GUANIDINE DELIVERY BY Si-DOPED C60 AND SWCNT: A DFT APPROACH
Yıl 2024,
, 75 - 80, 29.08.2024
Shohrat Ovezov
,
Cemal Parlak
,
Özgür Alver
Öz
The interactions between guanidine and silicon decorated fullerene or single walled carbon nanotube were examined for insight into the drug delivery approach. The calculations show that the chemical reactivity and interaction energies are strongly dependent on the interaction site of the guanidine molecule. Depending on the purpose, by determining the interaction sites, it is possible to use Si decorated fullerenes and single walled carbon nanotubes as selective drug delivery vehicles. The results will contribute to further searches on improving drug delivery platforms.
Kaynakça
- [1] Kim SH, Semenya D, Castagnolo D. Antimicrobial drugs bearing guanidine moieties: A review. Eur. J. Med. Chem. 2021; 216: 113293.
- [2] Raczyńska ED, Cyrański MK, Gutowski M, Rak J, Gal JF, Maria PC, Darowska M, Duczmal K. Consequences of proton transfer in guanidine. J. Phys. Org. Chem. 2003; 16: 91-106.
- [3] Berlinck RGS, Bernardi DI, Fill T, Fernandes AAG, Jurberg ID. The chemistry and biology of guanidine secondary metabolites. Nat. Prod. Rep. 2021; 38(3): 586-667.
- [4] Shaw JW, Grayson DH, Rozas I. Synthesis of guanidines and some of their biological applications. Top. Heterocycl. Chem. 2015; 50: 1-51.
- [5] Yang H, Guo X, Chen R, Liu Q, Liu J, Yu J, Lin C, Wang J, Zhang M. A hybrid sponge with guanidine and phytic acid enriched surface for integration of antibiofouling and uranium uptake from seawater. Appl. Surf. Sci. 2020; 525: 146611.
- [6] Jin D, Wang Y, Song D, Zhu J, Yu J, Liu Q, Liu J, Li R, Liu P, Wang J. “Bridging hydrogen bonds” from guanidine and amidoxime groups on natural bamboo strips as a superantibacterial and knitted adsorbent to efficiently adsorb uranium from simulated seawater. Sep. Purif. Technol. 2024; 330: 125186.
- [7] Saadh MJ, Alsaedi II, Abbood MA, Yadav A, Alsailawi HA, Mudhafar M, Al-Athari AJH, Elmasry Y, Alawadi AH. Therapeutic potential of CX (X =48, 60, and 70) fullerenes as drug delivery carriers for ifosfamide anti-cancer drug. Diam. Relat. Mater. 2023; 140: 110494.
- [8] Salem-Bekhit MM, Al Zahrani S, Alhabib NA, Maaliw III RR, Da’I M, Mirzaei M. Metal-doped fullerenes as promising drug carriers of hydroxycarbamide anticancer: Insights from density functional theory. Chem. Phys. Impact 2023; 7: 100347.
- [9] Ha T, Park S, Shin M, Lee JY, Choi JH, Choi JW. Biosensing system for drug evaluation of amyotrophic lateral sclerosis based on muscle bundle and nano-biohybrid hydrogel composed of multiple motor neuron spheroids and carbon nanotubes. Chem. Eng. J. 2023; 463: 142284.
- [10] Singh K, Sharma S, Singh B, Gupta M, Tripathi CC. Fabrication of graphene, graphite and multi wall carbon nano tube based thin films and their potential application as strain sensor. Thin Solid Films 2022; 761: 139540.
- [11] Clemmer DE, Hunter JM, Shelimov KB, Jarrold MF. Physical and chemical evidence for metallofullerenes with metal atoms as part of the cage. Nature 1994; 372: 248–250.
- [12] Tomasi J, Mennucci B, Cammi R. Quantum mechanical continuum solvation models. Chem. Rev. 2005; 105: 2999–3094.
- [13] Gutowski M, Chalasinski G. Critical evaluation of some computational approaches to the problem of basis set superposition error. J. Chem. Phys. 1993; 98: 5540–5554.
- [14] Becke AD. Density-functional thermochemistry. III. The role of exact exchange. J. Chem. Phys. 1993; 98: 5648-5652.
- [15] Lee C, Yang W, Parr RG. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys. Rev. B 1988; 37: 785-789.
- [16] Parlak C, Alver Ö. A density functional theory investigation on amantadine drug interaction with pristine and B, Al, Si, Ga, Ge doped C60 fullerenes. Chem. Phys. Lett. 2017; 678: 85–90.
- [17] Frisch MJ, Trucks GW, Schlegel HB et al., Gaussian 09, Revision A.1, Gaussian Inc., Wallingford, CT, 2009.
- [18] Dennington RD, Keith TA, Millam JM. GaussView 5.0.8, Gaussian Inc., 2008.
- [19] Scott AP, Radom L. Harmonic vibrational frequencies: An evaluation of Hartree-Fock, Møller-Plesset, quadratic configuration interaction, density functional theory, and semiempirical scale factors. J. Phys. Chem. 1996; 100: 16502–16513.
