메뉴 건너뛰기




Volumn 37, Issue 5, 2009, Pages 513-521

The in chemico-in silico interface: Challenges for integrating experimental and computational chemistry to identify toxicity

Author keywords

Alternatives; In chemico; In silico; Integrated testing strategy; Reactivity; Toxicity

Indexed keywords

REACTIVE OXYGEN METABOLITE; DRUG; ORGANIC COMPOUND;

EID: 77949877169     PISSN: 02611929     EISSN: None     Source Type: Journal    
DOI: 10.1177/026119290903700508     Document Type: Review
Times cited : (37)

References (44)
  • 1
    • 33748640373 scopus 로고    scopus 로고
    • Mechanistic applicability domains for nonanimal-based prediction of toxicological end points: General principles and application to reactive toxicity
    • Aptula, A.O. & Roberts, D.W. (2006). Mechanistic applicability domains for nonanimal-based prediction of toxicological end points: General principles and application to reactive toxicity. Chemical Research in Toxicology 19, 1097-1105.
    • (2006) Chemical Research in Toxicology , vol.19 , pp. 1097-1105
    • Aptula, A.O.1    Roberts, D.W.2
  • 3
    • 85025403160 scopus 로고
    • Studies on the sensitisation of animals with simple chemical compounds
    • Landsteiner, K. & Jacobs, J. (1936). Studies on the sensitisation of animals with simple chemical compounds. Journal of Experimental Medicine 64, 625-639.
    • (1936) Journal of Experimental Medicine , vol.64 , pp. 625-639
    • Landsteiner, K.1    Jacobs, J.2
  • 4
    • 77950607168 scopus 로고
    • Guidebook to Mechanism in Organic Chemistry (6th Edition)
    • Sykes, P. (1986). Guidebook to Mechanism in Organic Chemistry (6th Edition), 432pp. Harlow, Essex: Pearson Education Ltd.
    • (1986) Harlow, Essex: Pearson Education Ltd.
    • Sykes, P.1
  • 7
    • 66149104042 scopus 로고    scopus 로고
    • In vitro screening of 50 highly prescribed drugs for thiol adduct formation. Comparison of potential for drug-induced toxicity and extent of adduct formation
    • Gan, J., Ruan, Q., He, B., Zhu, M., Shyu, W.C. & Humphreys, W.G. (2009). In vitro screening of 50 highly prescribed drugs for thiol adduct formation. Comparison of potential for drug-induced toxicity and extent of adduct formation. Chemical Research in Toxicology 22, 690-698.
    • (2009) Chemical Research in Toxicology , vol.22 , pp. 690-698
    • Gan, J.1    Ruan, Q.2    He, B.3    Zhu, M.4    Shyu, W.C.5    Humphreys, W.G.6
  • 8
  • 9
    • 0020355123 scopus 로고
    • The derivation of quantitative correlation between skin sensitization and physicochemical parameters for alkylating agents, and their application to experimental data for sultones
    • Roberts, D.W. & Williams, D.L. (1982). The derivation of quantitative correlation between skin sensitization and physicochemical parameters for alkylating agents, and their application to experimental data for sultones. Journal of Theoretical Biology 99, 807-825.
    • (1982) Journal of Theoretical Biology , vol.99 , pp. 807-825
    • Roberts, D.W.1    Williams, D.L.2
  • 12
    • 58149293575 scopus 로고    scopus 로고
    • Read-across to rank skin sensitization potential: Subcategories for the Michael acceptor domain
    • Schultz, T.W., Rogers, K. & Aptula, A.O. (2009). Read-across to rank skin sensitization potential: subcategories for the Michael acceptor domain. Contact Dermatitis 60, 21-31.
