메뉴 건너뛰기




Volumn 31, Issue 1, 2006, Pages 23-29

Synthesis of some new hydroxypyranone derivatives and evaluation of their anticonvulsant activities

Author keywords

Allomaltol; Anticonvulsant activity; Hydroxypyranone derivatives; Kojic acid; Mannich reaction

Indexed keywords

2 (1,4' BIPIPERIDIN 1' YLMETHYL) 3 HYDROXY 6 METHYL 4H PYRAN 4 ONE; 2 (CHLOROMETHYL) 5 HYDROXY 4H PYRAN 4 ONE; 2 [[4 (2,3 DIMETHYLPHENYL)PIPERAZIN 1 YL]METHY] 3 HYDROXY 6 METHYL 4H PYRAN 4 ONE; 2 [[4 (3 CHLOROPHENYL)PIPERAZIN 1 YL]METHYL] 3 HYDROXY 6 METHYL 4H PYRAN 4 ONE; 3 HYDROXY 6 METHYL 2 (MORPHOLIN 4 YLMETHYL) 4H PYRAN 4 ONE; 3 HYDROXY 6 METHYL 2 [(4 PYRIMIDIN 2 YLPIPERAZIN 1 YL)METHYL] 4H PYRAN 4 ONE; 5 HYDROXY 2 METHYL 4H PYRAN 4 ONE; ANTICONVULSIVE AGENT; KOJIC ACID; PENTETRAZOLE; UNCLASSIFIED DRUG;

EID: 42549141801     PISSN: 13004182     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article
Times cited : (8)

