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Volumn 7, Issue 6, 2011, Pages 526-533

Analysis of the α-glucosidase inhibitory activity of chromenone derivatives based on their molecular features: A computational study

Author keywords

Chromenone; LogS; QSAR; SMR VSA4; glucosidase inhibitors

Indexed keywords

ALPHA GLUCOSIDASE; ALPHA GLUCOSIDASE INHIBITOR; CHROMENE DERIVATIVE;

EID: 80755125976     PISSN: 15734064     EISSN: 18756638     Source Type: Journal    
DOI: 10.2174/157340611797928389     Document Type: Article
Times cited : (16)

References (38)
  • 1
    • 44849136842 scopus 로고    scopus 로고
    • Discovery and biological evaluation of novel α-glucosidase inhibitors with in vivo antidiabetic effect
    • DOI 10.1016/j.bmcl.2008.05.056, PII S0960894X08005520
    • Park, H.; Hwang, K.Y.; Kim, Y.H.; Oh, K.H.; Lee, J.Y.; Kim, K. Discovery and biological evaluation of novel α-glucosidase inhibitors with in vivo antidiabetic effect. Bioorg. Med. Chem. Lett., 2008, 18, 3711-3715. (Pubitemid 351794515)
    • (2008) Bioorganic and Medicinal Chemistry Letters , vol.18 , Issue.13 , pp. 3711-3715
    • Park, H.1    Hwang, K.Y.2    Kim, Y.H.3    Oh, K.H.4    Lee, J.Y.5    Kim, K.6
  • 2
    • 1942421696 scopus 로고    scopus 로고
    • Two potent competitive inhibitors discriminating α-glucosidase family I from family II
    • DOI 10.1016/j.carres.2003.10.035, PII S0008621504000382
    • Kimura, A.; Lee, J.-H.; Lee, I.-S.; Lee, H.-S.; Park, K.-H.; Chiba, S.; Kim, D. Two potent competitive inhibitors discriminating alpha-glucosidase family I from family II. Carbohydr. Res., 2004, 339, 1035-1040. (Pubitemid 38519916)
    • (2004) Carbohydrate Research , vol.339 , Issue.6 , pp. 1035-1040
    • Kimura, A.1    Lee, J.-H.2    Lee, I.-S.3    Lee, H.-S.4    Park, K.-H.5    Chiba, S.6    Kim, D.7
  • 3
    • 51549116862 scopus 로고    scopus 로고
    • Phenylethyl cinnamides: A new series of α-glucosidase inhibitors from the leaves of Aegle marmelos
    • Phuwapraisirisan, P.; Puksasook, T.; Jong-aramruang, J.; Kokpol, U. Phenylethyl cinnamides: A new series of α-glucosidase inhibitors from the leaves of Aegle marmelos. Bioorg. Med. Chem. Lett., 2008, 18, 4956-4958.
    • (2008) Bioorg. Med. Chem. Lett. , vol.18 , pp. 4956-4958
    • Phuwapraisirisan, P.1    Puksasook, T.2    Jong-aramruang, J.3    Kokpol, U.4
  • 4
    • 33748708627 scopus 로고    scopus 로고
    • α- and β-Glucosidase inhibitors: chemical structure and biological activity
    • DOI 10.1016/j.tet.2006.08.055, PII S0040402006013421
    • Melo, E.B.; Gomes, A.S.; Carvalho, I. β-and α-glucosidase inhibitors: Chemical structure and biological activity. Tetrahedron, 2006, 62, 10277-10302. (Pubitemid 44397114)
    • (2006) Tetrahedron , vol.62 , Issue.44 , pp. 10277-10302
    • Borges De Melo, E.1    Da Silveira Gomes, A.2    Carvalho, I.3
  • 5
    • 75849129602 scopus 로고    scopus 로고
    • Synthesis and evaluation of the α-glucosidase inhibitory activity of 3-[4-(phenylsulfonamido)benzoyl]-2H-1-benzopyran-2-one derivatives
    • Wang, S.; Yan, J.; Wang, X.; Yang, Z.; Lin, F.; Zhang, T. Synthesis and evaluation of the α-glucosidase inhibitory activity of 3-[4-(phenylsulfonamido)benzoyl]-2H-1-benzopyran-2-one derivatives. Eur. J. Med. Chem., 2010, 45, 1250-1255.
