The evaluation of multivariate adaptive regression splines for the prediction of antitumor activity of acridinone derivatives

Medicinal Chemistry

Volumn 9, Issue 8, 2013, Pages 1041-1050

  Koba, Marcin ^a   Ba̧czek, Tomasz ^b  

^a NICOLAUS COPERNICUS UNIVERSITY   (Poland)

^b MEDICAL UNIVERSITY OF GDANSK   (Poland)

Author keywords

Acridinones; Antitumor activity; Molecular descriptors; Multivariate adaptive regression splines (MARSplines); Prediction of activity; Quantitative structure activity relationships (QSAR)

Indexed keywords

ACRIDONE DERIVATIVE; ACRIDINE DERIVATIVE; ANTINEOPLASTIC AGENT;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CHEMICAL STRUCTURE; COMPUTER PROGRAM; GEOMETRY; LEUKEMIA P 388; LIPOPHILICITY; METABOLIC ACTIVATION; MOLECULAR MODEL; MOUSE; MULTIVARIATE ADAPTIVE REGRESSION SPLINE; NONHUMAN; PHYSICAL CHEMISTRY; PREDICTOR VARIABLE; PRINCIPAL COMPONENT ANALYSIS; PRIORITY JOURNAL; QUANTITATIVE STRUCTURE ACTIVITY RELATION; STATISTICAL ANALYSIS; ANIMAL; CHEMISTRY; DOSE RESPONSE; DRUG SCREENING; LEUKEMIA; MULTIVARIATE ANALYSIS; PATHOLOGY; REGRESSION ANALYSIS; SYNTHESIS;

ACRIDINES; ANIMALS; ANTINEOPLASTIC AGENTS; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG SCREENING ASSAYS, ANTITUMOR; LEUKEMIA; MICE; MODELS, MOLECULAR; MOLECULAR STRUCTURE; MULTIVARIATE ANALYSIS; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; REGRESSION ANALYSIS; SOFTWARE;

EID: 84890254798     PISSN: 15734064     EISSN: 18756638     Source Type: Journal    
DOI: 10.2174/1573406411309080005     Document Type: Article

References (24)

