Tropical Journal of Pharmaceutical Research

Original Research Article | OPEN ACCESS

Charge-transfer reaction of cediranib with 2,3-dichloro-3,5-dicyano-1,4-benzoquinone: spectrophotometric investigation and use in development of microwell assay for cediranib

Nasr Y Khalil, Tanveer A Wani, Ibrahim A Darwish , Ibrahim S Assiri

Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, PO Box 2457, Riyadh 11451, Saudi Arabia;

For correspondence:- Ibrahim Darwish Email: idarwish@ksu.edu.sa Tel:+966114677348

Received: 13 February 2015 Accepted: 1 August 2015 Published: 29 September 2015

Citation: Khalil NY, Wani TA, Darwish IA, Assiri IS. Charge-transfer reaction of cediranib with 2,3-dichloro-3,5-dicyano-1,4-benzoquinone: spectrophotometric investigation and use in development of microwell assay for cediranib. Trop J Pharm Res 2015; 14(9):1667-1672 doi: 10.4314/tjpr.v14i9.17

© 2015 The authors.
This is an Open Access article that uses a funding model which does not charge readers or their institutions for access and distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0) and the Budapest Open Access Initiative (http://www.budapestopenaccessinitiative.org/read), which permit unrestricted use, distribution, and reproduction in any medium, provided the original work is properly credited..

Abstract

Purpose: To investigate the charge-transfer (CT) reaction between cediranib (CRB) and 2, 3 - dichloro- 5, 6- dicyano -1, 4 - benzoquinone (DDQ) and employment of the reaction as a basis for the development of a novel 96 - microwell spectrophotometric assay for CRB.

Methods: The reaction of CRB and DDQ was investigated in different solvents of varying dielectric constant and polarity index The reaction resulted in the formation of a red-colored product. Spectrophotometric investigations confirmed that the reaction proceeded through to the formation of a (CT) complex.

Results: The molar absorptivity of the CT complex was linearly correlated with the dielectric constant and polarity index of the solvent; the correlation coefficients were 0.801 and 0.858, respectively. The association constant of the complex was 0.5 × 10³ L mol⁻¹ in 2-propanol. The reaction conditions were optimized for the development of the microwell assay for CRB. The assay limits of detection and quantitation were 6.8 and 20.6 µg/well, respectively. The assay was validated as per the guidelines of the International Conference on Harmonization (ICH) and successfully applied to the analysis of CRB in its bulk and dosage forms with good accuracy and precision.

Conclusion: The developed assay has high throughput and consumed minimum volume of organic solvent; thus, it reduces the exposure of the analysts to the toxic effects of organic solvents, and should significantly lower the analysis cost.

Keywords: Cediranib, 2,3-dichloro-3,5-dicyano-1,4-benzoquinone, Charge-transfer reaction, Spectrophotometry, Microwell assay, High throughput analysis.