    • (2010) Eur. J. Med. Chem. , vol.45 , pp. 1250-1255
    • Wang, S.1    Yan, J.2    Wang, X.3    Yang, Z.4    Lin, F.5    Zhang, T.6
  • 6
    • 13844262949 scopus 로고    scopus 로고
    • Effect of two α-glucosidase inhibitors, voglibose and acarbose, on postprandial hyperglycemia correlates with subjective abdominal symptoms
    • DOI 10.1016/j.metabol.2004.10.004
    • Fujisawa, T.; Ikegami, H.; Inoue, K.; Kawabata, Y.; Ogihara, T. Effect of two α-glucosidase inhibitors, voglibose and acarbose, on postprandial hyperglycemia correlates with subjective abdominal symptoms. Metab.-Clin. Exp., 2005, 54, 387-390. (Pubitemid 40250100)
    • (2005) Metabolism: Clinical and Experimental , vol.54 , Issue.3 , pp. 387-390
    • Fujisawa, T.1    Ikegami, H.2    Inoue, K.3    Kawabata, Y.4    Ogihara, T.5
  • 7
    • 77953286270 scopus 로고    scopus 로고
    • Novel α-glucosidase inhibitors from Macaranga tanarius leaves
    • Gunawan-Puteri, M.D.P.T.; Kawabata, J. Novel α-glucosidase inhibitors from Macaranga tanarius leaves. Food Chem., 2010, 123, 384-389.
    • (2010) Food Chem. , vol.123 , pp. 384-389
    • Gunawan-Puteri, M.D.P.T.1    Kawabata, J.2
  • 8
    • 0034006999 scopus 로고    scopus 로고
    • Miglitol: A review of its therapeutic potential in type 2 diabetes mellitus
    • Scott, L.J.; Spencer, C.M. Miglitol: A review of its therapeutic potential in type 2 diabetes mellitus. Drugs, 2000, 59, 521-549. (Pubitemid 30213863)
    • (2000) Drugs , vol.59 , Issue.3 , pp. 521-549
    • Scott, L.J.1    Spencer, C.M.2
  • 10
    • 4143138851 scopus 로고    scopus 로고
    • Computer-aided molecular design of novel glucosidase inhibitors for AIDS treatment
    • Silva, C.H.T.P.; Taft, C.A. Computer aided molecular design of novel glucosidase inhibitors for AIDS treatment. J. Biomol. Struct. Dyn., 2004, 22, 59-63. (Pubitemid 39095283)
    • (2004) Journal of Biomolecular Structure and Dynamics , vol.22 , Issue.1 , pp. 59-63
    • Silva, C.H.T.P.1    Taft, C.A.2
  • 11
    • 45149090787 scopus 로고    scopus 로고
    • Toward the virtual screening of α-glucosidase inhibitors with the homology-modelled protein structure
    • Jung-Hum, P.; Sungmin, K.; Hwangseo, P. Toward the virtual screening of α-glucosidase inhibitors with the homology-modelled protein structure. Bull. Korean Chem. Soc., 2008, 29, 921-927.
    • (2008) Bull. Korean Chem. Soc. , vol.29 , pp. 921-927
    • Jung-Hum, P.1    Sungmin, K.2    Hwangseo, P.3
  • 12
    • 42749087181 scopus 로고    scopus 로고
    • Binding mode analyses and pharmacophore model development for sulphonamide chalcone derivatives, a new class of α-glucosidase inhibitors
    • Kavitha, B.; Nagakumar, B.; Ki, H.P.; Keun, W.L. Binding mode analyses and pharmacophore model development for sulphonamide chalcone derivatives, a new class of α-glucosidase inhibitors. J. Mol. Graph. Model., 2008, 26, 1202-1212.