References (30)
  • 1
    • 13444250001 scopus 로고    scopus 로고
    • New anticonvulsant agents
    • Malawska B. New anticonvulsant agents, Curr. Top. Med. Chem., 5(1), 69-85, 2005.
    • (2005) Curr. Top. Med. Chem , vol.5 , Issue.1 , pp. 69-85
    • Malawska, B.1
  • 2
    • 33744989670 scopus 로고    scopus 로고
    • Design, synthesis and in vivo anticonvulsant screening in mice of novel phenylacetamides
    • Shindikar AV, Khan F, Viswanathan CL. Design, synthesis and in vivo anticonvulsant screening in mice of novel phenylacetamides, Eur. J. Med. Chem., 41, 786-792, 2006.
    • (2006) Eur. J. Med. Chem , vol.41 , pp. 786-792
    • Shindikar, A.V.1    Khan, F.2    Viswanathan, C.L.3
  • 3
    • 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., 55, 833-840, 1990.
    • (1990) Collect. Czech. Chem. Commun , vol.55 , pp. 833-840
    • Veverka, M.1    Kralovicova, E.2
  • 4
    • 0010471672 scopus 로고
    • Amino acid and peptide derivatives of kojic acid and their antifungal properties
    • Kayahara H, Shibata N, Tadasa K, Maeda H, Kotani T, Ichimoto I. Amino acid and peptide derivatives of kojic acid and their antifungal properties, Agr. Biol. Chem., 54(9), 2441-2442, 1990.
    • (1990) Agr. Biol. Chem , vol.54 , Issue.9 , pp. 2441-2442
    • Kayahara, H.1    Shibata, N.2    Tadasa, K.3    Maeda, H.4    Kotani, T.5    Ichimoto, I.6
  • 5
    • 0016617615 scopus 로고
    • Structure-activity study of bacteriostatic kojic acid analogs
    • Kotani T, Ichimoto I, Tatsumi C, Fujita T. Structure-activity study of bacteriostatic kojic acid analogs, Agr. Biol. Chem., 39(6), 1311-1317, 1975.
    • (1975) Agr. Biol. Chem , vol.39 , Issue.6 , pp. 1311-1317
    • Kotani, T.1    Ichimoto, I.2    Tatsumi, C.3    Fujita, T.4
  • 6
    • 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., 27(4), 445-452, 2003.
    • (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
  • 7
    • 1642575042 scopus 로고    scopus 로고
    • Synthesis and evaluation of antimicrobial activity of new 3-hydroxy-6-methyl-4-oxo-4H-pyran-2- carboxamide derivatives
    • 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 derivatives, Turk J. Chem., 27(6), 757-764, 2003.
    • (2003) Turk J. Chem , vol.27 , Issue.6 , pp. 757-764
    • Aytemir, M.D.1    Erol, D.D.2    Hider, R.C.3    Özalp, M.4
  • 8
    • 20944444230 scopus 로고    scopus 로고
    • Repeated-batch production of kojic acid in a cell-retention fermenter using Aspergillus oryae M3B9
    • Wan HM, Chen CC, Giridhar R, Chang TS, Wu WT. Repeated-batch production of kojic acid in a cell-retention fermenter using Aspergillus oryae M3B9, J. Ind. Microbiol. Biotechnol., 32(6), 227-233, 2005.
    • (2005) J. Ind. Microbiol. Biotechnol , vol.32 , Issue.6 , pp. 227-233
    • Wan, H.M.1    Chen, C.C.2    Giridhar, R.3    Chang, T.S.4    Wu, W.T.5
  • 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, 46(3), 206-210, 1992.
    • (1992) Chem. Papers , vol.46 , Issue.3 , pp. 206-210
    • Veverka, M.1
  • 10
    • 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. Papers, 48(4), 282-284, 1994.
    • (1994) Chem. Papers , vol.48 , Issue.4 , pp. 282-284
    • Uher, M.1    Konecny, V.2    Rajniakova, O.3
  • 11
    • 0000526884 scopus 로고
    • Synthesis and antitumor activity of tropolone derivatives. 6. Structure-activity relationships of antitumor-active tropolone and 8-hydroxyquinoline derivatives
    • Yamato M, Yasumoto Y, Sakai J, Luduena RF, Baneerjee A, Tashiro T. Synthesis and antitumor activity of tropolone derivatives. 6. Structure-activity relationships of antitumor-active tropolone and 8-hydroxyquinoline derivatives, J. Med. Chem., 30, 1897-1900, 1987.
    • (1987) J. Med. Chem , vol.30 , pp. 1897-1900
    • Yamato, M.1    Yasumoto, Y.2    Sakai, J.3    Luduena, R.F.4    Baneerjee, A.5    Tashiro, T.6
  • 12
    • 33745095974 scopus 로고    scopus 로고
    • Absence of in vivo genotoxic potential and tumor initiation activity of kojic acid in the rat thyroid
    • Tamura T, Mitsumori K, Totsuka Y, Wakabayashi K, Kido R, Kasai H, Nasu M, Hirose M. Absence of in vivo genotoxic potential and tumor initiation activity of kojic acid in the rat thyroid, Toxicology, 222(3), 213-224, 2006.
    • (2006) Toxicology , vol.222 , Issue.3 , pp. 213-224
    • Tamura, T.1    Mitsumori, K.2    Totsuka, Y.3    Wakabayashi, K.4    Kido, R.5    Kasai, H.6    Nasu, M.7    Hirose, M.8
  • 13
    • 0028597093 scopus 로고
    • Kojic acid, a cosmetic skin whitening agent, is a slow-binding inhibitor of catecholase activity of tyrosinase
    • Cabanes J, Chazarra S, Garcia-Carmona F. Kojic acid, a cosmetic skin whitening agent, is a slow-binding inhibitor of catecholase activity of tyrosinase, J. Pharm. Pharmacol., 46, 982-985, 1994.
    • (1994) J. Pharm. Pharmacol , vol.46 , pp. 982-985
    • Cabanes, J.1    Chazarra, S.2    Garcia-Carmona, F.3
  • 14
    • 2342586185 scopus 로고    scopus 로고
    • Solid-phase synthesis of kojic acid-tripeptides and their tyrosinase inhibitory activity, storage stability, and toxicity
    • Kim H, Choi J, Cho JK, Kim SY, Lee YS. Solid-phase synthesis of kojic acid-tripeptides and their tyrosinase inhibitory activity, storage stability, and toxicity, Bioorg. Med. Chem. Letters, 14, 2843-2846, 2004.
    • (2004) Bioorg. Med. Chem. Letters , vol.14 , pp. 2843-2846
    • Kim, H.1    Choi, J.2    Cho, J.K.3    Kim, S.Y.4    Lee, Y.S.5
