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Volumn 60, Issue 1, 2010, Pages 22-29

Synthesis and anticonvulsant activity of new kojic acid derivatives

Author keywords

Kojic acid derivatives, anticonvulsant activity, neurotoxicity; Mannich reaction

Indexed keywords

2 (4 ACETYLPIPERAZIN 1 YL METHYL) 3 HYDROXY 6 HYDROXYMETHYL 4H PYRAN 4 ONE; 2 [4 (2 CHLOROPHENYL)PIPERAZIN 1 YLMETHYL] 3 HYDROXY 6 HYDROXYMETHYL 4H PYRAN 4 ONE; 2 [4 (3 CHLOROPHENYL)PIPERAZIN 1 YLMETHYL] 3 HYDROXY 6 HYDROXYMETHYL 4H PYRAN 4 ONE; 2 [4 (4 CHLOROPHENYL)PIPERAZIN 1 YLMETHYL] 3 HYDROXY 6 HYDROXYMETHYL 4H PYRAN 4 ONE; 2 [4 (4 FLUOROPHENYL)PIPERAZIN 1 YL METHYL] 3 HYDROXY 6 HYDROXYMETHYL 4H PYRAN 4 ONE; 3 HYDROXY 6 HYDROXYMETHYL 2 [4 (2 METHOXYPHENYL)PIPERAZIN 1 YLMETHYL] 4H PYRAN 4 ONE; 3 HYDROXY 6 HYDROXYMETHYL 2 [4 (3 TRIFLUOROMETHYLPHENYL)PIPERAZIN 1 YLMETHYL] 4H PYRAN 4 ONE; KOJIC ACID; TERT BUTYL 4 [[3 HYDROXY 6 (HYDROXYMETHYL) 4 OXO 4H PYRAN 2 YL]METHYL]PIPERAZINE 1 CARBOXYLATE; UNCLASSIFIED DRUG;

EID: 74949142323     PISSN: 00044172     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0031-1296244     Document Type: Article
Times cited : (41)

References (43)
  • 3
    • 33751426673 scopus 로고    scopus 로고
    • From miso, saké and shoyu to cosmetics: A century of science for kojic acid
    • Bentley R. From miso, saké and shoyu to cosmetics: a century of science for kojic acid. Nat Prod Rep. 2006;23:1046-62.
    • (2006) Nat Prod Rep , vol.23 , pp. 1046-1062
    • Bentley, R.1
  • 4
    • 74949141533 scopus 로고
    • Some new reactions and derivatives of kojic acid
    • Beelik A, Purves CB. Some new reactions and derivatives of kojic acid. Can J Chem Soc. 1955;33:1361-74.
    • (1955) Can J Chem Soc , vol.33 , pp. 1361-1374
    • Beelik, A.1    Purves, C.B.2
  • 5
    • 0345170081 scopus 로고    scopus 로고
    • Determination of the most stable structures of selected hydroxypyrones and their cations and anions
    • Zborowski K, Grybos R, Proniewicz LM. Determination of the most stable structures of selected hydroxypyrones and their cations and anions. J Mol Struct. 2003;639:87-100.
    • (2003) J Mol Struct , vol.639 , pp. 87-100
    • Zborowski, K.1    Grybos, R.2    Proniewicz, L.M.3
  • 6
    • 33646074303 scopus 로고    scopus 로고
    • Design, synthesis and redox properties of two ferrocene-containing iron chelators
    • Moggia F, Brisset H, Fages F, Chaix C, Mandrand B, Dias M, et al. Design, synthesis and redox properties of two ferrocene-containing iron chelators. Tetrahedron Lett. 2006;47:3371-4.
    • (2006) Tetrahedron Lett , vol.47 , pp. 3371-3374
    • Moggia, F.1    Brisset, H.2    Fages, F.3    Chaix, C.4    Mandrand, B.5    Dias, M.6
  • 8
    • 42449118889 scopus 로고    scopus 로고
    • Synthesis and characterisation of a novelmacrocyclic chelator with 3-hydroxy-4-pyrone chelating arms and its complexeswithmedicinally important metals
    • Yang CT, Sreerama SG, Hsieh WY, Liu S. Synthesis and characterisation of a novelmacrocyclic chelator with 3-hydroxy-4-pyrone chelating arms and its complexeswithmedicinally important metals. Inorg Chem. 2008;47:2719-27.
