Abstract
Density functional theory method used to investigate the interaction of the simplest sulfonamide with the B36 nanocluster. The obtained results indicate that although sulfonamide weakly interacts with convex and concave sides of the nanocluster, the B atom at the edge of B36 nanocluster is favorable position for adsorbing. The interactions have been also studied in terms of natural bond order charges analysis. The electronic properties of the nanocluster are significantly altered once the sulfonamide molecule is adsorbed. Thus, the energy gap between HOMO and LUMO orbitals is reduced which could be applied as a chemical signal. Moreover, the relative high dipole moments obtained for B36/sulfonamide configurations suggest that these structures could be solubilized or dispersed in polar mediums like water. According to the results obtained, the B36 nanostructure could be a potential carrier for delivering sulfonamides in nanomedicine applications.
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De Jong WH, Borm PJ (2008) Int J Nanomed 3:133
Ciofani G, Mattoli V (2016) Boron nitride nanotubes in nanomedicine. William Andrew, Norwich
Wong SS, Joselevich E, Woolley AT, Cheung CL, Lieber CM (1998) Nature 394:52
Chen X, Kis A, Zettl A, Bertozzi CR (2007) Proc Natl Acad Sci 104:8218
Zare K, Shadmani N, Pournamdari E (2013) J Nanostruct Chem 3:75
Farmanzadeh D, Ghazanfary S (2014) Struct Chem 25:293
Bashiri S, Vessally E, Bekhradnia A, Hosseinian A, Edjlali L (2017) Vacuum 136:156
Novoselov KS, Geim AK, Morozov SV, Jiang D, Zhang Y, Dubonos SV, Grigorieva IV, Firsov AA (2004) Science 306:666
Iijima S (1991) Nature 354:56
Boustani I, Quandt A (1997) Europhys Lett 39:527
Cao L, Zhang Z, Sun L, Gao C, He M, Wang Y, Li Y, Zhang X, Li G, Zhang J (2001) Adv Mater 13:1701
Amsler M, Botti S, Marques MA, Goedecker S (2013) Phys Rev Lett 111:136101
Pauling L (1960) The nature of the chemical bond, vol 260. Cornell University Press, Ithaca
Janotti A, Van de Walle CG (2007) Nat Mater 6:44
Li X, Grubisic A, Stokes ST, Cordes J, Ganteför G, Bowen KH, Kiran B, Willis M, Jena P, Burgert R (2007) Science 315:356
Piazza ZA, Hu H-S, Li W-L, Zhao Y-F, Li J, Wang L-S (2014) Nat Commun 5:3113
Kootenaei AS, Ansari G (2016) Phys Lett A 380:2664
Liu C-S, Wang X, Ye X-J, Yan X, Zeng Z (2014) J Chem Phys 141:194306
Solimannejad M, Kamalinahad S, Shakerzadeh E (2017) J Electron Mater 46:4420
Shakerzadeh E (2017) J Mol Liq 240:682
Rastgou A, Soleymanabadi H, Bodaghi A (2017) Microelectron Eng 169:9
Rostami Z, Soleymanabadi H (2016) J Mol Model 22:70
Baron S (1996) Protozoa: structure, classification, growth, and development—medical microbiology. University of Texas Medical Branch at Galveston, Galveston
VanMeter KC, Hubert RJ (2015) Microbiology for the healthcare professional-e-book. Elsevier Health Sciences, Amsterdam
Kołaczek A, Fusiarz I, Ławecka J, Branowska D (2014) Chemik 68:620
Tačić A, Nikolić V, Nikolić L, Savić I (2017) Adv Technol 6:58
Zoumpoulakis P, Camoutsis C, Pairas G, Soković M, Glamočlija J, Potamitis C, Pitsas A (2012) Bioorg Med Chem 20:1569
Ezabadi IR, Camoutsis C, Zoumpoulakis P, Geronikaki A, Soković M, Glamočilija J, Ćirić A (2008) Bioorg Med Chem 16:1150
Supuran CT, Briganti F, Tilli S, Chegwidden WR, Scozzafava A (2001) Bioorg Med Chem 9:703
Supuran CT, Scozzafava A, Casini A (2003) Med Res Rev 23:146
Remko M, Garaj V (2003) Mol Phys 101:2357
Shoaib Ahmad Shah S, Rivera G, Ashfaq M (2013) Minirev Med Chem 13:70
Farag AA, Abd-Alrahman SN, Ahmed GF, Ammar RM, Ammar YA, Abbas SY (2012) Arch Pharm 345:703
Tang X, Huang L, Qi C, Wu X, Wu W, Jiang H (2013) Chem Commun 49:6102
Supuran CT, Casini A, Scozzafava A (2003) Med Res Rev 23:535
Rendell M (2004) Drugs 64:1339
Scozzafava A, Mastrolorenzo A, Supuran C (2002) Curr Cancer Drug Targets 2:55
Fukuoka K, Usuda J, Iwamoto Y, Fukumoto H, Nakamura T, Yoneda T, Narita N, Saijo N, Nishio K (2001) Investig New Drugs 19:219
Chen Q, Wei G-F, Tian W-J, Bai H, Liu Z-P, Zhai H-J, Li S-D (2014) Phys Chem Chem Phys 16:18282
Nicholas JB, Vance R, Martin E, Burke BJ, Hopfinger A (1991) J Phys Chem 95:9803
Remko M (2003) J Phys Chem A 107:720
Yu H, Cho H-H, Cho C-H, Kim K-H, Kim DY, Kim BJ, Oh JH (2013) ACS Appl Mater Interfaces 5:4865
Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M, Li X, Hratchian HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery JA Jr, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin KN, Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, Iyengar SS, Tomasi J, Cossi M, Rega N, Millam MJ, Klene M, Knox JE, Cross JB, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli C, Ochterski JW, Martin RL, Morokuma K, Zakrzewski VG, Voth GA, Salvador P, Dannenberg JJ, Dapprich S, Daniels AD, Farkas Ö, Foresman JB, Ortiz JV, Cioslowski J, Fox DJ (2009) Gaussian 09. Gaussian Inc, Wallingford
Zhao Y, Truhlar DG (2008) Acc Chem Res 41:157
Zhao Y, Truhlar DG (2007) J Am Chem Soc 129:8440
Yang K, Peverati R, Truhlar DG, Valero R (2011) J Chem Phys 135:044118
Rad AS, Kashani OR (2015) Appl Surf Sci 355:233
Rad AS (2015) Synth Met 209:419
Rad AS, Abedini E (2016) Appl Surf Sci 360:1041
Cossi M, Barone V, Mennucci B, Tomasi J (1998) Chem Phys Lett 286:253
Barone V, Cossi M, Tomasi J (1998) J Comput Chem 19:404
Reed AE, Weinstock RB, Weinhold F (1985) J Chem Phys 83:735
Geerlings P, De Proft F, Langenaeker W (2003) Chem Rev 103:1793
O’boyle NM, Tenderholt AL, Langner KM (2008) J Comput Chem 29:839
Johnson ER, Keinan S, Mori-Sanchez P, Contreras-Garcia J, Cohen AJ, Yang W (2010) J Am Chem Soc 132:6498
Lu T, Chen F (2012) J Comput Chem 33:580
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Kamalinahad, S., Soltanabadi, A. & Gamallo, P. B36 bowl-like structure as nanocarrier for sulfonamides: a theoretical study. Monatsh Chem 151, 1785–1796 (2020). https://doi.org/10.1007/s00706-020-02705-3
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DOI: https://doi.org/10.1007/s00706-020-02705-3