    • (2008) J. Mol. Graph. Model. , vol.26 , pp. 1202-1212
    • Kavitha, B.1    Nagakumar, B.2    Ki, H.P.3    Keun, W.L.4
  • 13
    • 34248209628 scopus 로고    scopus 로고
    • QSAR modeling of some 2-methoxy acridones: Cytotoxic in multi drug resistant cells
    • Moorthy, N.S.H.N.; Trivedi, P. QSAR modelling of some 2-methoxy acridones: Cytotoxic in multi drug resistant cells. Int. J. Cancer Res., 2006, 2, 267-276. (Pubitemid 46705976)
    • (2006) International Journal of Cancer Research , vol.2 , Issue.3 , pp. 267-276
    • Moorthy, N.S.H.N.1    Trivedi, P.2
  • 14
    • 34548307212 scopus 로고    scopus 로고
    • QSAR studies on cytotoxic acridine 5,7 diones: A comparative study using P-VSA descriptors and topological descriptors
    • Moorthy, N.S.H.N.; Karthikeyan, C.; Trivedi, P. QSAR studies on cytotoxic acridine 5,7 diones: A comparative study using P-VSA descriptors and topological descriptors. Indian J. Chem. (B), 2007, 46B, 177-184.
    • (2007) Indian J. Chem. (B) , vol.46 B , pp. 177-184
    • Moorthy, N.S.H.N.1    Karthikeyan, C.2    Trivedi, P.3
  • 15
    • 79851474038 scopus 로고    scopus 로고
    • Prediction of the relationship between the structural features of andrographolide derivatives and α-glucosidase inhibitory activity: A quantitative structure activity relationship (QSAR) study
    • Moorthy, N.S.H.N.; Ramos, M.J.; Fernandes, P.A. Prediction of the relationship between the structural features of andrographolide derivatives and α-glucosidase inhibitory activity: A quantitative structure activity relationship (QSAR) study. J. Enz. Inhibit. Med. Chem., 2011, 26(1), 78-87.
    • (2011) J. Enz. Inhibit. Med. Chem. , vol.26 , Issue.1 , pp. 78-87
    • Moorthy, N.S.H.N.1    Ramos, M.J.2    Fernandes, P.A.3
  • 16
    • 78650861840 scopus 로고    scopus 로고
    • QSAR analysis of isosteviol derivatives as α-glucosidase inhibitors with element count and other descriptors
    • Moorthy, N.S.H.N.; Ramos, M.J.; Fernandes, P.A. QSAR analysis of isosteviol derivatives as α-glucosidase inhibitors with element count and other descriptors. Lett. Drug Des. Dis., 2011, 8, 14-25.
    • (2011) Lett. Drug Des. Dis. , vol.8 , pp. 14-25
    • Moorthy, N.S.H.N.1    Ramos, M.J.2    Fernandes, P.A.3
  • 17
    • 81355149312 scopus 로고    scopus 로고
    • Topological hydrophobicity and other descriptors on α-glucosidase inhibition: A QSAR study on xanthone derivatives
    • Article in Press ( DOI: 10.3109/14756366.2010.549089)
    • Moorthy, N.S.H.N.; Ramos, M.J.; Fernandes, P.A. Topological, hydrophobicity and other descriptors on α-glucosidase inhibition: A QSAR study on xanthone derivatives. J. Enz. Inhibit. Med. Chem., 2011 (Article in Press) (DOI: 10.3109/14756366.2010.549089).
    • (2011) J. Enz. Inhibit. Med. Chem.