    • (2008) Inorg Chem , vol.47 , pp. 2719-2727
    • Yang, C.T.1    Sreerama, S.G.2    Hsieh, W.Y.3    Liu, S.4
  • 9
    • 0010906849 scopus 로고
    • Synthesis of some biologically active derivatives of 2-hydroxymethyl-5-hydroxy-4H-pyran-4-one. II. Synthesis and biological properties of S-substituted 2-thiomethyl-5-O-acyl derivatives
    • Veverka M. Synthesis of some biologically active derivatives of 2-hydroxymethyl-5-hydroxy-4H-pyran-4-one. II. Synthesis and biological properties of S-substituted 2-thiomethyl-5-O-acyl derivatives. Chem Papers. 1992;46(3):206-10.
    • (1992) Chem Papers , vol.46 , Issue.3 , pp. 206-210
    • Veverka, M.1
  • 10
    • 1642575042 scopus 로고    scopus 로고
    • Synthesis and evaluation of antimicrobial activity of new 3-hydroxy-6-methyl-4- oxo-4H-pyran-2- carboxamide derivative
    • Aytemir MD, Erol DD, Hider RC, Özalp M. Synthesis and evaluation of antimicrobial activity of new 3-hydroxy-6-methyl-4- oxo-4H-pyran-2- carboxamide derivative. Turk J Chem. 2003;27:757-64.
    • (2003) Turk J Chem , vol.27 , pp. 757-764
    • Aytemir, M.D.1    Erol, D.D.2    Hider, R.C.3    Özalp, M.4
  • 11
    • 0141628517 scopus 로고    scopus 로고
    • Synthesis of new antimicrobial agents; amide derivatives of pyranones and pyridinones
    • Aytemir MD, Hider RC, Erol DD, Özalp M, Ekizoǧlu M. Synthesis of new antimicrobial agents; amide derivatives of pyranones and pyridinones. Turk J Chem. 2003;27(4):445-52.
    • (2003) Turk J Chem , vol.27 , Issue.4 , pp. 445-452
    • Aytemir, M.D.1    Hider, R.C.2    Erol, D.D.3    Özalp, M.4    Ekizoǧlu, M.5
  • 12
    • 62549089138 scopus 로고    scopus 로고
    • Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one
    • Fassihi A, Abedi D, Saghaie L, Sabet R, Fazeli H, Bostaki G, et al. Synthesis, antimicrobial evaluation and QSAR study of some 3-hydroxypyridine-4-one and 3-hydroxypyran-4-one. Eur J Med Chem. 2009;44:2145-57.
    • (2009) Eur J Med Chem , vol.44 , pp. 2145-2157
    • Fassihi, A.1    Abedi, D.2    Saghaie, L.3    Sabet, R.4    Fazeli, H.5    Bostaki, G.6
  • 13
    • 3042765607 scopus 로고    scopus 로고
    • Aytemir MD, Çal?ş Ü, Özalp M. Synthesis and evaluation of anticonvulsant and antimicrobial activities of 3-hydroxy-6-methyl-2-substituted 4H-pyran-4-one derivatives. Arch PharmPharmMed Chem. 2004;337:281-8.
    • Aytemir MD, Çal?ş Ü, Özalp M. Synthesis and evaluation of anticonvulsant and antimicrobial activities of 3-hydroxy-6-methyl-2-substituted 4H-pyran-4-one derivatives. Arch PharmPharmMed Chem. 2004;337:281-8.
  • 14
    • 34247486130 scopus 로고    scopus 로고
    • Kojic acid-tripeptide amide as a new tyrosinase inhibitor
    • Noh JM, Kwak SY, Kim DH, Lee YS. Kojic acid-tripeptide amide as a new tyrosinase inhibitor. Biopolymers. 2007;88(2):300-7.
