali, M.I.6    Hussain, E.7
  • 12
    • 84863768768 scopus 로고    scopus 로고
    • Synthesis of acylhydrazide Schiff bases and their anti-oxidant activity
    • Khan, K.M.; Taha, M.; Naz, F.; Ali, S.; Perveen, S.; Choudhary, M.I. Synthesis of acylhydrazide Schiff bases and their anti-oxidant activity. Med. Chem. 2012, 8, 705-710.
    • (2012) Med. Chem. , vol.8 , pp. 705-710
    • Khan, K.M.1    Taha, M.2    Naz, F.3    Ali, S.4    Perveen, S.5    Choudhary, M.I.6
  • 13
    • 84903316315 scopus 로고    scopus 로고
    • Synthesis, crystal structure, DFT studies and evaluation of the antioxidant activity of 3,4-dimethoxybenzenamine Schiff bases
    • Aziz, A.N.; Taha, M.; Ismail, N.H.; Anouar, E.H.; Yousuf, S.; Jamil, W.; Awang, K.; Ahmat, K.A.N.; Khan, K.M.; Kashif, S.M. Synthesis, crystal structure, DFT studies and evaluation of the antioxidant activity of 3,4- dimethoxybenzenamine Schiff bases. Molecules 2014, 19, 8414-8433
    • (2014) Molecules , vol.19 , pp. 8414-8433
    • Aziz, A.N.1    Taha, M.2    Ismail, N.H.3    Anouar, E.H.4    Yousuf, S.5    Jamil, W.6    Awang, K.7    Ahmat, K.A.N.8    Khan, K.M.9    Kashif, S.M.10
  • 14
    • 84893040474 scopus 로고    scopus 로고
    • Synthesis of 4-methoxybenzoylhydrazones and evaluation of their antiglycation activity
    • Taha, M.; Naz, H.; Rasheed, S.; Ismail, N.H.; Rahman, A.A.; Yousuf, S.; Choudhary, M.I. Synthesis of 4-methoxybenzoylhydrazones and evaluation of their antiglycation activity. Molecules 2014, 19, 1286-1301.
    • (2014) Molecules , vol.19 , pp. 1286-1301
    • Taha, M.1    Naz, H.2    Rasheed, S.3    Ismail, N.H.4    Rahman, A.A.5    Yousuf, S.6    Choudhary, M.I.7
  • 15
    • 80755125969 scopus 로고    scopus 로고
    • Synthesis of 2,4,6-trichlorophenyl hydrazones and their inhibitory potential against glycation of protein
    • Khan, K.M.; Shah, Z.; Ahmad, V.U.; Khan, M.; Taha, M.; Rahim, F.; Jahun. H.; Perveen, S.; Choudhary, M.I. Synthesis of 2,4,6-trichlorophenyl hydrazones and their inhibitory potential against glycation of protein. Med. Chem. 2011, 7, 572-580.
    • (2011) Med. Chem. , vol.7 , pp. 572-580
    • Khan, K.M.1    Shah, Z.2    Ahmad, V.U.3    Khan, M.4    Taha, M.5    Rahim, F.6    Jahun, H.7    Perveen, S.8    Choudhary, M.I.9
  • 19
    • 0141919788 scopus 로고    scopus 로고
    • Novel chemistry of indole in the synthesis of heterocycles
    • Gribble, G.W. Novel chemistry of indole in the synthesis of heterocycles. Pure Appl. Chem. 2013, 75, 1417-1432.
    • (2013) Pure Appl. Chem. , vol.75 , pp. 1417-1432
    • Gribble, G.W.1
  • 20
    • 84906712836 scopus 로고    scopus 로고
    • Synthetic approaches for bis(indolyl)methanes
    • Kaishap, P.P.; Dohutia, C. Synthetic approaches for bis(indolyl)methanes. Int. J. Pharm. Sci. Res. 2013, 4, 1312-1322.