    • (2009) Contact Dermatitis , vol.60 , pp. 21-31
    • Schultz, T.W.1    Rogers, K.2    Aptula, A.O.3
  • 13
    • 34147124084 scopus 로고    scopus 로고
    • Investigating protein haptenation mechanisms of skin sensitisers using human serum albumin as a model protein
    • DOI 10.1016/j.tiv.2007.01.008, PII S0887233307000239
    • Aleksic, M., Pease, C.K., Basketter, D.A., Panico, M., Morris, H.R. & Dell, A. (2007). Investigating protein haptenation mechanisms of skin sensitisers using human serum albumin as a model protein. Toxicology in Vitro 21, 723-733. (Pubitemid 46553778)
    • (2007) Toxicology in Vitro , vol.21 , Issue.4 , pp. 723-733
    • Aleksic, M.1    Pease, C.K.2    Basketter, D.A.3    Panico, M.4    Morris, H.R.5    Dell, A.6
  • 14
    • 64349117376 scopus 로고    scopus 로고
    • Reactivity profiling: Covalent modification of single nucleophile peptides for skin sensitization risk assessment
    • Aleksic, M., Thain, E., Roger, D., Saib, O., Davies, M., Li, J., Aptula, A. & Zazzeroni, R. (2009). Reactivity profiling: covalent modification of single nucleophile peptides for skin sensitization risk assessment. Toxicological Sciences 108, 401-411.
    • (2009) Toxicological Sciences , vol.108 , pp. 401-411
    • Aleksic, M.1    Thain, E.2    Roger, D.3    Saib, O.4    Davies, M.5    Li, J.6    Aptula, A.7    Zazzeroni, R.8
  • 15
    • 65949100117 scopus 로고    scopus 로고
    • High throughput kinetic profiling approach for covalent binding to peptides: Application to skin sensitization potency of Michael acceptor electrophiles
    • Roberts, D.W. & Natsch, A. (2009). High throughput kinetic profiling approach for covalent binding to peptides: application to skin sensitization potency of Michael acceptor electrophiles. Chemical Research in Toxicology 22, 592-603.
    • (2009) Chemical Research in Toxicology , vol.22 , pp. 592-603
    • Roberts, D.W.1    Natsch, A.2
  • 17
    • 35649009496 scopus 로고    scopus 로고
    • Utility and limitations of a peptide reactivity assay to predict fragrance allergens in vitro
    • DOI 10.1016/j.tiv.2007.03.016, PII S0887233307001294, Fourteenth International Workshop on In Vitro Toxicology
    • Natsch, A., Gfeller, H., Rothaupt, M. & Ellis, G. (2007). Utility and limitations of a peptide reactivity assay to predict fragrance allergens in vitro. Toxicology in Vitro 21, 1220-1226. (Pubitemid 350030873)
    • (2007) Toxicology in Vitro , vol.21 , Issue.7 , pp. 1220-1226
    • Natsch, A.1    Gfeller, H.2    Rothaupt, M.3    Ellis, G.4
  • 18
    • 56649085336 scopus 로고    scopus 로고
    • LC-MS-based characterization of the peptide reactivity of chemicals to improve the in vitro prediction of the skin sensitization potential
    • Natsch, A. & Gfeller, H. (2008). LC-MS-based characterization of the peptide reactivity of chemicals to improve the in vitro prediction of the skin sensitization potential. Toxicological Sciences 106, 464-478.
    • (2008) Toxicological Sciences , vol.106 , pp. 464-478
    • Natsch, A.1    Gfeller, H.2
  • 19
    • 58049202229 scopus 로고    scopus 로고
    • Filling the concept with data: Integrating data from different in vitro and in silico assays on skin sensitizers to explore the battery approach for animal-free skin sensitization testing
    • Natsch, A., Emter, R. & Ellis, G. (2009). Filling the concept with data: integrating data from different in vitro and in silico assays on skin sensitizers to explore the battery approach for animal-free skin sensitization testing. Toxicological Sciences 107, 106-121.