    • (2007) Biopolymers , vol.88 , Issue.2 , pp. 300-307
    • Noh, J.M.1    Kwak, S.Y.2    Kim, D.H.3    Lee, Y.S.4
  • 15
    • 0011399840 scopus 로고
    • Synthesis of some biologically active derivatives of 2-hydroxymethyl-5-hydroxy-4H-pyran-4-one
    • Veverka M, Kralovicova E. Synthesis of some biologically active derivatives of 2-hydroxymethyl-5-hydroxy-4H-pyran-4-one. Collect Czech Chem Commun. 1990;55:833-40.
    • (1990) Collect Czech Chem Commun , vol.55 , pp. 833-840
    • Veverka, M.1    Kralovicova, E.2
  • 17
    • 0000959692 scopus 로고
    • Synthesis of 5-hydroxy-2-hydroxymethyl- 4H-pyran-4-one derivatives with pesticide activity
    • Uher M, Konecny V, Rajniakova O. Synthesis of 5-hydroxy-2-hydroxymethyl- 4H-pyran-4-one derivatives with pesticide activity. Chem Pap Chem Zvesti. 1994;48(4):282-4.
    • (1994) Chem Pap Chem Zvesti , vol.48 , Issue.4 , pp. 282-284
    • Uher, M.1    Konecny, V.2    Rajniakova, O.3
  • 18
    • 0038371040 scopus 로고    scopus 로고
    • Effects of mycotoxins, kojic acid and oxalic acid, on biological fitness of Lygus hesperus (Heteroptera: Miridae)
    • Alverson J. Effects of mycotoxins, kojic acid and oxalic acid, on biological fitness of Lygus hesperus (Heteroptera: Miridae). J. Invertebr Pathol. 2003;83:60-2.
    • (2003) J. Invertebr Pathol , vol.83 , pp. 60-62
    • Alverson, J.1
  • 19
    • 34249800077 scopus 로고    scopus 로고
    • Kojic acid-absence of tumor-initiating activity in rat liver, and of carcinogenic and photo-genotoxic potential in mouse skin
    • Higa Y, Kawawbe M, Nabae K, Toda Y, Kitamoto S, Hara T et al. Kojic acid-absence of tumor-initiating activity in rat liver, and of carcinogenic and photo-genotoxic potential in mouse skin. J. Toxicological Sci. 2007;32(2):143-59.
    • (2007) J. Toxicological Sci , vol.32 , Issue.2 , pp. 143-159
    • Higa, Y.1    Kawawbe, M.2    Nabae, K.3    Toda, Y.4    Kitamoto, S.5    Hara, T.6
  • 20
    • 0000526884 scopus 로고
    • Synthesis and antitumor activity of tropolone derivatives. 6. Structure-activity relationships of antitumor-active tropolone and 8-hyroxyquinolone derivatives
    • Yamato M, Hashigaki K, Yasumoto Y, Sakai J, Luduena RF, Banerjee A, et al. Synthesis and antitumor activity of tropolone derivatives. 6. Structure-activity relationships of antitumor-active tropolone and 8-hyroxyquinolone derivatives. J Med Chem. 1987;30;1897-900.
    • (1987) J Med Chem , vol.30 , pp. 1897-1900
    • Yamato, M.1    Hashigaki, K.2    Yasumoto, Y.3    Sakai, J.4    Luduena, R.F.5    Banerjee, A.6
  • 21
    • 45549108700 scopus 로고    scopus 로고
    • Modular synthesis of candidate indole-based insulin mimics by Claisen rearrangement
    • Xiong X, Pirrung MC. Modular synthesis of candidate indole-based insulin mimics by Claisen rearrangement. Org Lett. 2008;10(6):1151-4.