    • Moorthy, N.S.H.N.1    Ramos, M.J.2    Fernandes, P.A.3
  • 19
    • 3042600821 scopus 로고    scopus 로고
    • Quantitative structure-activity relationship analysis of a series of 2,3-diaryl benzopyran analogues as novel selective cyclooxygenase-2 inhibitors
    • DOI 10.1016/j.bmcl.2004.05.059, PII S0960894X04007103
    • Prasanna, S.; Manivannan, E.; Chaturvedi, S.C. Quantitative structure activity relationship analysis of a series of 2,3-diaryl benzopyran analogues as novel selective cyclooxygenase-2 inhibitors. Bioorg. Med. Chem. Lett., 2004, 14, 4005-4011. (Pubitemid 38844414)
    • (2004) Bioorganic and Medicinal Chemistry Letters , vol.14 , Issue.15 , pp. 4005-4011
    • Prasanna, S.1    Manivannan, E.2    Chaturvedi, S.C.3
  • 20
    • 65549170769 scopus 로고    scopus 로고
    • Chem BioOffice 2008, Cambridge, UK
    • Chem BioOffice 2008, CambridgeSoft Corp, Cambridge, UK. 2008.
    • (2008) CambridgeSoft Corp
  • 21
    • 80755160661 scopus 로고    scopus 로고
    • MOE is a molecular modelling package developed by chemical Computing Group Inc., Canada. 2002
    • MOE is a molecular modelling package developed by chemical Computing Group Inc., Canada. 2002.
  • 22
    • 80755126505 scopus 로고    scopus 로고
    • Statistica 8.0 statistical software, StatSoft, Inc OK, USA. 2002
    • Statistica 8.0 statistical software, StatSoft, Inc. OK, USA. 2002.
  • 23
    • 0038724207 scopus 로고    scopus 로고
    • The importance of being earnest: Validation is the absolute essential for successful application and interpretation of QSPR models
    • Tropsha, A.; Gramatica, P.; Gombar, V.K. The importance of earnest, validation is the absolute essential application and interpretation of QSPR models. QSAR Comb. Sci., 2003, 22, 69-77. (Pubitemid 36717473)
    • (2003) QSAR and Combinatorial Science , vol.22 , Issue.1 , pp. 69-77
    • Tropsha, A.1    Gramatica, P.2    Gombar, V.K.3
  • 25
    • 34250628103 scopus 로고    scopus 로고
    • Principles of QSAR models validation: Internal and external
    • DOI 10.1002/qsar.200610151
    • Gramatica, P. Principle of QSAR model validation: Internal and external. QSAR Comb. Sci., 2007, 26, 694-701. (Pubitemid 46932857)
    • (2007) QSAR and Combinatorial Science , vol.26 , Issue.5 , pp. 694-701
    • Gramatica, P.1
  • 26
    • 41949116226 scopus 로고    scopus 로고
    • On some aspects of variable selected for partial least squares regression models
    • Roy, P.P.; Roy, K. On some aspects of variable selected for partial least squares regression models. QSAR Comb. Sci. 2008, 27, 302-313.
    • (2008) QSAR Comb. Sci. , vol.27 , pp. 302-313
    • Roy, P.P.1    Roy, K.2
  • 27
    • 67249129284 scopus 로고    scopus 로고
    • On two novel parameters for validation of predictive QSAR models
    • Roy, P.P.; Paul, S.; Mitra, I.; Roy, K. On two novel parameters for validation of predictive QSAR models. Molecules, 2009, 14, 1660-1701.
    • (2009) Molecules , vol.14 , pp. 1660-1701
    • Roy, P.P.1    Paul, S.2    Mitra, I.3    Roy, K.4
  • 28
    • 0036557851 scopus 로고    scopus 로고
    • Evaluation of a novel electronic eigenvalue (EEVA) molecular descriptor for QSAR/QSPR studies: Validation using a benchmark steroid data set
    • DOI 10.1021/ci0103830
    • Tuppurainen, K.; Viisas, M.; Laatikainen, R.; Perkyl, M. Evaluation of a novel eigenvalue (EEVA) molecular descriptor for QSAR/QSPR studies: Validation using a benchmark steroid data set. J. Chem. Inf. Comput. Sci., 2002, 42(3), 607-613. (Pubitemid 35359017)
    • (2002) Journal of Chemical Information and Computer Sciences , vol.42 , Issue.3 , pp. 607-613
    • Tuppurainen, K.1    Viisas, M.2    Laatikainen, R.3    Perakyla, M.4
  • 29
    • 84918743166 scopus 로고
    • Influential observations in linear-regression
    • Cook, R.D. Influential observations in linear-regression. J. Am. Stat. Assoc., 1979, 74, 169-174.
