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Volumn 103, Issue , 2015, Pages 185-190

Novel 2H-chromen-2-one derivatives of resveratrol: Design, synthesis, modeling and use as human monoamine oxidase inhibitors

Author keywords

2H chromen 2 one; Fragment based drug design; hMAO; Isoforms selectivity; Resveratrol

Indexed keywords

3 ((E) 3 (2 ((E) STYRYL)PHENYL)ACRYLOYL) 2H CHROMEN 2 ONE DERIVATIVE; COUMARIN; MONOAMINE OXIDASE INHIBITOR; PHENOL DERIVATIVE; RESVERATROL; SELEGILINE; UNCLASSIFIED DRUG; AMINE OXIDASE (FLAVIN CONTAINING); CHROMONE DERIVATIVE; STILBENE DERIVATIVE;

EID: 84941031353     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2015.08.055     Document Type: Article
Times cited : (24)

References (30)
  • 2
    • 0032914318 scopus 로고    scopus 로고
    • Monoamine oxidase: From genes to behavior
    • J.C. Shih, K. Chen, M.J. Ridd, Monoamine oxidase: from genes to behavior, Annu. Rev. Neurosci. 22 (1999) 197-217.
    • (1999) Annu. Rev. Neurosci. , vol.22 , pp. 197-217
    • Shih, J.C.1    Chen, K.2    Ridd, M.J.3
  • 3
    • 84902117557 scopus 로고    scopus 로고
    • Monoamine oxidase A and B substrates: Probing the pathway for drug development
    • S. Chajkowski-Scarry, J.M. Rimoldi, Monoamine oxidase A and B substrates: probing the pathway for drug development, Future Med. Chem. 6 (2014) 697-717.
    • (2014) Future Med. Chem. , vol.6 , pp. 697-717
    • Chajkowski-Scarry, S.1    Rimoldi, J.M.2
  • 4
    • 84862867905 scopus 로고    scopus 로고
    • Patent-related survey on new monoamine oxidase inhibitors and their therapeutic potential
    • S. Carradori, D. Secci, A. Bolasco, P. Chimenti, M. D'Ascenzio, Patent-related survey on new monoamine oxidase inhibitors and their therapeutic potential, Expert Opin. Ther. Pat. 22 (2012) 759-801.
    • (2012) Expert Opin. Ther. Pat. , vol.22 , pp. 759-801
    • Carradori, S.1    Secci, D.2    Bolasco, A.3    Chimenti, P.4    D'Ascenzio, M.5
  • 5
    • 33645307953 scopus 로고    scopus 로고
    • The therapeutic potential of monoamine oxidase inhibitors
    • M.B. Youdim, D. Edmondson, K.F. Tipton, The therapeutic potential of monoamine oxidase inhibitors, Nat. Rev. Neurosci. 7 (2006) 295-309.
    • (2006) Nat. Rev. Neurosci. , vol.7 , pp. 295-309
    • Youdim, M.B.1    Edmondson, D.2    Tipton, K.F.3
  • 6
    • 34250954304 scopus 로고
    • A comparative study of tranylcypromine and paragyline
    • J.A. Barsa, J.C. Saunders, A comparative study of tranylcypromine and paragyline, Psychopharmacologia 6 (1964) 295-298.
    • (1964) Psychopharmacologia , vol.6 , pp. 295-298
    • Barsa, J.A.1    Saunders, J.C.2
  • 7
    • 0037361293 scopus 로고    scopus 로고
    • Moclobemide: Therapeutic use and clinical studies
    • U. Bonnet, Moclobemide: therapeutic use and clinical studies, Cns Drug Rev. 9 (2003) 97-140.
    • (2003) Cns Drug Rev. , vol.9 , pp. 97-140
    • Bonnet, U.1
  • 8
    • 84926106645 scopus 로고    scopus 로고
    • Comparative efficacy of selegiline versus rasagiline in the treatment of early Parkinson's disease
    • S. Marconi, T. Zwingers, Comparative efficacy of selegiline versus rasagiline in the treatment of early Parkinson's disease, Eur. Rev. Med. Pharmacol. Sci. 18 (2014) 1879-1882.
    • (2014) Eur. Rev. Med. Pharmacol. Sci. , vol.18 , pp. 1879-1882
    • Marconi, S.1    Zwingers, T.2
  • 10
    • 82555196455 scopus 로고    scopus 로고
    • Monoamine oxidase B inhibitors for the treatment of Parkinson's disease: A review of symptomatic and potential disease-modifying effects
    • A.H. Schapira, Monoamine oxidase B inhibitors for the treatment of Parkinson's disease: a review of symptomatic and potential disease-modifying effects, CNS Drugs 25 (2011) 1061-1071.