    • (2008) Org Lett , vol.10 , Issue.6 , pp. 1151-1154
    • Xiong, X.1    Pirrung, M.C.2
  • 22
    • 44149122396 scopus 로고    scopus 로고
    • In vitro antiproliferative and cytotoxic activities of novel kojic acid derivatives: 5-benzyloxy-2-selenocyanotomethyl- and 5-methoxy-2- selenocyanotomethyl-4- pyranone
    • Fickova M, Pravdova E, Rondhai L, Uher M, Brtko J. In vitro antiproliferative and cytotoxic activities of novel kojic acid derivatives: 5-benzyloxy-2-selenocyanotomethyl- and 5-methoxy-2- selenocyanotomethyl-4- pyranone. J Appl Toxicol. 2008;28:554-9.
    • (2008) J Appl Toxicol , vol.28 , pp. 554-559
    • Fickova, M.1    Pravdova, E.2    Rondhai, L.3    Uher, M.4    Brtko, J.5
  • 24
    • 12244288290 scopus 로고    scopus 로고
    • Current limitations of antiepileptic drug therapy: A conference review
    • Deckers CLP, Genton P, Sills GJ, Schmidt D, Current limitations of antiepileptic drug therapy: a conference review. Epilepsy Res. 2003;53:1-17.
    • (2003) Epilepsy Res , vol.53 , pp. 1-17
    • Deckers, C.L.P.1    Genton, P.2    Sills, G.J.3    Schmidt, D.4
  • 25
    • 0036499726 scopus 로고    scopus 로고
    • Current status and future directions in the pharmacotherapy of epilepsy
    • Lösher W. Current status and future directions in the pharmacotherapy of epilepsy. Trends Pharmacol Sci. 2002;23:113-8.
    • (2002) Trends Pharmacol Sci , vol.23 , pp. 113-118
    • Lösher, W.1
  • 26
  • 27
    • 0019783245 scopus 로고
    • Neurochemical effects of kojic amine, a gabamimetic and its iInteraction with benzylamine oxidase
    • Ferkany JW, Andree TH, Ciarke DE, Enna SJ. Neurochemical effects of kojic amine, a gabamimetic and its iInteraction with benzylamine oxidase. Neuropharmacology. 1981;20:1177-82.
    • (1981) Neuropharmacology , vol.20 , pp. 1177-1182
    • Ferkany, J.W.1    Andree, T.H.2    Ciarke, D.E.3    Enna, S.J.4
  • 28
    • 0019847924 scopus 로고
    • Further evidence for a GABA-like action of kojic amine
    • Martin GE, Bendesky RJ. Further evidence for a GABA-like action of kojic amine. Neurosci Lett. 1981;27(1):37-40.
    • (1981) Neurosci Lett , vol.27 , Issue.1 , pp. 37-40
    • Martin, G.E.1    Bendesky, R.J.2
  • 30
    • 0023122056 scopus 로고
    • An antinociceptive profile of kojic amine: An analogue of γ-aminobutyric acid (GABA)
    • Pelley KA, Vaught JL, An antinociceptive profile of kojic amine: an analogue of γ-aminobutyric acid (GABA). Neuropharmacology 1987;26(4):301-7.
    • (1987) Neuropharmacology , vol.26 , Issue.4 , pp. 301-307
    • Pelley, K.A.1    Vaught, J.L.2
  • 31
    • 0016253966 scopus 로고
    • Studies on Passiflora incarnata dry extract. I. Isolation of maltol and pharmacological action of maltol and ethyl maltol
    • Aoyagi N, Kimura R, Murata T. Studies on Passiflora incarnata dry extract. I. Isolation of maltol and pharmacological action of maltol and ethyl maltol. Chem Pharm Bull. 1974;22(5):1008-13.
    • (1974) Chem Pharm Bull , vol.22 , Issue.5 , pp. 1008-1013
    • Aoyagi, N.1    Kimura, R.2    Murata, T.3
  • 33
    • 42549141801 scopus 로고    scopus 로고
    • Çal?ş Ü, Synthesis of some new hydroxypyranone derivatives and evaluation of their anticonvulsant activities
    • Aytemir MD, Çal?ş Ü, Synthesis of some new hydroxypyranone derivatives and evaluation of their anticonvulsant activities. FABAD J PharmSci. 2006;31:23-9.