    • (1979) J. Am. Stat. Assoc. , vol.74 , pp. 169-174
    • Cook, R.D.1
  • 31
    • 34548599794 scopus 로고    scopus 로고
    • A caution regarding rules of thumb for variance inflation factors
    • O'Brien, R.M. A caution regarding rules of thumb for variance inflation factors. Quality & Quantity, 2007, 41, 673-690.
    • (2007) Quality & Quantity , vol.41 , pp. 673-690
    • O'Brien, R.M.1
  • 32
    • 0008932457 scopus 로고
    • Effect of centering on collinearity and interpretation of the constant
    • Wood, F.S. Effect of centering on collinearity and interpretation of the constant. Am. Stat., 1984, 38, 88-90.
    • (1984) Am. Stat. , vol.38 , pp. 88-90
    • Wood, F.S.1
  • 33
    • 78650014134 scopus 로고
    • Testing for serial correlation in least squares regression.1
    • Durbin, J.; Watson, G.S. Testing for serial correlation in least squares regression.1. Biometrika, 1950, 37, 409-428.
    • (1950) Biometrika , vol.37 , pp. 409-428
    • Durbin, J.1    Watson, G.S.2
  • 34
    • 30244459245 scopus 로고
    • Testing for serial correlation in least squares regression.2
    • Durbin, J.; Watson, G.S. Testing for serial correlation in least squares regression.2. Biometrika, 1951, 38, 159-178.
    • (1951) Biometrika , vol.38 , pp. 159-178
    • Durbin, J.1    Watson, G.S.2
  • 35
    • 8844278786 scopus 로고    scopus 로고
    • Chemical Computing Group Inc. Montreal H3A 2R7 Canada
    • Lin, A. QuaSAR-descriptors. Chemical Computing Group Inc. Montreal, H3A 2R7 Canada, 2002.
    • (2002) QuaSAR-Descriptors
    • Lin, A.1
  • 36
    • 1542741028 scopus 로고    scopus 로고
    • ADME evaluation in drug discovery. 4. Prediction of aqueous solubility based on atom contribution approach
    • Hou, T.J.; Xia, K.; Zhang, W.; Xu, X.J. ADME evaluation in drug discovery. 4. Prediction of aqueous solubility based on atom contribution approach. J. Chem. Inf. Comput. Sci. 2004, 44, 266-275.
    • (2004) J. Chem. Inf. Comput. Sci. , vol.44 , pp. 266-275
    • Hou, T.J.1    Xia, K.2    Zhang, W.3    Xu, X.J.4
  • 37
    • 0035273557 scopus 로고    scopus 로고
    • Estimation of the aqueous solubility of organic molecules by the group contribution approach
    • DOI 10.1021/ci000152d
    • Klopman, G.; Zhu, H. Estimation of the aqueous solubility of organic molecules by the group contribution approach. J. Chem. Inf. Comput. Sci. 2001, 41, 439-445. (Pubitemid 32408662)
    • (2001) Journal of Chemical Information and Computer Sciences , vol.41 , Issue.2 , pp. 439-445
    • Klopman, G.1    Zhu, H.2
  • 38
    • 0001509942 scopus 로고    scopus 로고
    • Prediction of physicochemical parameters by atomic contributions
    • Wildman, S.A.; Crippen, G.M. Prediction of physicochemical parameters by atomic contributions. J. Chem. Inf. Comput. Sci., 1999, 39, 868-873.
    • (1999) J. Chem. Inf. Comput. Sci. , vol.39 , pp. 868-873
    • Wildman, S.A.1    Crippen, G.M.2


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