    • (2013) Int. J. Pharm. Sci. Res. , vol.4 , pp. 1312-1322
    • Kaishap, P.P.1    Dohutia, C.2
  • 21
    • 84899651288 scopus 로고    scopus 로고
    • Synthesis of 6-nitro-4-sulfanyl-1H-indole derivatives from 2,4,6-trinitrotoluene
    • Rozhkov, V.V. Synthesis of 6-nitro-4-sulfanyl-1H-indole derivatives from 2,4,6-trinitrotoluene. Tetrahedron 2014, 70, 1-6.
    • (2014) Tetrahedron , vol.70 , pp. 1-6
    • Rozhkov, V.V.1
  • 22
    • 0021215828 scopus 로고
    • Potential anticonvulsants. VIII. Some hydrazones of indole-3- carboxaldehyde
    • Popp, F.D. Potential anticonvulsants. VIII. Some hydrazones of indole-3-carboxaldehyde. J. Heterocycl. Chem. 1984, 21, 617-619.
    • (1984) J. Heterocycl. Chem. , vol.21 , pp. 617-619
    • Popp, F.D.1
  • 23
    • 34247351629 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of new 3-substituted indole derivatives as potential anti-inflammatory and analgesic agents
    • Radwan, M.A.; Ragab, E.A.; Sabry, N.M.; El-Shenawy, S.M. Synthesis and biological evaluation of new 3-substituted indole derivatives as potential anti-inflammatory and analgesic agents. Bioorg. Med. Chem. 2007, 15, 3832-3841.
    • (2007) Bioorg. Med. Chem. , vol.15 , pp. 3832-3841
    • Radwan, M.A.1    Ragab, E.A.2    Sabry, N.M.3    El-Shenawy, S.M.4
  • 24
    • 33750893617 scopus 로고    scopus 로고
    • Synthesis and anti-microbial activity of pyrazolylbisindoles-promising anti-fungal compounds
    • Sivaprasad, G.; Perumal, P.T.; Prabavathy, V.R.; Mathivanan, N. Synthesis and anti-microbial activity of pyrazolylbisindoles-promising anti-fungal compounds. Bioorg. Med. Chem. Lett. 2006, 16, 6302-6305.
    • (2006) Bioorg. Med. Chem. Lett. , vol.16 , pp. 6302-6305
    • Sivaprasad, G.1    Perumal, P.T.2    Prabavathy, V.R.3    Mathivanan, N.4
  • 25
    • 0028605225 scopus 로고
    • Vibrindole A, a metabolite of the marine bacterium, Vibrio parahaemolyticus, isolated from the toxic mucus of the boxfish ostracioncubicus
    • Bell, R.; Carmeli, S.; Sar, N. Vibrindole A, a metabolite of the marine bacterium, Vibrio parahaemolyticus, isolated from the toxic mucus of the boxfish ostracioncubicus. J. Nat. Prod. 1994, 57, 1587-1590.
    • (1994) J. Nat. Prod. , vol.57 , pp. 1587-1590
    • Bell, R.1    Carmeli, S.2    Sar, N.3
  • 26
    • 67651095927 scopus 로고    scopus 로고
    • Synthesis, analgesic and anti-inflammatory activities of bis(indolyl)methanes
    • Sujatha, K.; Perumal, P.T.; Muralidharan, D.; Rajendra, M. Synthesis, analgesic and anti-inflammatory activities of bis(indolyl)methanes. Indian J. Chem. 2009, 48, 267-272.
    • (2009) Indian J. Chem. , vol.48 , pp. 267-272
    • Sujatha, K.1    Perumal, P.T.2    Muralidharan, D.3    Rajendra, M.4
  • 27
    • 0027948295 scopus 로고
    • Hamacanthin A and B, new antifungal bisindole alkaloids from the deep-water marine sponge, Hamacantha sp
    • Gunasekera, S.P.; Peter, J.M.; Michelle, K. Hamacanthin A and B, new antifungal bisindole alkaloids from the deep-water marine sponge, Hamacantha sp. J. Nat. Prod. 1994, 57, 1437-1441.