    • (2006) FABAD J PharmSci , vol.31 , pp. 23-29
    • Aytemir, M.D.1
  • 34
    • 70350665227 scopus 로고    scopus 로고
    • Çal?ş Ü, Synthesis of some novel mannich bases derived from allomaltol and evaluation of their anticonvulsant activities
    • Aytemir MD, Çal?ş Ü, Synthesis of some novel mannich bases derived from allomaltol and evaluation of their anticonvulsant activities. Hacettepe Univ J Fac Pharm. 2007; 27(1):1-10.
    • (2007) Hacettepe Univ J Fac Pharm , vol.27 , Issue.1 , pp. 1-10
    • Aytemir, M.D.1
  • 36
    • 0012234798 scopus 로고    scopus 로고
    • Aytemir MD, Uzbay T, Erol DD. New 4(1H )-pyridinone derivatives as analgesic agents. Arzneimittelforschung. 1999;49(3):250-4.
    • Aytemir MD, Uzbay T, Erol DD. New 4(1H )-pyridinone derivatives as analgesic agents. Arzneimittelforschung. 1999;49(3):250-4.
  • 38
    • 2442473821 scopus 로고    scopus 로고
    • The monoethyl ester of meconic acid is an active site inhibitor of HCV NS5B RNA-dependent RNA polymerase
    • Pace P, Nizi E, Pacini B, Pesci S, Matassa V, Francesco RD, et al. The monoethyl ester of meconic acid is an active site inhibitor of HCV NS5B RNA-dependent RNA polymerase. Bioorg Med Chem Lett. 2004;14:3257-61.
    • (2004) Bioorg Med Chem Lett , vol.14 , pp. 3257-3261
    • Pace, P.1    Nizi, E.2    Pacini, B.3    Pesci, S.4    Matassa, V.5    Francesco, R.D.6
  • 39
    • 42949110248 scopus 로고    scopus 로고
    • Basic 3-hydroxypyridine-4-ones: Potential antimalarial agents
    • Dehkordi LS, Liu ZD, Hider RC. Basic 3-hydroxypyridine-4-ones: Potential antimalarial agents. Eur J Med Chem. 2008;43:1035-47.
    • (2008) Eur J Med Chem , vol.43 , pp. 1035-1047
    • Dehkordi, L.S.1    Liu, Z.D.2    Hider, R.C.3
  • 41
    • 32244448320 scopus 로고    scopus 로고
    • 3-Hydroxy-2-[4-(2- hydroxyethyl)piperazin-1-ylmethyl]-6-methylpyran-4-one
    • İskeleli NO, Işik Ş, Aytemir MD. 3-Hydroxy-2-[4-(2- hydroxyethyl)piperazin-1-ylmethyl]-6-methylpyran-4-one. Acta Crystallogr. 2005;E61:1947-9.
    • (2005) Acta Crystallogr , vol.E61 , pp. 1947-1949
    • İskeleli, N.O.1    Işik, S.2    Aytemir, M.D.3
  • 42
    • 18444374156 scopus 로고    scopus 로고
    • 3-Hydroxy-6-methyl-2-[4-(3- trifluoromethyl phenyl)piperazin-1-ylmethyl]-4H-pyran-4-one
    • Köysal Y, Işik S, Aytemir MD. 3-Hydroxy-6-methyl-2-[4-(3- trifluoromethyl phenyl)piperazin-1-ylmethyl]-4H-pyran-4-one. Acta Crystallogr. 2004;E60:112-4.
    • (2004) Acta Crystallogr , vol.E60 , pp. 112-114
    • Köysal, Y.1    Işik, S.2    Aytemir, M.D.3
  • 43
    • 33947447565 scopus 로고
    • Mannich bases from kojic acid and aryl amines
    • Woods LL. Mannich bases from kojic acid and aryl amines. J Am Chem Soc. 1946;68:2744-5.
    • (1946) J Am Chem Soc , vol.68 , pp. 2744-2745
    • Woods, L.L.1


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