Quantitative Structure-activity Relationships (QSAR) for antitumor activity of nitroazoles

A comparative analysis for the parent compounds and their nitroanione radical and nitrosoanione radical derivatives

Andrey Ivanovich Khlebnikov, Igor Schepetkin, Byung Sam Kim, Byoung Se Kwon

Research output: Chapter in Book/Report/Conference proceedingConference contribution

Abstract

A QSAR analysis of the antitumor, anti metastatic and anti-colony formation (for metastatic colonies) activities of eighteen nitroazoles and their nitro anion radical and nitroso anion radical derivatives against melanoma B16 in mice is reported. The QSAR models were built with the use of the frontal polygon method. This approach has features of different 3D QSAR methodologies. The procedure allows to build robust models with high predictive ability even in series of diverse and conformationally flexible compounds. Key atomic characteristics (hydrophobicity and refraction increments, partial charge) accompany the geometrical requirements in the analysis of local 3D molecular similarity. By variation of weight coefficients for these properties it is possible to achieve better quality of QSAR and evaluate the importance of each characteristic for biological activity under consideration. It is the evidence that hydrophobicity, molar refraction and charge characteristics of nitro anion radical derivatives are more significant for interaction with molecular targets than those of the parent compounds and of the nitroso anion radical derivatives. Thus, the step of one-electron reduction of nitroazoles can be important for antitumor, anti-metastatic and anti-colony formation activity of these drugs.

Original languageEnglish
Title of host publication5th Korea-Russia International Symposium on Science and Technology - Proceedings: KORUS 2001
Subtitle of host publicationKORUS 2001
PublisherInstitute of Electrical and Electronics Engineers Inc.
Pages10-14
Number of pages5
Volume3
ISBN (Electronic)0780370082, 9780780370081
DOIs
Publication statusPublished - 2001
Externally publishedYes
Event5th Korea-Russia International Symposium on Science and Technology, KORUS 2001 - Tomsk, Russian Federation
Duration: 26 Jun 20013 Jul 2001

Conference

Conference5th Korea-Russia International Symposium on Science and Technology, KORUS 2001
CountryRussian Federation
CityTomsk
Period26.6.013.7.01

Fingerprint

Quantitative Structure-Activity Relationship
Anions
Negative ions
Derivatives
Hydrophobicity
Refraction
Hydrophobic and Hydrophilic Interactions
Nitroso Compounds
Experimental Melanomas
Bioactivity
Electrons
Weights and Measures
Pharmaceutical Preparations

Keywords

  • Antitumor drugs
  • Nitroazoles
  • Quantitative structure-activity relationships

ASJC Scopus subject areas

  • Clinical Biochemistry
  • Computer Networks and Communications
  • Biotechnology
  • Civil and Structural Engineering
  • Mechanics of Materials
  • Electronic, Optical and Magnetic Materials
  • Materials Chemistry
  • Surfaces, Coatings and Films

Cite this

Khlebnikov, A. I., Schepetkin, I., Kim, B. S., & Kwon, B. S. (2001). Quantitative Structure-activity Relationships (QSAR) for antitumor activity of nitroazoles: A comparative analysis for the parent compounds and their nitroanione radical and nitrosoanione radical derivatives. In 5th Korea-Russia International Symposium on Science and Technology - Proceedings: KORUS 2001: KORUS 2001 (Vol. 3, pp. 10-14). [975012] Institute of Electrical and Electronics Engineers Inc.. https://doi.org/10.1109/KORUS.2001.975012

Quantitative Structure-activity Relationships (QSAR) for antitumor activity of nitroazoles : A comparative analysis for the parent compounds and their nitroanione radical and nitrosoanione radical derivatives. / Khlebnikov, Andrey Ivanovich; Schepetkin, Igor; Kim, Byung Sam; Kwon, Byoung Se.

5th Korea-Russia International Symposium on Science and Technology - Proceedings: KORUS 2001: KORUS 2001. Vol. 3 Institute of Electrical and Electronics Engineers Inc., 2001. p. 10-14 975012.

Research output: Chapter in Book/Report/Conference proceedingConference contribution

Khlebnikov, AI, Schepetkin, I, Kim, BS & Kwon, BS 2001, Quantitative Structure-activity Relationships (QSAR) for antitumor activity of nitroazoles: A comparative analysis for the parent compounds and their nitroanione radical and nitrosoanione radical derivatives. in 5th Korea-Russia International Symposium on Science and Technology - Proceedings: KORUS 2001: KORUS 2001. vol. 3, 975012, Institute of Electrical and Electronics Engineers Inc., pp. 10-14, 5th Korea-Russia International Symposium on Science and Technology, KORUS 2001, Tomsk, Russian Federation, 26.6.01. https://doi.org/10.1109/KORUS.2001.975012
Khlebnikov AI, Schepetkin I, Kim BS, Kwon BS. Quantitative Structure-activity Relationships (QSAR) for antitumor activity of nitroazoles: A comparative analysis for the parent compounds and their nitroanione radical and nitrosoanione radical derivatives. In 5th Korea-Russia International Symposium on Science and Technology - Proceedings: KORUS 2001: KORUS 2001. Vol. 3. Institute of Electrical and Electronics Engineers Inc. 2001. p. 10-14. 975012 https://doi.org/10.1109/KORUS.2001.975012
Khlebnikov, Andrey Ivanovich ; Schepetkin, Igor ; Kim, Byung Sam ; Kwon, Byoung Se. / Quantitative Structure-activity Relationships (QSAR) for antitumor activity of nitroazoles : A comparative analysis for the parent compounds and their nitroanione radical and nitrosoanione radical derivatives. 5th Korea-Russia International Symposium on Science and Technology - Proceedings: KORUS 2001: KORUS 2001. Vol. 3 Institute of Electrical and Electronics Engineers Inc., 2001. pp. 10-14
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