    • (1994) J. Nat. Prod. , vol.57 , pp. 1437-1441
    • Gunasekera, S.P.1    Peter, J.M.2    Michelle, K.3
  • 29
    • 0035016018 scopus 로고    scopus 로고
    • Methyl-substituted diindolylmethanes as inhibitors of estrogen-induced growth of T47D cells and mammary tumors in rats
    • McDougal, A.; Gupta, M.S.; Morrow, D.; Ramamoorthy, K.; Lee, J.E.; Safe, S.H. Methyl-substituted diindolylmethanes as inhibitors of estrogen-induced growth of T47D cells and mammary tumors in rats. Breast Cancer Res. Tr. 2001, 66, 147-157.
    • (2001) Breast Cancer Res. Tr. , vol.66 , pp. 147-157
    • McDougal, A.1    Gupta, M.S.2    Morrow, D.3    Ramamoorthy, K.4    Lee, J.E.5    Safe, S.H.6
  • 30
    • 51549095960 scopus 로고    scopus 로고
    • Cancer chemotherapy with indole-3-carbinol, bis(indolyl)methane and synthetic analogs
    • Safe, S.; Papineni, S.; Chintharlapalli, S. Cancer chemotherapy with indole-3-carbinol, bis(indolyl)methane and synthetic analogs. Cancer Lett. 2008, 269, 326-338.
    • (2008) Cancer Lett. , vol.269 , pp. 326-338
    • Safe, S.1    Papineni, S.2    Chintharlapalli, S.3
  • 31
    • 84926520715 scopus 로고    scopus 로고
    • Diet and estrogen status: The cruciferous connection
    • Micheal, A.Z. Diet and estrogen status: The cruciferous connection. J. Med. Food 1998, 1, 67-82.
    • (1998) J. Med. Food , vol.1 , pp. 67-82
    • Micheal, A.Z.1
  • 32
    • 0037087501 scopus 로고    scopus 로고
    • Bcl-2 family-mediated apoptotic effects of 3,3'-diindolylmethane (DIM) in human breast cancer cells
    • Hong, C.; Firestone, G.L.; Bjeldanes, L. Bcl-2 family-mediated apoptotic effects of 3,3'-diindolylmethane (DIM) in human breast cancer cells. Biochem. Pharmacol. 2002, 63, 1085-1097.
    • (2002) Biochem. Pharmacol. , vol.63 , pp. 1085-1097
    • Hong, C.1    Firestone, G.L.2    Bjeldanes, L.3
  • 33
    • 0038402729 scopus 로고    scopus 로고
    • Indole-3-carbinol and 3,3'-diindolylmethane induce apoptosis in human prostate cancer cells
    • Nachshon-Kedmi, M.; Yannai, S.; Haj, A.; Fares, F.A. Indole-3-carbinol and 3,3'-diindolylmethane induce apoptosis in human prostate cancer cells. Food Chem. Toxicol. 2003, 41, 745-752.
    • (2003) Food Chem. Toxicol. , vol.41 , pp. 745-752
    • Nachshon-Kedmi, M.1    Yannai, S.2    Haj, A.3    Fares, F.A.4
  • 34
    • 84875526498 scopus 로고    scopus 로고
    • 2,2'-Diphenyl-3,3'-diindolylmethane: A potent compound induces apoptosis in breast cancer cells by inhibiting EGFR pathway
    • Bhowmik, A.; Das, N.; Pal, U.; Mandal, M.; Bhattacharya, S.; Sarkar, M.; Ghosh, M.K. 2,2'-Diphenyl-3,3'-diindolylmethane: A potent compound induces apoptosis in breast cancer cells by inhibiting EGFR pathway. PLoS One 2013, 8, e59798.