    • (2009) Toxicological Sciences , vol.107 , pp. 106-121
    • Natsch, A.1    Emter, R.2    Ellis, G.3
  • 20
    • 0242712386 scopus 로고    scopus 로고
    • Applicability and Limitation of QSARs for the Toxicity of Electrophilic Chemicals
    • DOI 10.1021/es0341992
    • Harder, A., Escher, B.I. & Schwarzenbach, R.P. (2003). Applicability and limitation of QSARs for the toxicity of electrophilic chemicals. Environmental Science & Technology 37, 4955-4961. (Pubitemid 37369886)
    • (2003) Environmental Science and Technology , vol.37 , Issue.21 , pp. 4955-4961
    • Harder, A.1    Escher, B.I.2    Schwarzenbach, R.P.3
  • 21
    • 47549116966 scopus 로고    scopus 로고
    • Structure-activity relationships for thiol reactivity and rat or human hepatocyte toxicity induced by substituted p-benzoquinone compounds
    • Chan, K., Jensen, N. & O'Brien, P.J. (2008). Structure-activity relationships for thiol reactivity and rat or human hepatocyte toxicity induced by substituted p-benzoquinone compounds. Journal of Applied Toxicology 28, 608-620.
    • (2008) Journal of Applied Toxicology , vol.28 , pp. 608-620
    • Chan, K.1    Jensen, N.2    O'Brien, P.J.3
  • 22
    • 0021987414 scopus 로고
    • Quantitative correlation studies between the acute lethal toxicity of 15 organic halides to the guppy (Poecilia reticulata) and chemical reactivity towards 4-nitrobenzylpyridine
    • Hermens, J., Busser, F., Leeuwanch, P. & Musch, A. (1985). Quantitative correlation studies between the acute lethal toxicity of 15 organic halides to the guppy (Poecilia reticulata) and chemical reactivity towards 4-nitrobenzylpyridine. Toxicological & Environmental Chemistry 9, 219-236.
    • (1985) Toxicological & Environmental Chemistry , vol.9 , pp. 219-236
    • Hermens, J.1    Busser, F.2    Leeuwanch, P.3    Musch, A.4
  • 23
    • 27944492356 scopus 로고    scopus 로고
    • Toxicity to Tetrahymena and abiotic thiol reactivity of aromatic isothiocyanates
    • Schultz, T.W., Yarbrough, J.W. & Woldemeskel, M. (2005). Toxicity to Tetrahymena and abiotic thiol reactivity of aromatic isothiocyanates. Cell Biology & Toxicology 21, 181-189.
    • (2005) Cell Biology & Toxicology , vol.21 , pp. 181-189
    • Schultz, T.W.1    Yarbrough, J.W.2    Woldemeskel, M.3
  • 24
    • 34047274393 scopus 로고    scopus 로고
    • Abiotic sulfhydryl reactivity: A predictor of aquatic toxicity for carbonyl-containing α,β-unsaturated compounds
    • DOI 10.1021/tx600344a
    • Yarbrough, J.W. & Schultz, T.W. (2007). Abiotic sulfhydryl reactivity: a predictor of aquatic toxicity for carbonyl-containing α,β-unsaturated compounds. Chemical Research in Toxicology 20, 558-562. (Pubitemid 46548702)
    • (2007) Chemical Research in Toxicology , vol.20 , Issue.3 , pp. 558-562
    • Yarbrough, J.W.1    Schultz, T.W.2
  • 25
    • 66049102623 scopus 로고    scopus 로고
    • Kinetic glutathione chemoassay to quantify thiol reactivity of organic electrophiles-application to α,β-unsaturated ketones, acrylates, and propiolates
    • Böhme, A., Thaens, D., Paschke, A. & Schüürmann, G. (2009). Kinetic glutathione chemoassay to quantify thiol reactivity of organic electrophiles-application to α,β-unsaturated ketones, acrylates, and propiolates. Chemical Research in Toxicology 22, 742-750.
    • (2009) Chemical Research in Toxicology , vol.22 , pp. 742-750
    • Böhme, A.1    Thaens, D.2    Paschke, A.3    Schüürmann, G.4
  • 26
    • 30744432123 scopus 로고    scopus 로고
    • Screening for reactive intermediates and toxicity assessment in drug discovery
    • Caldwell, G.W. & Yan, Z. (2006). Screening for reactive intermediates and toxicity assessment in drug discovery. Current Opinion in Drug Discovery & Development 9, 47-60.