1. Koba, M.; Baczek, T. Mechanisms of action of imidazoacridinone and triazoloacridinone derivatives in view of their biological activity. Curr. Pharm. Anal., 2011, 7, 286-95.
2. Friedman, J.H. Multivariate adaptive regression splines. Ann. Stat., 1991, 19, 1-141.
3. De Veaux, R.D.; Psichogios, D.C.; Ungar, L.H. A comparison of two non-parametric estimation scheme: MARS and neural networks. Comput. Chem. Eng., 1993, 17, 819-37.
4. Nguyen-Cong, V.; Van Dang, G.; Rode, B.M. Using mulivariate regression splines to QSAR studies of dihydroartemisinin derivatives. Eur. J. Med. Chem., 1996, 31, 797-803.
5. Lahsen, J.; Schmidhammer, B.M.; Rode, B.M. Structure-Activity relationship study of nonpeptide δ-Opioid-Receptor ligands. Helv. Chim. Acta, 2001, 84, 3299-305.
6. Xu, Q.S.; Massart, D.L.; Liang, Y.Z.; Fang, K.T. Two-step multivariate adaptive regression splines for modeling a quantitative relationship between gas chromatography retention indices and molecular descriptors. J. Chromatogr. A, 2003, 998, 155-67.
7. Put, R.; Xu, Q.S.; Massart, D.L.; Vander Heyden, Y. Multivariate adaptive regression splines (MARS) in chromatographic quantitative structure-retention relationship studies. J. Chromatogr. A, 2004, 1055, 11-9.
8. Deconinck, E.; Xu, Q.S.; Put, R.; Coomans, D.; Massart, D.L.; Vander Heyden, Y. Prediction of gastro-intestinal absorption using multivariate adaptive regression splines. J. Pharm. Biomed. Anal., 2005, 39, 1021-30.
9. Put, R.; Vander Heyden; Y. The evaluation of two-step multivariate adaptive regression splines of chromatographic retention prediction of peptides. Proteomics, 2007, 7, 1664-77.
10. Hu, R.; Doucet, J.P.; Delamar, M.; Zhang, R. QSAR models for 2-amino-6-arylsulfonylbenzonitriles and congeners HIV-1 reverse transcriptase inhibitors based on linear and nonlinear regression methods. Eur. J. Med. Chem., 2009, 44, 2158-71.
11. Jalali-Heravi, M.; Asadollahi-Baboli, M.; Mani-Varnosfaderani, A. Shuffling multivariate adaptative regression splines and adaptive neuro-fuzzy inference system as tools for QSAR study of SARS inhibitors. J. Pharm. Biomed. Anal., 2009, 50, 853-60.
12. Koba, M.; Ba̧czek, T. Chemometric evaluation of the significance of molecular structural descriptors on physicochemical binding of acridinone derivatives to DNA. Lett. Drug Design Discov., 2010, 7, 494-99.
13. Koba, M.; Ba̧czek, T. Importance of some classes of molecular descriptors on classification of antitumor acridinones using factor analysis. Med. Chem. Res., 2012, 21, 2854-62.
14. Koba, M.; Ba̧czek, T.; Ciesielski T. Influence of LC retention data on antitumor acridinones' classification evaluated by factor analysis method. Comb. Chem. High Throughput Screen., 2012, 15, 674-83.
15. Koba, M.; Ba̧czek, T. The influence of lipophilicity on the classification of antitumor acridinones evaluated by principal component analysis. Curr. Pharm. Anal., 2012, 8, 157-74.
16. Koba, M.; Ba̧czek, T. Physicochemical interaction of antitumor acridinone derivatives with DNA in view of QSAR studies. Med. Chem. Res., 2011, 20, 1385-93.
17. Koba, M. Application of artificial neural networks for the prediction of antitumor activity of a series of acridinone derivatives. Med. Chem., 2012, 8, 309-19.
18. Koba, M.; Ba̧czek, T.; Marszałł M.P. Importance of retention data from affinity and reverse-phase high-performance liquid chromatography on antitumor activity prediction of imidazoacridinones using QSAR strategy. J. Pharm. Biomed. Anal., 2012, 64-65, 87-93.
19. Cholody, W.M.; Martelli, S.; Konopa, J. 8-substituted 5-[(aminoalkyl)amino]-6H-v-triazolo[4,5,1-de]acridin-6-ones as potential antineoplastic agents. J. Med. Chem., 1990, 33, 2852-56.
20. Cholody, W.M.; Martelli, S.; Konopa, J. Chromophore-modified antineoplastic imidazoacridinones. Synthesis and activity against murine leukemias. J. Med. Chem., 1992, 35, 378-82.
21. Cholody, W.M.; Horowska, B.; Paradziej-Łukowicz, J.; Martelli, S.; Konopa J. Structure-activity relationship for antineoplastic imidazoacridinones: synthesis and antileukemic activity against murine leukemias. J. Med. Chem., 1996, 39, 1028-32.
22. Koba, M.; Konopa, J. Interactions of antitumor triazoloacridinones with DNA. Acta Biochim. Pol., 2007, 54, 297-306.
23. Mazerska, Z.; Augustin, E.; Dziegielewski, J.; Chołody, M.W.; Konopa, J. QSAR of acridines, III. Structure-activity relationship for antitumour imidazoacridinones and intercorrelations between in vivo and in vitro tests. Anticancer Drug Des., 1996, 11, 73-88.
24. Todeschini, R.; Consonni, V.; Mannhold, R.; Kubinyi, H.; Timmerman, p H. Handbook of Molecular Descriptors, Wiley-VCH: Weinheim, 2000.