  • 16
    • 11144269607 scopus 로고    scopus 로고
    • Molecular structure of oxovanadium(IV) complexes with maltol and kojic acid: Aquantum mechanical study
    • Zborowski K, Grybos R, Proniewicz LM. Molecular structure of oxovanadium(IV) complexes with maltol and kojic acid: aquantum mechanical study, Inorg. Chem. Commun., 8, 76-78, 2005.
    • (2005) Inorg. Chem. Commun , vol.8 , pp. 76-78
    • Zborowski, K.1    Grybos, R.2    Proniewicz, L.M.3
  • 17
    • 0001178747 scopus 로고
    • Neutral water-soluble post-transition-metal chelate complexes of medical interest: Aluminium and gallium tris(3-hydroxy-4-pyronates)
    • Finnegal MM, Lutz TG, Nelson WO, Smith A, Orvig C. Neutral water-soluble post-transition-metal chelate complexes of medical interest: aluminium and gallium tris(3-hydroxy-4-pyronates), Inorg. Chem., 26, 2171-2176, 1987.
    • (1987) Inorg. Chem , vol.26 , pp. 2171-2176
    • Finnegal, M.M.1    Lutz, T.G.2    Nelson, W.O.3    Smith, A.4    Orvig, C.5
  • 19
    • 0016253966 scopus 로고
    • Studies on Pasiflora incarnata dry extract. I. Isolation of maltol and pharmacological action of maltol and ethyl maltol
    • Aoyagi N, Kimura R, Murata T. Studies on Pasiflora incarnata dry extract. I. Isolation of maltol and pharmacological action of maltol and ethyl maltol, Chem. Pharm. Bull., 22(5), 1008-1013, 1974.
    • (1974) Chem. Pharm. Bull , vol.22 , Issue.5 , pp. 1008-1013
    • Aoyagi, N.1    Kimura, R.2    Murata, T.3
  • 21
    • 3042765607 scopus 로고    scopus 로고
    • Synthesis and evaluation of anticonvulsant and antimicrobial activities of 3-hydroxy-6-methyl-2-substituted 4H-pyran-4-one derivatives
    • Aytemir MD, Çaliş Ü, Özalp M. Synthesis and evaluation of anticonvulsant and antimicrobial activities of 3-hydroxy-6-methyl-2-substituted 4H-pyran-4-one derivatives, Archiv Pharm. Pharm. Med. Chem., 337, 281-288, 2004.
    • (2004) Archiv Pharm. Pharm. Med. Chem , vol.337 , pp. 281-288
    • Aytemir, M.D.1    Çaliş, U.2    Özalp, M.3
  • 22
    • 20344375499 scopus 로고    scopus 로고
    • Synthesis and anticonvulsant activity of some new hexahydropyrimidine-2,4-dione derivatives
    • Septioǧlu E, Aytemir MD, Çaliş Ü. Synthesis and anticonvulsant activity of some new hexahydropyrimidine-2,4-dione derivatives, Arzneim.-Forsch/Drug Res., 55(5), 259-264, 2005.
    • (2005) Arzneim.-Forsch/Drug Res , vol.55 , Issue.5 , pp. 259-264
    • Septioǧlu, E.1    Aytemir, M.D.2    Çaliş, U.3
  • 23
    • 33847411932 scopus 로고    scopus 로고
    • Synthesis and studies on antidepressant and anticonvulsant activities of some 3-(2-furyl)-pyrazoline derivatives
    • Özdemir Z, Kandilci BH, Gümüsel B, Çaliş Ü, Bilgin AA. Synthesis and studies on antidepressant and anticonvulsant activities of some 3-(2-furyl)-pyrazoline derivatives, Eur. J. Med. Chem., 42, 373-379, 2007.
    • (2007) Eur. J. Med. Chem , vol.42 , pp. 373-379
    • Özdemir, Z.1    Kandilci, B.H.2    Gümüsel, B.3    Çaliş, U.4    Bilgin, A.A.5
  • 25
    • 33744828316 scopus 로고    scopus 로고
    • Chemical constitution and pharmacological effect
    • Frey HH, Janz D eds, Springer-Verlag, Berlin, Chapter 9, 199-210, 1985
    • Schäfer H. Chemical constitution and pharmacological effect, Frey HH, Janz D (eds), Handbook of Experimental Pharmacology-Antiepileptic Drugs, Springer-Verlag, Berlin, Chapter 9, 199-210, 1985.
    • Handbook of Experimental Pharmacology-Antiepileptic Drugs
    • Schäfer, H.1
  • 26
    • 0002499897 scopus 로고    scopus 로고
    • The NIH anticonvulsant drug development (ADD) program: Preclinical anticonvulsant screening project
    • Avanzini G, Tanganelli P, Avoli M eds, John Libbey & Company Ltd, London, Chapter 16, 191-198, 1997
    • Stables JP, Kupferberg HJ. The NIH anticonvulsant drug development (ADD) program: preclinical anticonvulsant screening project, Avanzini G, Tanganelli P, Avoli M (eds.), Molecular and Cellular Targets for Antiepileptic Drugs, John Libbey & Company Ltd, London, Chapter 16, 191-198, 1997.
    • Molecular and Cellular Targets for Antiepileptic Drugs
    • Stables, J.P.1    Kupferberg, H.J.2
  • 27
    • 0035098936 scopus 로고    scopus 로고
    • 3+ values, Bioorg. Med. Chem., 9, 563-573, 2001.
    • 3+ values, Bioorg. Med. Chem., 9, 563-573, 2001.
  • 28
    • 0029795421 scopus 로고    scopus 로고
    • Synthesis, physicochemical properties, and biological evaluation of hydroxypyranone and hydroxypyridinones: Novel bidentate ligands for cell-labeling
    • Ellis BL, Duhme AK, Hider RC, Hossain MB, Rizvi S, van der Helm D. Synthesis, physicochemical properties, and biological evaluation of hydroxypyranone and hydroxypyridinones: novel bidentate ligands for cell-labeling, J. Med. Chem., 39, 3659-3670, 1996.
    • (1996) J. Med. Chem , vol.39 , pp. 3659-3670
    • Ellis, B.L.1    Duhme, A.K.2    Hider, R.C.3    Hossain, M.B.4    Rizvi, S.5    van der Helm, D.6
  • 30
    • 0343724914 scopus 로고    scopus 로고
    • Patel MK, Fox R, Taylor PD. Directed aminomethylation of 3-hydroxy-2(1H)-pyridinones and 3-hydroxy-4(1H)-pyridinones: synthesis of isodeferiprone, Tetrahedron, 52, 1835-1840, 1996.
    • Patel MK, Fox R, Taylor PD. Directed aminomethylation of 3-hydroxy-2(1H)-pyridinones and 3-hydroxy-4(1H)-pyridinones: synthesis of isodeferiprone, Tetrahedron, 52, 1835-1840, 1996.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.