메뉴 건너뛰기




Volumn 67, Issue , 2016, Pages 84-94

Design and synthesis of novel anti-Alzheimer's agents: Acridine-chromenone and quinoline-chromenone hybrids

Author keywords

Acridine chromenone; Alzheimer's disease; Anti cholinesterase; Docking study; Neuroprotective activity; Quinoline chromenone; Secretase inhibitor

Indexed keywords

4 METHYL 7 [4 [(1,2,3,4 TETRAHYDROACRIDIN 9 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; 4 METHYL 7 [4 [(6 CHLORO 1,2,3,4 TETRAHYDROACRIDIN 9 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; 4 METHYL 7 [4 [(7 CHLORO 1,2,3,4 TETRAHYDROACRIDIN 9 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; 4 METHYL 7 [4 [(7,8,9,10 TETRAHYDRO 6H CYCLOPENTA[B]QUINOLIN 11 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; 7 [4 (2 CHLORO 7,8,9,10 TETRAHYDRO 6H CYCLOPENTA[B]QUINOLIN 11 YLAMINO)PHENOXY] 4 METHYL 2H CHROMEN 2 ONE; 7 [4 [(1,2,3,4 TETRAHYDROACRIDIN 9 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; 7 [4 [(2,3 DIHYDRO 1H CYCLOPENTA[B]QUINOLIN 9 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; 7 [4 [(2,3 DIHYDRO 1H CYCLOPENTA[B]QUINOLIN 9 YL)AMINO]PHENOXY] 4 METHYL 2H CHROMEN 2 ONE; 7 [4 [(3 CHLORO 7,8,9,10 TETRAHYDRO 6H CYCLOPENTA[B]QUINOLIN 11 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; 7 [4 [(3 CHLORO 7,8,9,10 TETRAHYDRO 6H CYCLOPENTA[B]QUINOLIN 11 YL)AMINO]PHENOXY] 4 METHYL 2H CHROMEN 2 ONE; 7 [4 [(6 CHLORO 1,2,3,4 TETRAHYDROACRIDIN 9 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; 7 [4 [(6 CHLORO 2,3 DIHYDRO 1H CYCLOPENTA[B]QUINOLIN 9 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; 7 [4 [(6 CHLORO 2,3 DIHYDRO 1H CYCLOPENTA[B]QUINOLIN 9 YL)AMINO]PHENOXY] 4 METHYL 2H CHROMEN 2 ONE; 7 [4 [(7 CHLORO 1,2,3,4 TETRAHYDROACRIDIN 9 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; 7 [4 [(7 CHLORO 2,3 DIHYDRO 1H CYCLOPENTA[B]QUINOLIN 9 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; 7 [4 [(7 CHLORO 2,3 DIHYDRO 1H CYCLOPENTA[B]QUINOLIN 9 YL)AMINO]PHENOXY] 4 METHYL 2H CHROMEN 2 ONE; 7 [4 [(7,8,9,10 TETRAHYDRO 6H CYCLOPENTA[B]QUINOLIN 11 YL)AMINO]PHENOXY] 2H CHROMEN 2 ONE; ACETYLCHOLINESTERASE; ACRIDINE DERIVATIVE; BETA SECRETASE; CHOLINESTERASE INHIBITOR; CHROMENE DERIVATIVE; NEUROPROTECTIVE AGENT; NOOTROPIC AGENT; QUINOLINE DERIVATIVE; RIVASTIGMINE; UNCLASSIFIED DRUG; CHOLINESTERASE; CHROMONE DERIVATIVE; QUINOLINE;

EID: 84975502614     PISSN: 00452068     EISSN: 10902120     Source Type: Journal    
DOI: 10.1016/j.bioorg.2016.06.001     Document Type: Article
Times cited : (67)