GUANIDINE DELIVERY BY Si-DOPED C60 AND SWCNT: A DFT APPROACH
Yıl 2024,
, 75 - 80, 29.08.2024
Shohrat Ovezov
,
Cemal Parlak
,
Özgür Alver
Öz
The interactions between guanidine and silicon decorated fullerene or single walled carbon nanotube were examined for insight into the drug delivery approach. The calculations show that the chemical reactivity and interaction energies are strongly dependent on the interaction site of the guanidine molecule. Depending on the purpose, by determining the interaction sites, it is possible to use Si decorated fullerenes and single walled carbon nanotubes as selective drug delivery vehicles. The results will contribute to further searches on improving drug delivery platforms.
Kaynakça
- [1] Kim SH, Semenya D, Castagnolo D. Antimicrobial drugs bearing guanidine moieties: A review. Eur. J. Med. Chem. 2021; 216: 113293.
- [2] Raczyńska ED, Cyrański MK, Gutowski M, Rak J, Gal JF, Maria PC, Darowska M, Duczmal K. Consequences of proton transfer in guanidine. J. Phys. Org. Chem. 2003; 16: 91-106.
- [3] Berlinck RGS, Bernardi DI, Fill T, Fernandes AAG, Jurberg ID. The chemistry and biology of guanidine secondary metabolites. Nat. Prod. Rep. 2021; 38(3): 586-667.
- [4] Shaw JW, Grayson DH, Rozas I. Synthesis of guanidines and some of their biological applications. Top. Heterocycl. Chem. 2015; 50: 1-51.
- [5] Yang H, Guo X, Chen R, Liu Q, Liu J, Yu J, Lin C, Wang J, Zhang M. A hybrid sponge with guanidine and phytic acid enriched surface for integration of antibiofouling and uranium uptake from seawater. Appl. Surf. Sci. 2020; 525: 146611.
- [6] Jin D, Wang Y, Song D, Zhu J, Yu J, Liu Q, Liu J, Li R, Liu P, Wang J. “Bridging hydrogen bonds” from guanidine and amidoxime groups on natural bamboo strips as a superantibacterial and knitted adsorbent to efficiently adsorb uranium from simulated seawater. Sep. Purif. Technol. 2024; 330: 125186.
- [7] Saadh MJ, Alsaedi II, Abbood MA, Yadav A, Alsailawi HA, Mudhafar M, Al-Athari AJH, Elmasry Y, Alawadi AH. Therapeutic potential of CX (X =48, 60, and 70) fullerenes as drug delivery carriers for ifosfamide anti-cancer drug. Diam. Relat. Mater. 2023; 140: 110494.
- [8] Salem-Bekhit MM, Al Zahrani S, Alhabib NA, Maaliw III RR, Da’I M, Mirzaei M. Metal-doped fullerenes as promising drug carriers of hydroxycarbamide anticancer: Insights from density functional theory. Chem. Phys. Impact 2023; 7: 100347.
- [9] Ha T, Park S, Shin M, Lee JY, Choi JH, Choi JW. Biosensing system for drug evaluation of amyotrophic lateral sclerosis based on muscle bundle and nano-biohybrid hydrogel composed of multiple motor neuron spheroids and carbon nanotubes. Chem. Eng. J. 2023; 463: 142284.
- [10] Singh K, Sharma S, Singh B, Gupta M, Tripathi CC. Fabrication of graphene, graphite and multi wall carbon nano tube based thin films and their potential application as strain sensor. Thin Solid Films 2022; 761: 139540.
- [11] Clemmer DE, Hunter JM, Shelimov KB, Jarrold MF. Physical and chemical evidence for metallofullerenes with metal atoms as part of the cage. Nature 1994; 372: 248–250.
- [12] Tomasi J, Mennucci B, Cammi R. Quantum mechanical continuum solvation models. Chem. Rev. 2005; 105: 2999–3094.
- [13] Gutowski M, Chalasinski G. Critical evaluation of some computational approaches to the problem of basis set superposition error. J. Chem. Phys. 1993; 98: 5540–5554.
- [14] Becke AD. Density-functional thermochemistry. III. The role of exact exchange. J. Chem. Phys. 1993; 98: 5648-5652.
- [15] Lee C, Yang W, Parr RG. Development of the Colle-Salvetti correlation-energy formula into a functional of the electron density. Phys. Rev. B 1988; 37: 785-789.
- [16] Parlak C, Alver Ö. A density functional theory investigation on amantadine drug interaction with pristine and B, Al, Si, Ga, Ge doped C60 fullerenes. Chem. Phys. Lett. 2017; 678: 85–90.
- [17] Frisch MJ, Trucks GW, Schlegel HB et al., Gaussian 09, Revision A.1, Gaussian Inc., Wallingford, CT, 2009.
- [18] Dennington RD, Keith TA, Millam JM. GaussView 5.0.8, Gaussian Inc., 2008.
- [19] Scott AP, Radom L. Harmonic vibrational frequencies: An evaluation of Hartree-Fock, Møller-Plesset, quadratic configuration interaction, density functional theory, and semiempirical scale factors. J. Phys. Chem. 1996; 100: 16502–16513.