    • (2011) CNS Drugs , vol.25 , pp. 1061-1071
    • Schapira, A.H.1
  • 12
    • 84937240385 scopus 로고    scopus 로고
    • New frontiers in selective human MAO-B inhibitors
    • S. Carradori, R. Silvestri, New frontiers in selective human MAO-B inhibitors, J. Med. Chem. (2015).
    • (2015) J. Med. Chem.
    • Carradori, S.1    Silvestri, R.2
  • 13
    • 84866659260 scopus 로고    scopus 로고
    • Derivatives of resveratrol: Potential agents in prevention and treatment of cardiovascular disease
    • B.F. Ruan, X.Q. Lu, J. Song, H.L. Zhu, Derivatives of resveratrol: potential agents in prevention and treatment of cardiovascular disease, Curr. Med. Chem. 19 (2012) 4175-4183.
    • (2012) Curr. Med. Chem. , vol.19 , pp. 4175-4183
    • Ruan, B.F.1    Lu, X.Q.2    Song, J.3    Zhu, H.L.4
  • 14
    • 84878657077 scopus 로고    scopus 로고
    • Current developments of coumarin compounds in medicinal chemistry
    • X.M. Peng, G.L. Damu, C. Zhou, Current developments of coumarin compounds in medicinal chemistry, Curr. Pharm. Des. 19 (2013) 3884-3930.
    • (2013) Curr. Pharm. Des. , vol.19 , pp. 3884-3930
    • Peng, X.M.1    Damu, G.L.2    Zhou, C.3
  • 16
    • 84876107554 scopus 로고    scopus 로고
    • A comprehensive review on synthesis and designing aspects of coumarin derivatives as monoamine oxidase inhibitors for depression and Alzheimer's disease
    • P.O. Patil, S.B. Bari, S.D. Firke, P.K. Deshmukh, S.T. Donda, D.A. Patil, A comprehensive review on synthesis and designing aspects of coumarin derivatives as monoamine oxidase inhibitors for depression and Alzheimer's disease, Bioorg. Med. Chem. 21 (2013) 2434-2450.
    • (2013) Bioorg. Med. Chem. , vol.21 , pp. 2434-2450
    • Patil, P.O.1    Bari, S.B.2    Firke, S.D.3    Deshmukh, P.K.4    Donda, S.T.5    Patil, D.A.6
  • 19
    • 79959780557 scopus 로고    scopus 로고
    • Software and resources for computational medicinal chemistry
    • C. Liao, M. Sitzmann, A. Pugliese, M.C. Nicklaus, Software and resources for computational medicinal chemistry, Future Med. Chem. 3 (2011) 1057-1085.
    • (2011) Future Med. Chem. , vol.3 , pp. 1057-1085
    • Liao, C.1    Sitzmann, M.2    Pugliese, A.3    Nicklaus, M.C.4
  • 20
    • 0042693016 scopus 로고    scopus 로고
    • Insights into the mode of inhibition of human mitochondrial monoamine oxidase B from high-resolution crystal structures
    • C. Binda, M. Li, F. Hubalek, N. Restelli, D.E. Edmondson, A. Mattevi, Insights into the mode of inhibition of human mitochondrial monoamine oxidase B from high-resolution crystal structures, Proc. Natl. Acad. Sci. U. S. A. 100 (2003) 9750-9755.
    • (2003) Proc. Natl. Acad. Sci. U. S. A. , vol.100 , pp. 9750-9755
    • Binda, C.1    Li, M.2    Hubalek, F.3    Restelli, N.4    Edmondson, D.E.5    Mattevi, A.6
  • 22
    • 18144423424 scopus 로고    scopus 로고
    • Demonstration of isoleucine 199 as a structural determinant for the selective inhibition of human monoamine oxidase B by specific reversible inhibitors
    • F. Hubalek, C. Binda, A. Khalil, M. Li, A. Mattevi, N. Castagnoli, D.E. Edmondson, Demonstration of isoleucine 199 as a structural determinant for the selective inhibition of human monoamine oxidase B by specific reversible inhibitors, J. Biol. Chem. 280 (2005) 15761-15766.
    • (2005) J. Biol. Chem. , vol.280 , pp. 15761-15766
    • Hubalek, F.1    Binda, C.2    Khalil, A.3    Li, M.4    Mattevi, A.5    Castagnoli, N.6    Edmondson, D.E.7
  • 23
    • 79954418171 scopus 로고    scopus 로고
    • Synthesis, biological evaluation, and molecular docking studies of resveratrol derivatives possessing chalcone moiety as potential antitubulin agents