References (43)
  • 2
    • 84886600387 scopus 로고    scopus 로고
    • Therapeutics of Alzheimer's disease: Past, present and future
    • R. Anand, K.D. Gill, and A.A. Mahdi Therapeutics of Alzheimer's disease: past, present and future Neuropharmacology 76 2014 27 50
    • (2014) Neuropharmacology , vol.76 , pp. 27-50
    • Anand, R.1    Gill, K.D.2    Mahdi, A.A.3
  • 3
    • 0034806090 scopus 로고    scopus 로고
    • Acetylcholinesterase in Alzheimer's disease
    • V.N. Talesa Acetylcholinesterase in Alzheimer's disease Mech. Ageing Dev. 122 2001 1961 1969
    • (2001) Mech. Ageing Dev. , vol.122 , pp. 1961-1969
    • Talesa, V.N.1
  • 6
    • 30344485665 scopus 로고    scopus 로고
    • Targeting acetylcholinesterase and butyrylcholinesterase in dementia
    • R.M. Lane, S.G. Potkin, and A. Enz Targeting acetylcholinesterase and butyrylcholinesterase in dementia Int. J. Neuropsychopharmacol. 9 2006 101 124
    • (2006) Int. J. Neuropsychopharmacol. , vol.9 , pp. 101-124
    • Lane, R.M.1    Potkin, S.G.2    Enz, A.3
  • 8
    • 84916934135 scopus 로고    scopus 로고
    • Cholinesterase inhibition in Alzheimer's disease: Is specificity the answer?
    • I.R. Macdonald, K. Rockwood, E. Martin, and S. Darvesh Cholinesterase inhibition in Alzheimer's disease: is specificity the answer? J. Alzheimers. Dis. 42 2014 379 384
    • (2014) J. Alzheimers. Dis. , vol.42 , pp. 379-384
    • Macdonald, I.R.1    Rockwood, K.2    Martin, E.3    Darvesh, S.4
  • 9
    • 84940020718 scopus 로고    scopus 로고
    • Synthesis, molecular docking, acetylcholinesterase and butyrylcholinesterase inhibitory potential of thiazole analogs as new inhibitors for Alzheimer disease
    • F. Rahim, M. Tariq Javed, H. Ullah, A. Wadood, M. Taha, M. Ashraf, Qurat-ul-Ain, M. Anas Khan, F. Khan, S. Mirza, and K.M. Khan Synthesis, molecular docking, acetylcholinesterase and butyrylcholinesterase inhibitory potential of thiazole analogs as new inhibitors for Alzheimer disease Bioorg. Chem. 62 2015 106 116
    • (2015) Bioorg. Chem. , vol.62 , pp. 106-116
    • Rahim, F.1    Tariq Javed, M.2    Ullah, H.3    Wadood, A.4    Taha, M.5    Ashraf, M.6    Qurat-Ul-Ain7    Anas Khan, M.8    Khan, F.9    Mirza, S.10    Khan, K.M.11
  • 10
    • 84923093526 scopus 로고    scopus 로고
    • Synthesis, biological evaluation and molecular docking study of novel piperidine and piperazine derivatives as multi-targeted agents to treat Alzheimer's disease
    • P. Meena, V. Nemaysh, M. Khatri, A. Manral, P.M. Luthra, and M. Tiwari Synthesis, biological evaluation and molecular docking study of novel piperidine and piperazine derivatives as multi-targeted agents to treat Alzheimer's disease Bioorg. Med. Chem. 23 2015 1135 1148
    • (2015) Bioorg. Med. Chem. , vol.23 , pp. 1135-1148
    • Meena, P.1    Nemaysh, V.2    Khatri, M.3    Manral, A.4    Luthra, P.M.5    Tiwari, M.6
  • 12
    • 67049134478 scopus 로고    scopus 로고
    • Oxidative stress in Alzheimer disease
    • A. Gella, and N. Durany Oxidative stress in Alzheimer disease Cell Adhes. Migr. 3 2009 88 93
    • (2009) Cell Adhes. Migr. , vol.3 , pp. 88-93
    • Gella, A.1    Durany, N.2
  • 13
    • 15344345621 scopus 로고    scopus 로고
    • Neuroprotective strategies in Alzheimer's disease
    • F.M. Longo, and S.M. Massa Neuroprotective strategies in Alzheimer's disease NeuroRx 1 2004 117 127
    • (2004) NeuroRx , vol.1 , pp. 117-127
    • Longo, F.M.1    Massa, S.M.2
  • 15
    • 0035468115 scopus 로고    scopus 로고
    • Peripheral and dual binding site acetylcholinesterase inhibitors: Implications in the treatment of Alzheimer's disease
    • A. Castro, and A. Martinez Peripheral and dual binding site acetylcholinesterase inhibitors: implications in the treatment of Alzheimer's disease Mini Rev. Med. Chem. 1 2001 267 272