    • (2006) Current Opinion in Drug Discovery & Development , vol.9 , pp. 47-60
    • Caldwell, G.W.1    Yan, Z.2
  • 27
    • 44349084840 scopus 로고    scopus 로고
    • Chemical reactivity indices and mechanism-based read-across for non-animal based assessment of skin sensitisation potential
    • Roberts, D.W., Aptula, A.O., Patlewicz, G. & Pease, C. (2008). Chemical reactivity indices and mechanism-based read-across for non-animal based assessment of skin sensitisation potential. Journal of Applied Toxicology 28, 443-454.
    • (2008) Journal of Applied Toxicology , vol.28 , pp. 443-454
    • Roberts, D.W.1    Aptula, A.O.2    Patlewicz, G.3    Pease, C.4
  • 28
    • 53849113018 scopus 로고    scopus 로고
    • Identification of mechanisms of toxic action for skin sensitisation using a SMARTS pattern based approach
    • Enoch, S.J., Madden, J.C. & Cronin, M.T.D. (2008). Identification of mechanisms of toxic action for skin sensitisation using a SMARTS pattern based approach. SAR & QSAR in Environmental Research 19, 555-578.
    • (2008) SAR & QSAR in Environmental Research , vol.19 , pp. 555-578
    • Enoch, S.J.1    Madden, J.C.2    Cronin, M.T.D.3
  • 29
    • 49849084348 scopus 로고    scopus 로고
    • Structure alerts for carcinogenicity, and the Salmonella assay system: A novel insight through the chemical relational databases technology
    • Benigni, R. & Bossa, C. (2008). Structure alerts for carcinogenicity, and the Salmonella assay system: A novel insight through the chemical relational databases technology. Mutation Research 659, 248-261.
    • (2008) Mutation Research , vol.659 , pp. 248-261
    • Benigni, R.1    Bossa, C.2
  • 30
    • 12144257810 scopus 로고    scopus 로고
    • Derivation and validation of toxicophores for mutagenicity prediction
    • DOI 10.1021/jm040835a
    • Kazius, J., McGuire, R. & Bursi, R. (2005). Derivation and validation of toxicophores for mutagenicity prediction. Journal of Medicinal Chemistry 48, 312-320. (Pubitemid 40105270)
    • (2005) Journal of Medicinal Chemistry , vol.48 , Issue.1 , pp. 312-320
    • Kazius, J.1    McGuire, R.2    Bursi, R.3
  • 32
    • 33947194049 scopus 로고    scopus 로고
    • Enhancement of chemical rules for predicting compound reactivity towards protein thiol groups
    • Metz, J.T., Huth, J.R. & Hajduk, P.J. (2007). Enhancement of chemical rules for predicting compound reactivity towards protein thiol groups. Journal of Computer-aided Molecular Design 21, 139-144.
    • (2007) Journal of Computer-aided Molecular Design , vol.21 , pp. 139-144
    • Metz, J.T.1    Huth, J.R.2    Hajduk, P.J.3
  • 34
    • 0028999997 scopus 로고
    • Linear Free Energy Relationships for reactions of electrophilic halo- And pseudohalobenzenes, and their application in prediction of skin sensitization potential for SNAr electrophiles
    • Roberts, D.W. (1995). Linear Free Energy Relationships for reactions of electrophilic halo- and pseudohalobenzenes, and their application in prediction of skin sensitization potential for SNAr electrophiles. Chemical Research in Toxicology 8, 545-551.
    • (1995) Chemical Research in Toxicology , vol.8 , pp. 545-551
    • Roberts, D.W.1
  • 35
    • 33749004016 scopus 로고    scopus 로고
    • Mechanistic applicability domains for non-animal based toxicological endpoints. QSAR analysis of the Schiff Base applicability domain for skin sensitization
    • Aptula, A.O., Roberts, D.W. & Patlewicz, G. (2006). Mechanistic applicability domains for non-animal based toxicological endpoints. QSAR analysis of the Schiff Base applicability domain for skin sensitization. Chemical Research in Toxicology 19, 1228-1233.