    • (2013) PLoS One , vol.8
    • Bhowmik, A.1    Das, N.2    Pal, U.3    Mandal, M.4    Bhattacharya, S.5    Sarkar, M.6    Ghosh, M.K.7
  • 36
    • 84877646273 scopus 로고    scopus 로고
    • A novel approach to bis(indolyl)methanes using nickel nanoparticles as a reusable catalyst under solvent-free conditions
    • Olyaei, A.; Vaziri, M.; Razeghi, R.; Shams, B.; Bagheri, H. A novel approach to bis(indolyl)methanes using nickel nanoparticles as a reusable catalyst under solvent-free conditions. J. Serb. Chem. Soc. 2013, 78, 463-468.
    • (2013) J. Serb. Chem. Soc. , vol.78 , pp. 463-468
    • Olyaei, A.1    Vaziri, M.2    Razeghi, R.3    Shams, B.4    Bagheri, H.5
  • 37
    • 79959257804 scopus 로고    scopus 로고
    • One step synthesis of azo compounds from nitroaromatics and anilines
    • Zhao, R.; Tan, C.; Xie, Y.; Gao, C.; Liu, H.; Jiang, Y. One step synthesis of azo compounds from nitroaromatics and anilines. Tetrahedron Lett. 2011, 52, 3805-3809.
    • (2011) Tetrahedron Lett. , vol.52 , pp. 3805-3809
    • Zhao, R.1    Tan, C.2    Xie, Y.3    Gao, C.4    Liu, H.5    Jiang, Y.6
  • 39
    • 84901763286 scopus 로고    scopus 로고
    • 4-[5-(2-methoxyphenyl)-1,3,4-oxadiazol-2-yl]benzohydrazide
    • doi:10.3390/M826
    • Taha, M.; Ismail, N.H.; Imran, S.; Khan, K.M. 4-[5-(2-Methoxyphenyl)-1,3, 4-oxadiazol-2-yl]benzohydrazide. Molbank 2014, M826, doi:10.3390/M826.
    • (2014) Molbank
    • Taha, M.1    Ismail, N.H.2    Imran, S.3    Khan, K.M.4
  • 44
    • 81855172369 scopus 로고    scopus 로고
    • Synthesis of substituted flavone derivatives as potent antimicrobial agents
    • Venkatesan, P.; Maruthavanan, T. Synthesis of substituted flavone derivatives as potent antimicrobial agents. Bull. Chem. Soc. Ethiop. 2011, 25, 419-425.
    • (2011) Bull. Chem. Soc. Ethiop. , vol.25 , pp. 419-425
    • Venkatesan, P.1    Maruthavanan, T.2
  • 45
    • 79957565015 scopus 로고    scopus 로고
    • Synthesis, structure and antibacterial activity of 3-substituted derivatives of 4-hydroxycoumarin
    • Završnik, D.; Selma, Š.; Dženita, S. Synthesis, structure and antibacterial activity of 3-substituted derivatives of 4-hydroxycoumarin. Period. Biol. 2011, 113, 93-97.
    • (2011) Period. Biol. , vol.113 , pp. 93-97
    • Završnik, D.1    Selma, S.2    Dženita, S.3
  • 46
    • 84906668266 scopus 로고    scopus 로고
    • Synthesis, characterization and evaluation of antibacterial activity of some 3-substitutedphenylquinazoline-2,4-diones
    • Vagdevi, H.M.; Jayanna, N.D.; Latha, K.P. Synthesis, characterization and evaluation of antibacterial activity of some 3-substitutedphenylquinazoline-2, 4-diones. Pharm. Chem. 2012, 4, 1754-1758.
    • (2012) Pharm. Chem. , vol.4 , pp. 1754-1758
    • Vagdevi, H.M.1    Jayanna, N.D.2    Latha, K.P.3


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