    • (2001) Mini Rev. Med. Chem. , vol.1 , pp. 267-272
    • Castro, A.1    Martinez, A.2
  • 16
    • 79953165434 scopus 로고    scopus 로고
    • Syntheses and characterization of novel oxoisoaporphine derivatives as dual inhibitors for cholinesterases and amyloid beta aggregation
    • Y.P. Li, F.X. Ning, M. Bi, Y.C. Yang, M.H. Li, T.M. Nie, and J.H.Tan. Ou Syntheses and characterization of novel oxoisoaporphine derivatives as dual inhibitors for cholinesterases and amyloid beta aggregation Eur. J. Med. Chem. 46 2011 1572 1581
    • (2011) Eur. J. Med. Chem. , vol.46 , pp. 1572-1581
    • Li, Y.P.1    Ning, F.X.2    Bi, M.3    Yang, Y.C.4    Li, M.H.5    Nie, T.M.6    Ou, J.H.T.7
  • 19
    • 0028316959 scopus 로고
    • Hepatotoxic effects of tacrine administration in patients with Alzheimer's disease
    • P.B. Watkins, H.J. Zimmerman, M.J. Knapp, S.I. Gracon, and K.W. Lewis Hepatotoxic effects of tacrine administration in patients with Alzheimer's disease JAMA. 271 1994 992 998
    • (1994) JAMA. , vol.271 , pp. 992-998
    • Watkins, P.B.1    Zimmerman, H.J.2    Knapp, M.J.3    Gracon, S.I.4    Lewis, K.W.5
  • 20
    • 0028198828 scopus 로고
    • Tacrine: First drug approved for Alzheimer's disease
    • M.L. Crismon Tacrine: first drug approved for Alzheimer's disease Ann. Pharmacother. 28 1994 744 751
    • (1994) Ann. Pharmacother. , vol.28 , pp. 744-751
    • Crismon, M.L.1
  • 21
    • 42949132291 scopus 로고    scopus 로고
    • Design and synthesis of tacrine-ferulic acid hybrids as multi-potent anti-Alzheimer drug candidates
    • L. Fang, B. Kraus, J. Lehmann, J. Heilmann, Y. Zhang, and M. Decker Design and synthesis of tacrine-ferulic acid hybrids as multi-potent anti-Alzheimer drug candidates Bioorg. Med. Chem. Lett. 18 2008 2905 2909
    • (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 2905-2909
    • Fang, L.1    Kraus, B.2    Lehmann, J.3    Heilmann, J.4    Zhang, Y.5    Decker, M.6
  • 22
    • 33750139049 scopus 로고    scopus 로고
    • In-situ synthesis of a tacrine-triazole-based inhibitor of acetylcholinesterase: Configurational selection imposed by steric interactions
    • S. Senapati, Y. Cheng, and J.A. McCammon In-situ synthesis of a tacrine-triazole-based inhibitor of acetylcholinesterase: configurational selection imposed by steric interactions J. Med. Chem. 49 2006 6222 6230
    • (2006) J. Med. Chem. , vol.49 , pp. 6222-6230
    • Senapati, S.1    Cheng, Y.2    McCammon, J.A.3
  • 24
    • 84856221609 scopus 로고    scopus 로고
    • A review on coumarins as acetylcholinesterase inhibitors for Alzheimer's disease
    • P. Anand, B. Singh, and N. Singh A review on coumarins as acetylcholinesterase inhibitors for Alzheimer's disease Bioorg. Med. Chem. 20 2012 1175 1180
    • (2012) Bioorg. Med. Chem. , vol.20 , pp. 1175-1180
    • Anand, P.1    Singh, B.2    Singh, N.3
  • 25
    • 84906888262 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of novel tacrine derivatives and tacrine-coumarin hybrids as cholinesterase inhibitors
    • S. Hamulakova, L. Janovec, M. Hrabinova, K. Spilovska, J. Korabecny, P. Kristian, K. Kuca, and J. Imrich Synthesis and biological evaluation of novel tacrine derivatives and tacrine-coumarin hybrids as cholinesterase inhibitors J. Med. Chem. 57 2014 7073 7084
    • (2014) J. Med. Chem. , vol.57 , pp. 7073-7084
    • Hamulakova, S.1    Janovec, L.2    Hrabinova, M.3    Spilovska, K.4    Korabecny, J.5    Kristian, P.6    Kuca, K.7    Imrich, J.8
  • 26
    • 84877836419 scopus 로고    scopus 로고
    • Design, synthesis and evaluation of novel tacrine-coumarin hybrids as multifunctional cholinesterase inhibitors against Alzheimer's disease