    • (2006) Chemical Research in Toxicology , vol.19 , pp. 1228-1233
    • Aptula, A.O.1    Roberts, D.W.2    Patlewicz, G.3
  • 36
    • 33846946859 scopus 로고    scopus 로고
    • Linking databases of chemical reactions to NMR data: An exploration of H-1 NMR-based reaction classification
    • Latino, D.A.R.S. & Aires-de-Sousa, J. (2007). Linking databases of chemical reactions to NMR data: An exploration of H-1 NMR-based reaction classification. Analytical Chemistry 79, 854-862.
    • (2007) Analytical Chemistry , vol.79 , pp. 854-862
    • Latino, D.A.R.S.1    Aires-de-Sousa, J.2
  • 37
    • 28944436655 scopus 로고    scopus 로고
    • Structure-based classification of chemical reactions without assignment of reaction centers
    • Zhang, Q.Y. & Aires-de-Sousa, J. (2005). Structure-based classification of chemical reactions without assignment of reaction centers. Journal of Chemical Information & Modeling 45, 1775-1783.
    • (2005) Journal of Chemical Information & Modeling , vol.45 , pp. 1775-1783
    • Zhang, Q.Y.1    Aires-de-Sousa, J.2
  • 39
    • 0023856614 scopus 로고
    • Chemical structure, Salmonella mutagenicity and extent of carcinogenicity as indicators of genotoxic carcinogenesis among 222 chemicals tested in rodents by the US NCI/NTP
    • Ashby, J. & Tennant, R.W. (1988). Chemical structure, Salmonella mutagenicity and extent of carcinogenicity as indicators of genotoxic carcinogenesis among 222 chemicals tested in rodents by the US NCI/NTP. Mutation Research 204, 17-115.
    • (1988) Mutation Research , vol.204 , pp. 17-115
    • Ashby, J.1    Tennant, R.W.2
  • 41
    • 0025131035 scopus 로고
    • Evaluating the ability of CASE, an artificial intelligence structure-activity relational system, to predict structural alerts for genotoxicity
    • Rosenkranz, H.S. & Klopman, G. (1990). Evaluating the ability of CASE, an artificial intelligence structure-activity relational system, to predict structural alerts for genotoxicity. Mutagenesis 5, 525-527.
    • (1990) Mutagenesis , vol.5 , pp. 525-527
    • Rosenkranz, H.S.1    Klopman, G.2
  • 42
    • 33746256602 scopus 로고    scopus 로고
    • Lazy structure-activity relationships (Lazar) for the prediction of rodent carcinogenicity and Salmonella mutagenicity
    • Helma, C. (2006). Lazy structure-activity relationships (Lazar) for the prediction of rodent carcinogenicity and Salmonella mutagenicity. Molecular Diversity 10, 147-158.
    • (2006) Molecular Diversity , vol.10 , pp. 147-158
    • Helma, C.1
  • 43
    • 34250000327 scopus 로고    scopus 로고
    • Proposed integrated decision-tree testing strategies for mutagenicity and carcinogenicity in relation to the EU REACH legislation
    • Grindon, C., Combes. R., Cronin, M.T.D., Roberts, D.W. & Garrod, J. (2007). Integrated decision-tree testing strategies for skin sensitisation with respect to the requirements of the EU REACH legislation. ATLA 35, 683-697. (Pubitemid 46883166)
    • (2007) ATLA Alternatives to Laboratory Animals , vol.35 , Issue.2 , pp. 267-287
    • Combes, R.1    Grindon, C.2    Cronin, M.T.D.3    Roberts, D.W.4    Garrod, J.5
  • 44
    • 58149085640 scopus 로고    scopus 로고
    • Formation of categories from structure-activity relationships to allow read-across for risk assessment: Toxicity of α,β-unsaturated carbonyl compounds
    • Koleva, Y.K., Madden, J.C. & Cronin, M.T.D. (2008). Formation of categories from structure-activity relationships to allow read-across for risk assessment: toxicity of α,β-unsaturated carbonyl compounds. Chemical Research in Toxicology 21, 2300-2312.
    • (2008) Chemical Research in Toxicology , vol.21 , pp. 2300-2312
    • Koleva, Y.K.1    Madden, J.C.2    Cronin, M.T.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.