Antitumor agents. 213. Modeling of epipodophyllotoxin derivatives using variable selection k nearest neighbor QSAR method

Journal of Medicinal Chemistry

Volumn 45, Issue 11, 2002, Pages 2294-2309

  Xiao, Zhiyan ^a   Xiao, Yun De ^a   Feng, Jun ^a   Golbraikh, Alexander ^a   Tropsha, Alexander ^a   Lee, Kuo Hsiung ^a  

^a UNIVERSITY OF NORTH CAROLINA   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; EPIPODOPHYLLOTOXIN DERIVATIVE; ETOPOSIDE; TENIPOSIDE;

ANALYTIC METHOD; ARTICLE; DRUG STRUCTURE; MOLECULAR MODEL; PREDICTION; QUANTITATIVE STRUCTURE ACTIVITY RELATION; STATISTICAL ANALYSIS; TRAINING;

ANTINEOPLASTIC AGENTS; MODELS, MOLECULAR; PODOPHYLLOTOXIN; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0037161603     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm0105427     Document Type: Article

References (60)

1. Podophyllotoxins
2. The podophyllotoxin derivatives, VP-16-213 and VM26
3. Mechanism of action of antitumor drug etoposide: A review
4. Successful treatment of resistant germinal neoplasms with VP-16 and cisplatin: Results of a Southeastern Cancer Study Group Trial
5. Preformulation study of etoposide: Identification of physicochemical characteristics responsible for the low and erratic oral bioavailability of etoposide
6. Antitumor Agents. 107. New cytotoxic 4-alkylamino analogues of 4′-demethylepipodophyllotoxin as inhibitors of human DNA topoisomerase II
7. Antitumor Agents. 113. New 4-arylamino derivatives of 4′-o-demethylepipodophyllotoxin and related compounds as potent inhibitors of human DNA topoisomerase II
8. Antitumor Agents. 111. New 4-hydroxylated and 4-halogenated anilino derivatives of 4′-demethylepipodophyllotoxin as potent inhibitors of human DNA topoisomerase II
9. Antitumor Agents. 120. New 4-substituted benzylamine and benzyl ether derivatives of 4′-O-demethylepipodophyllollotoxin as potent inhibitors of human dna topoisomerase II
10. Antitumor Agents. 123. Synthesis and human DNA topoisomerase II inhibitory activity of 2′-chloro derivatives of etoposide and 4β-(Arylamino)-4′-O-demethylpodophyllotoxins
11. Antitumor Agents. 124. New 4β-substituted aniline derivatives of 6,7-O,O-demethylpodophyllotoxin and related compounds as potent inhibitors of human DNA topoisomerase II
12. Antitumor Agents. 125. New 4-benzoylamino derivatives of 4′-O-demethyl-4-desoxypodophyllotoxin and 4-benzoyl derivatives of 4′-O-demethylpodophyllotoxin as potent inhibitors of human DNA topoisomerase II
13. Antitumor Agents. 126. Novel 4β-substituted anilino derivatives of 3′,4′-O,O-didemethylpodophyllotoxin as potent inhibitors of human DNA topoisomerase II
14. Nitrosourea derivatives of 3′,4′-didemethoxy-3′,4′-dioxo-4-deoxypodophyllotoxin and urea derivatives of 4′-O-demethylpodophyllotoxin as potent inhibitors of human DNA topoisomerase II
15. Antitumor Agents. 148. Synthesis and biological evaluation of novel 4-amino derivatives of etoposide with better pharmacological profiles
16. Antitumor Agents. 177. Design, syntheses, and biological evaluation of novel etoposide analogues bearing pyrrolecarboxamidino group as DNA topoisomerase II inhibitors
17. Antitumor Agents. 194. Synthesis and biological evaluations of 4-β-mono-, -Di-, and -trisubstituted aniline-4′-demethyl-podophyllotoxin and related compounds with improved pharmacological profiles
18. Catalytic function of DNA topoisomerase II
19. Annotation
20. Podophyllotoxin analogues: Effects on DNA topoisomerase II, tubulin polymerization, human tumor KB cells, and their VP-16-resistant variants
21. Antitumor Agents. 152. In vitro inhibitory activity of etoposide derivative NPF against human tumor cell lines and a study of its conformation by X-ray crystallography, molecular modeling, and NMR spectroscopy
22. 2-GRS approach
23. Comparative molecular field analysis CoMFA. 1. Effect of shape on binding of steroids to carrier proteins
24. Cross-validated R2-guided region selection for comparative molecular field analysis: A simple method to achieve consistent results
25. On the mechanism of interaction of DNA topoisomerase II with chemotherapeutic agents
26. DNA Intercalating Antitumor Agents
27. Antitumor Agents. 164. Podophenazine, 2″,3″-dichloropodophenazine, benzopodophenazine, and their 4β-p-nitroaniline derivatives as novel DNA topoisomerase II inhibitors
28. The developing practice of comparative molecular field analysis
29. UniSur-CoMFA: For stable and consistent 3D-QSAR
30. Three-dimensional QSAR of human immunodeficiency virus (I) protease inhibitors. 1. A CoMFA study employing experimentally-determined alignment rules
31. Structure based alignment and comparative molecular field analysis of acetylcholinesterase inhibitors
32. Application of genetic function approximation to quantitative structure-activity relationships and quantitative structure-property relationships
33. Chemical applications of graph theory II: Isomer Enumeration
34. Variable selection in QSAR studies. I. An evolutionary algorithm
35. Automated descriptor selection for quantitative structure-activity relationships using generalized simulated annealing
36. Applying evolutionary programming to selected traveling salesman problems
37. Evolutionary methods for training neural networks
38. Genetic algorithms: Principles of natural selection applied to computation
39. Generalized simulated annealing for function optimization
40. Generalized simulated annealing for calibration sample selection from an existing set and orthoginization of undesigned experiments
41. Novel variable selection quantitative structure-property relationship approach based on the k-nearest-neighbor principle
42. The molecular connectivity chi indexes and kappa shape indexes in structure - Property modeling
43. Rational combinatorial library design. 3. Simulated Annealing Guided Evaluation (SAGE) of Molecular Diversity: A novel computational tool for universal library design and database mining
44. Characterization of human lung cancer cells resistant to 4′-O-demethyl-4β-(2″-nitro-4″-fluoroanilino) -4-desoxypodophyllotoxin, a unique compound in the epipodophyllo-toxin antitumor class
45. 2!
46. Lead discovery using stochastic cluster analysis (SCA): A new method for clustering structurally similar compounds
47. Equation of state calculations by fast computing machines
48. Optimization by simulated annealing
49. Recent progress in the development of novel antitumor etoposide analogues