surface-enhanced raman and dft study on zidovudine表面增强拉曼和dft研究齐多夫定.pdfVIP

Spectroscopy 26 (2011) 311–315 311 DOI 10.3233/SPE-2011-0544 IOS Press Surface-enhanced Raman and DFT study on zidovudine Nicoleta Elena Mircescu, Andrada Varvescu, Krisztian Herman, Vasile Chi¸s and Nicolae Leopold ∗ Faculty of Physics, Babe¸s-Bolyai University, Cluj-Napoca, Romania Abstract. This work presents a surface-enhanced Raman scattering (SERS) and density functional theory (DFT) study on neutral and deprotonated molecular forms of zidovudine. A pKa value of 9.55 was found for this compound, the deprotonation occurring at the imide nitrogen of the pyrimidine ring. The characteristic bands of the SERS spectra were assigned considering both, the calculated vibrational wavenumbers and Raman intensity pattern. The adsorption geometry on the silver surface of zidovudine was derived based on the molecular electrostatic potential (MEP) and the selective Raman bands enhancement. Keywords: SERS, DFT, pH-dependence, zidovudine 1. Introduction Zidovudine, 3 -azido-3 -deoxythymidine (AZT), is an organic compound used to delay development of acquired immunodeficiency syndrome (AIDS) in patients infected with HIV, to reduce mother-to- child HIV transmission and as radiosensitiser in cancer radiotherapy, because it is a telomerase inhibitor with potential anticancer properties [14]. In order to avoid toxicity and also to achieve optimal drug con- centration for viral suppression, it is now highly recommended a careful monitoring of drug levels [10]. In spite of its importance for pharmaceutical purposes, however, the reported spectroscopical stud- ies on zidovudine are scarce. Cheng et al. [2] investigated different conformers of AZT by simulating their IR spectra. Improper hydrogen bonds caused blueshift in C–H bond stretch vibrations in three conformers of zidovudine that have been stu