INTRODUCTION: Hydrazones are compounds that can be considered as hydrogenated azo compounds or as derivatives of hydrazine (H2N-NH2) in the structure of which one hydrogen atom at each nitrogen is replaced by a hydrocarbon group. In this work, we discuss the possibilities for analysis of a newly synthesized hydrazone of the retinoid bexarotene with acetaminophen using infrared (IR) and ultraviolet-visible (UV-VIS) spectroscopy.
AIM: The purpose of this study is to perform Fourier-transfrom infrared (FTIR) and UV-VIS spectroscopic analysis of a newly synthesized hydrazone of bexarotene.
MATERIALS AND METHODS: А newly synthesized hydrazone derivative was obtained according to the basic scheme of synthesis of bexarotene analogs. Infrared spectra 500-4000 cm-1 were taken on a Bruker FTIR spectrometer using ATR—a plug with a Smart iTR adapter. Spectra in the range 190–325 nm were recorded using UV-VIS spectrophotometer T60 UV with UVWin Software 6.0.
RESULTS: After a detailed comparison of the data obtained in the IR analysis of the reagents and the newly obtained hydrazone, a similar position and intensity of the spectral bands are reported. However, there are displacements in spectral bands and significant differences corresponding to the structural changes that have occurred. Different values for the wavelength of maximum absorption were measured with a UV-VIS spectrophotometer for bexarotene, Paracetamol, and the newly synthesized compound.
CONCLUSION: In order to confirm the data obtained by FTIR and UV-VIS spectroscopy, a further reversed-phase high-performance liquid chromatography-ultraviolet (HPLC-UV) analysis of the new hydrazone derivative should be performed.
Singh M, Raghav N. Biological activities of hydrazones: a review. Int J Pharm Pharm Sci. 2011;3(4):26–32.
Seleem HS, El-Inany GA, El-Shetary BA, Mousa MA. The ligational behavior of a phenolic quinolyl hydrazone towards copper(II)- ions. Chem Cent J. 2011;5(1):2. doi: 10.1186/1752-153X-5-2.
Edrees MM, Farghaly TA, El-Hag FA, Abdalla MM. Antimicrobial, antitumor and 5α-reductase inhibitor activities of some hydrazonoyl substituted pyrimidinones. Eur J Med Chem. 2010;45(12):5702-7. doi: 10.1016/j.ejmech.2010.09.026.
di Masi A, Leboffe L, De Marinis E, Pagano F, Cicconi L, Rochette-Egly C, et al. Retinoic acid receptors: from molecular mechanisms to cancer therapy. Mol Aspects Med. 2015;41:1-115. doi: 10.1016/j.mam.2014.12.003.
Alizadeh F, Bolhassani A, Khavari A, Bathaie SZ, Naji T, Bidgoli SA. Retinoids and their biological effects against cancer. Int Immunopharmacol. 2014;18(1):43-9. doi: 10.1016/j.intimp.2013.10.027.
Bertolini A, Ferrari A, Ottani A, Guerzoni S, Tacchi R, Leone S. Paracetamol: new vistas of an old drug. CNS Drug Rev. 2006;12(3-4):250-75. doi: 10.1111/j.1527-3458.2006.00250.x.
Trivedi MK, Patil S, Shettigar H, Bairwa K, Jana S. Effect of biofield treatment on spectral properties of paracetamol and piroxicam. Chem Sci J. 2015;6:3. doi: 10.4172/2150-3494.100098.
Email this article (Login required) 
