Synthesis, spectroscopic characterization and structural investigation of a new charge transfer complex of 2,6-diaminopyridine with 4-nitrophenylacetic acid: Antimicrobial, DNA binding/cleavage and antioxidant studies.

作者: Venkatesan Murugesan , Munusamy Saravanabhavan , Marimuthu Sekar

DOI: 10.1016/J.SAA.2015.03.083

关键词: Thermal stabilityDNACombinatorial chemistryCrystal structureChemistryHydrogen bondOrganic chemistryCharge-transfer complexAcceptorMoleculeIntercalation (chemistry)

摘要: A new hydrogen-bonded charge-transfer complex (CT) formed by the reaction between donor, 2,6-diaminopyridine and acceptor, 4-nitrophenylacetic acid in methanol at room temperature. The crystal was characterized elemental analysis, IR, NMR spectroscopic studies thermal studies. analysis of CT complex, obtained data revealed that formation 1:1 ratio proposed. Infrared confirm chemical constituents molecular structure synthesized crystal. high stability is due to frame work through H-bonding interactions. Structural investigation indicates cation anion are linked strong N(+)-H⋯O(-) type hydrogen bond. bonded charge transfer screened for its pharmacology, such as antimicrobial, DNA binding/cleavage antioxidant antibacterial antifungal activity against various bacterial fungal species, which shows good antimicrobial activity. binding results indicated compound could interact with intercalation. It should have weak moderate capacity scavenging DPPH.

参考文章(29)
E. H. El-Mossalamy, K. Y. El-Baradie, π-π* Molecular charge transfer complexes of antipyrineSchiff bases with 1,4-benzoquinone derivatives as π-acceptors Monatshefte Fur Chemie. ,vol. 128, pp. 255- 260 ,(1997) , 10.1007/BF00807891
Sherry R. Brunnemann, Jack L. Segal, Jack L. Segal, 4-Aminopyridine Improves Pulmonary Function in Quadriplegic Humans with Longstanding Spinal Cord Injury Pharmacotherapy. ,vol. 17, pp. 415- 423 ,(1997) , 10.1002/J.1875-9114.1997.TB03051.X
Antony J. Hannaford, Peter W. G. Smith, Austin R. Tatchell, Brian S. Furniss, Vogel's Textbook of Practical Organic Chemistry ,(1996)
Mikio Yasutake, Koji Araki, Ming Zhou, Rika Nogita, Teruo Shinmyozu, Solid‐State Structural Study of the Charge‐Transfer Complexes of 5,7,9‐Trimethyl‐ and 2,11,20‐Trithia[33](1,3,5)cyclophanes European Journal of Organic Chemistry. ,vol. 2003, pp. 1343- 1351 ,(2003) , 10.1002/EJOC.200390190
Zhao Feng-lin, Xu Bian-zhen, Zhang Zhi-quan, Tong Shen-yang, Study on the charge-transfer reaction between 7,7,8,8-tetracyanoquinodimethane and drugs. Journal of Pharmaceutical and Biomedical Analysis. ,vol. 21, pp. 355- 360 ,(1999) , 10.1016/S0731-7085(99)00121-1
Alaa S. Amin, Ashraf M. El-Beshbeshy, Utility of Certain σ and π-Acceptors for the Spectrophotometric Determination of Sildenafil Citrate (Viagra) Mikrochimica Acta. ,vol. 137, pp. 63- 69 ,(2001) , 10.1007/S006040170029
Madhulata Shukla, Nitin Srivastava, Satyen Saha, Investigation of ground state charge transfer complex between paracetamol and p-chloranil through DFT and UV–visible studies Journal of Molecular Structure. ,vol. 1021, pp. 153- 157 ,(2012) , 10.1016/J.MOLSTRUC.2012.04.075
X.Q. Wang, D. Xu, D.R. Yuan, Y.P. Tian, W.T. Yu, S.Y. Sun, Z.H. Yang, Q. Fang, M.K. Lu, Y.X. Yan, F.Q. Meng, S.Y. Guo, G.H. Zhang, M.H. Jiang, Synthesis, structure and properties of a new nonlinear optical material: zinc cadmium tetrathiocyanate Materials Research Bulletin. ,vol. 34, pp. 2003- 2011 ,(1999) , 10.1016/S0025-5408(99)00211-1
Ishaat M. Khan, Afaq Ahmad, M. Oves, Synthesis, characterization, spectrophotometric, structural and antimicrobial studies of the newly charge transfer complex of p-phenylenediamine with π acceptor picric acid. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. ,vol. 77, pp. 1059- 1064 ,(2010) , 10.1016/J.SAA.2010.08.073