A DENSITY FUNCTIONAL THEORY INVESTIGATION OF THE SURFACE INTERACTION OF PROPOFOL DRUG WITH SILICON DECORATED C60 FULLERENE

Yıl 2021, Cilt: 9 Sayı: 1, 15 - 19, 22.02.2021

Cemal Parlak , Özgür Alver

https://doi.org/10.20290/estubtdb.684118

Cited By: 1

Öz

The fullerenes and their derivatives have been widely used for the purpose of drug delivery and sensor applications lately. Within the fullerene family, C60 appears as the most important one due to its versatile physical and chemical properties. Propofol is an important anesthetic drug with reduced cardiovascular risk. In the framework of this study, adsorption properties, the nature of interaction, some important electronic properties including chemical hardness and electrophilicity index of propofol and silicon decorated C60 system were examined. The interaction was also monitored by examining the vibrational spectroscopic changes at the hydroxyl edge of propofol molecule. It was observed that propofol is strongly adsorbed from the hydroxyl site to silicon doped fullerene cage and the complex system became more reactive following the adsorption.

Anahtar Kelimeler

Propofol, Fullerene, C60, DFT, QTAIM

Kaynakça

• [1] Kotani Y, Shimazawa M, Yoshimura S, Iwama T, Hara H. The experimental and clinical pharmacology of propofol, an anesthetic agent with neuroprotective properties. CNS Neurosci Ther 2008; 14: 95–106.
• [2] Maier C, Iwunna J, Tsokos M, Mußhoff F. Todesfälle durch propofolmissbrauch. Anaesthesist 2017; 1–6.
• [3] Maas A, Maier C, Iwersen-Bergmann S, Madea B, Hess C. Simultaneous extraction of propofol and propofol glucuronide from hair followed by validated LC–MS/MS analyses. J Pharmaceut Biomed Anal 2017; 146: 236–243
• [4] Franci P, Dotto G, Cattai A, Pasotto D. Lethal septic shock after dental scaling in a healthy dog due to Ochrobactrum anthropi-contaminated propofol. J Small Anim Pract 2015; 56: 345–347.
• [5] Chen SH, Kung CC, Fung ST. Endotoxemia due to propofol contamination in four consecutive patients. J Formos Med Assoc 2014; 113: 328–329.
• [6] Wachowski I, Jolly DT, Hrazdil J, Galbraith JC, Greacen M, Clanachan AS. The growth of microorganisms in propofol and mixtures of propofol and lidocaine. Anesth Analg 1999; 88: 209–212.
• [7] Hirsch A, Lamparth I, Groesser T, Karfunkel HR. Regiochemistry of multiple additions to the fullerene core: synthesis of a th-symmetric hexakis adduct of C60 with bis(ethoxycarbonyl)methylene. J Am Chem Soc 1994; 116: 9385–9386.
• [8] Alver Ö, Parlak C, Ramasami P, Şenyel M. Interaction between doped C60 fullerenes and piperazine-2,3,5,6-tetraone: DFT simulation. Main Group Met Chem 2018; 41(3–4): 63–66.
• [9] Ergürhan O, Parlak C, Alver Ö, Şenyel M. Conformational and electronic properties of hydroquinone adsorption on C60 fullerenes: Doping atom, solvent and basis set effects. J Mol Struct 2018; 1167: 227-231.
• [10] Smalley RE, Yakobson BI. The future of the fullerenes. Solid State Commun 1998; 107: 597–606.
• [11] Hirsch A, Lamparth I, Groesser T, Karfunkel HR. Regiochemistry of Multiple Additions to the Fullerene Core: Synthesis of a Th-Symmetric Hexakis adduct of C60 with Bis(ethoxycarbonyl)methylene. J Am Chem Soc 1994; 116: 9385–9386.
• [12] Bakry R, Vallant RM, Najam-ul-Haq M, Rainer M, Szabo Z, Huck CW, Bonn GK. Medicinal Applications of Fullerenes. Int J Nanomedicine 2007; 2: 639–649.
• [13] Bashiri S, Vessally E, Bekhradnia A, Hosseinian A, Edjlali L. Utility of extrinsic [60] fullerenes as work function type sensors for amphetamine drug detection: DFT studies. Vacuum 136 (2017) 156–162.
• [14] Moradi M, Nouraliei M, Moradi R. Theoretical study on the phenylpropanolamine drug interaction with the pristine, Si and Al doped [60] fullerenes. Physica E 87 (2017) 186–191.
• [15] Onsori S, Alipour S. A computational study on the cisplatin drug interaction with boronnitride nanocluster. J Mol Graph Model 2018; 79: 223–229. [16] Hazrati MK, Hadipour NL. A DFT study on the functionalization of C60 fullerene with 1, 2-benzoquinone, Comput Theor Chem 2016; 1098: 63─69.
• [17] Beheshtian J, Peyghan AA, Bagheri Z. Quantum chemical study of fluorinated AlNnano-cage. Appl Surf Sci 2012; 259: 631─636.
• [18] Hazrati MK, Hadipour NL. Adsorption behavior of 5-fluorouracil on pristine, B-, Si-, and Al-doped C60 fullerenes: A first-principles study. Phys Lett A 2016; 380: 937–941.
• [19] Parr RG, Szentpaly Lv, Liu S. Electrophilicity Index. J Am Chem Soc 1999; 121: 1922–1924.
• [20] Pearson RG. Absolute electronegativity and hardness correlated with molecular orbital theory. PNAS-USA 1986; 83(22): 8440–8441.
• [21] Bader R. Atoms in Molecules: A Quantum Theory. Oxford University Press, Oxford, 1990.
• [22] Dennington RD, Keith TA, Millam JM. GaussView 5.0.8, Gaussian Inc., 2008.
• [23] Frisch MJ, Trucks GW, Schlegel HB et al. Gaussian 09, Revision A.1, Gaussian Inc., Wallingford, CT, 2009. [24] Bhushan B. Principles and Applications of Tribology, 1st edn, Wiley-Interscience, Ohio, 1999.
• [25] Suliman FO, Al-Nafai I, Al-Busafi SN. Synthesis, characterization and DFT calculation of 4-fluorophenyl substituted tris(8-hydroxyquinoline)aluminum(III) complexes. Spectrochim Acta A 2014; 118: 66–72.
• [26] Li SS. Semiconductor Physical Electronics, Plenum Press, New York, 1993.