    • B.F. Ruan, X. Lu, J.F. Tang, Y. Wei, X.L. Wang, Y.B. Zhang, L.S. Wang, H.L. Zhu, Synthesis, biological evaluation, and molecular docking studies of resveratrol derivatives possessing chalcone moiety as potential antitubulin agents, Bioorg. Med. Chem. 19 (2011) 2688-2695.
    • (2011) Bioorg. Med. Chem. , vol.19 , pp. 2688-2695
    • Ruan, B.F.1    Lu, X.2    Tang, J.F.3    Wei, Y.4    Wang, X.L.5    Zhang, Y.B.6    Wang, L.S.7    Zhu, H.L.8
  • 24
    • 0031596683 scopus 로고    scopus 로고
    • Differential trace amine alterations in individuals receiving acetylenic inhibitors of MAO-A (clorgyline) or MAO-B (selegiline and pargyline)
    • D.L. Murphy, F. Karoum, D. Pickar, R.M. Cohen, S. Lipper, A.M. Mellow, P.N. Tariot, T. Sunderland, Differential trace amine alterations in individuals receiving acetylenic inhibitors of MAO-A (clorgyline) or MAO-B (selegiline and pargyline), J. Neural Transm. Suppl. 52 (1998) 39-48.
    • (1998) J. Neural Transm. Suppl. , vol.52 , pp. 39-48
    • Murphy, D.L.1    Karoum, F.2    Pickar, D.3    Cohen, R.M.4    Lipper, S.5    Mellow, A.M.6    Tariot, P.N.7    Sunderland, T.8
  • 26
    • 36148955400 scopus 로고    scopus 로고
    • Structures of human monoamine oxidase B complexes with selective noncovalent inhibitors: Safinamide and coumarin analogs
    • C. Binda, J. Wang, L. Pisani, C. Caccia, A. Carotti, P. Salvati, D.E. Edmondson, A. Mattevi, Structures of human monoamine oxidase B complexes with selective noncovalent inhibitors: safinamide and coumarin analogs, J. Med. Chem. 50 (2007) 5848-5852.
    • (2007) J. Med. Chem. , vol.50 , pp. 5848-5852
    • Binda, C.1    Wang, J.2    Pisani, L.3    Caccia, C.4    Carotti, A.5    Salvati, P.6    Edmondson, D.E.7    Mattevi, A.8
  • 27
    • 44449117421 scopus 로고    scopus 로고
    • Structure of human monoamine oxidase A at 2.2-A resolution: The control of opening the entry for substrates/inhibitors
    • S.Y. Son, J. Ma, Y. Kondou, M. Yoshimura, E. Yamashita, T. Tsukihara, Structure of human monoamine oxidase A at 2.2-A resolution: the control of opening the entry for substrates/inhibitors, Proc. Natl. Acad. Sci. U. S. A. 105 (2008) 5739-5744.
    • (2008) Proc. Natl. Acad. Sci. U. S. A. , vol.105 , pp. 5739-5744
    • Son, S.Y.1    Ma, J.2    Kondou, Y.3    Yoshimura, M.4    Yamashita, E.5    Tsukihara, T.6
  • 28
    • 1842474296 scopus 로고    scopus 로고
    • Structure of rat monoamine oxidase A and its specific recognitions for substrates and inhibitors
    • J. Ma, M. Yoshimura, E. Yamashita, A. Nakagawa, A. Ito, T. Tsukihara, Structure of rat monoamine oxidase A and its specific recognitions for substrates and inhibitors, J. Mol. Biol. 338 (2004) 103-114.
    • (2004) J. Mol. Biol. , vol.338 , pp. 103-114
    • Ma, J.1    Yoshimura, M.2    Yamashita, E.3    Nakagawa, A.4    Ito, A.5    Tsukihara, T.6
  • 29
    • 0035971164 scopus 로고    scopus 로고
    • Substrate and inhibitor specificities for human monoamine oxidase A and B are influenced by a single amino acid
    • R.M. Geha, I. Rebrin, K. Chen, J.C. Shih, Substrate and inhibitor specificities for human monoamine oxidase A and B are influenced by a single amino acid, J. Biol. Chem. 276 (2001) 9877-9882.
    • (2001) J. Biol. Chem. , vol.276 , pp. 9877-9882
    • Geha, R.M.1    Rebrin, I.2    Chen, K.3    Shih, J.C.4
  • 30
    • 84885654692 scopus 로고    scopus 로고
    • Diversity evolution and jump of Polo-like kinase 1 inhibitors
    • C.Z. Liao, R.S. Yao, Diversity evolution and jump of Polo-like kinase 1 inhibitors, Sci. China Chem. 56 (2013) 1392-1401.
    • (2013) Sci. China Chem. , vol.56 , pp. 1392-1401
    • Liao, C.Z.1    Yao, R.S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.