    • S.-S. Xie, X.-B. Wang, J.-Y. Li, L. Yang, and L.-Y. Kong Design, synthesis and evaluation of novel tacrine-coumarin hybrids as multifunctional cholinesterase inhibitors against Alzheimer's disease Eur. J. Med. Chem. 64 2013 540 553
    • (2013) Eur. J. Med. Chem. , vol.64 , pp. 540-553
    • Xie, S.-S.1    Wang, X.-B.2    Li, J.-Y.3    Yang, L.4    Kong, L.-Y.5
  • 27
    • 84906936007 scopus 로고    scopus 로고
    • Syntheses of coumarin-tacrine hybrids as dual-site acetylcholinesterase inhibitors and their activity against butylcholinesterase, Ab aggregation, and β-secretase
    • Q. Sun, D.Y. Peng, S.G. Yang, X.L. Zhu, W.C. Yang, and G.F. Yang Syntheses of coumarin-tacrine hybrids as dual-site acetylcholinesterase inhibitors and their activity against butylcholinesterase, Ab aggregation, and β-secretase Bioorg. Med. Chem. 22 2014 4784 4791
    • (2014) Bioorg. Med. Chem. , vol.22 , pp. 4784-4791
    • Sun, Q.1    Peng, D.Y.2    Yang, S.G.3    Zhu, X.L.4    Yang, W.C.5    Yang, G.F.6
  • 28
    • 84883100909 scopus 로고    scopus 로고
    • Design, synthesis, docking study and biological evaluation of some novel tetrahydrochromeno [3′,4′:5,6]pyrano[2,3-b]quinolin-6(7H)-one derivatives against acetyl- and butyrylcholinesterase
    • M. Khoobi, M. Alipour, A. Moradi, A. Sakhteman, H. Nadri, S.F. Razavi, M. Ghandi, A. Foroumadi, and A. Shafiee Design, synthesis, docking study and biological evaluation of some novel tetrahydrochromeno [3′,4′:5,6]pyrano[2,3-b]quinolin-6(7H)-one derivatives against acetyl- and butyrylcholinesterase Eur. J. Med. Chem. 68 2013 291 300
    • (2013) Eur. J. Med. Chem. , vol.68 , pp. 291-300
    • Khoobi, M.1    Alipour, M.2    Moradi, A.3    Sakhteman, A.4    Nadri, H.5    Razavi, S.F.6    Ghandi, M.7    Foroumadi, A.8    Shafiee, A.9
  • 33
    • 0034635805 scopus 로고    scopus 로고
    • A facile synthesis of bis-tacrine isosteres
    • M.K. Hu, and C.F. Lu A facile synthesis of bis-tacrine isosteres Tetrahedron Lett. 41 2000 1815 1818
    • (2000) Tetrahedron Lett. , vol.41 , pp. 1815-1818
    • Hu, M.K.1    Lu, C.F.2
  • 37
    • 84884172257 scopus 로고    scopus 로고
    • General overview of neuronal cell culture
    • J. Gordon, S. Amini, and M.K. White General overview of neuronal cell culture Meth. Mol. Biol. 1078 2013 1 8
    • (2013) Meth. Mol. Biol. , vol.1078 , pp. 1-8
    • Gordon, J.1    Amini, S.2    White, M.K.3
  • 39
    • 57749085693 scopus 로고    scopus 로고
    • Free radical scavenging and lipid peroxidation activity of the Shahani black grap
    • N. Yassa, H. Razavi Beni, and A. Hadjiakhoondi Free radical scavenging and lipid peroxidation activity of the Shahani black grap Pak. J. Biol. Sci. 11 2008 2513 2516
    • (2008) Pak. J. Biol. Sci. , vol.11 , pp. 2513-2516
    • Yassa, N.1    Razavi Beni, H.2    Hadjiakhoondi, A.3
  • 40
    • 0031024171 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • C.A. Lipinski, F. Lombardo, B.W. Dominy, and P.J. Feeney Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings Adv. Drug Deliv. Rev. 23 1997 3 25
    • (1997) Adv. Drug Deliv. Rev. , vol.23 , pp. 3-25
    • Lipinski, C.A.1    Lombardo, F.2    Dominy, B.W.3    Feeney, P.J.4
  • 41
    • 0034461768 scopus 로고    scopus 로고
    • Drug-like properties and the causes of poor solubility and poor permeability
    • C.A. Lipinski Drug-like properties and the causes of poor solubility and poor permeability J. Pharmacol. Toxicol. Meth. 44 2000 235 249
    • (2000) J. Pharmacol. Toxicol. Meth. , vol.44 , pp. 235-249
    • Lipinski, C.A.1
  • 42
    • 0039270711 scopus 로고    scopus 로고
    • Improved synthesis of some hydroxycoumarins
    • M. Bulut, and C. Erk Improved synthesis of some hydroxycoumarins Dyes Pigm. 30 1996 99 104
    • (1996) Dyes Pigm. , vol.30 , pp. 99-104
    • Bulut, M.1    Erk, C.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.