Araştırma Makalesi
BibTex RIS Kaynak Göster

Yıl 2025, Cilt: 9 Sayı: 2, 125 - 136, 04.05.2025

Gamze Tüzün , Koray Sayin

https://doi.org/10.33435/tcandtc.1672804

Öz

Kaynakça

  • [1] Kealy, T. J., & Pauson, P. L. A new type of organo-iron compound. Nature, 168(4285) (1951) 1039-1040.
  • [2] Larik, F. A., Saeed, A., Fattah, T. A., Muqadar, U., & Channar, P. A. Recent advances in the synthesis, biological activities and various applications of ferrocene derivatives. Applied Organometallic Chemistry, 31(8) (2017) e3664.
  • [3] Dickinson, B. C., & Chang, C. J. Chemistry and biology of reactive oxygen species in signaling or stress responses. Nature chemical biology, 7(8) (2011) 504-511.
  • [4] Okolo, E. N., Ugwu, D. I., Ezema, B. E., Ndefo, J. C., Eze, F. U., Ezema, C. G., ... & Ujam, O. T. New chalcone derivatives as potential antimicrobial and antioxidant agent. Scientific reports, 11(1) (2021) 21781.
  • [5] Rauf, U., Shabir, G., Bukhari, S., Albericio, F., & Saeed, A. Contemporary developments in ferrocene chemistry: physical, chemical, biological and industrial aspects. Molecules, 28(15) (2023) 5765.
  • [6] Gordon, E. M., Barrett, R. W., Dower, W. J., Fodor, S. P., & Gallop, M. A. Applications of combinatorial technologies to drug discovery. 2. Combinatorial organic synthesis, library screening strategies, and future directions. Journal of medicinal chemistry, 37(10) (1994) 1385-1401.
  • [7] Honarparvar, B., Govender, T., Maguire, G. E., Soliman, M. E., & Kruger, H. G. Integrated approach to structure-based enzymatic drug design: molecular modeling, spectroscopy, and experimental bioactivity. Chemical reviews, 114(1) (2014) 493-537.
  • [8] Dennington, R., Keith, T. A., & Millam, J. M. (2016). GaussView 6.0. 16. Semichem Inc.: Shawnee Mission, KS, USA.
  • [9] Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Scalmani G., Barone V., Mennucci B., Petersson G.A., Nakatsuji H., Caricato M., Li X., Hratchian H.P., Izmaylov A.F., Bloino J., Zheng G., Sonnenberg J.L., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Vreven T., Montgomery J.A., Peralta J.E., Ogliaro F., Bearpark M., Heyd J.J., Brothers E., Kudin K.N., Staroverov V.N., Kobayashi R., Normand J., Raghavachari K., Rendell A., Burant J.C., Iyengar S.S., Tomasi J., Cossi M., Rega N., Millam J.M., Klene M., Knox J.E., Cross J.B., Bakken V., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochterski J.W., Martin R.L., Morokuma K., Zakrzewski V.G., Voth G.A., Salvador P., Dannenberg J.J., Dapprich S., Daniels A.D., Farkas O., Foresman J.B., Ortiz J.V., Cioslowski J.,Fox D.J. (2009) Gaussian 09, revision D.01. Gaussian Inc, Wallingford CT
  • [10] Tapera, M., Kekeçmuhammed, H., Tüzün, B., Daştan, S. D., Çelik, M. S., Taslimi, P., ... & Sarıpınar, E. Novel 1, 2, 4-triazole-maleamic acid derivatives: Synthesis and evaluation as anticancer agents with carbonic anhydrase inhibitory activity. Journal of Molecular Structure, 1313(2024) 138680.
  • [11] Karimi, S., Mafton-Azad, L., Behnajady, B., & Tüzün, B. Response Surface Methodology (RSM) Design to Optimize the Cathode of Li-Ions Batteries Recycling in Deep Eutectic Solvent and DFT Simulation. Korean Journal of Chemical Engineering, 42(2) (2025) 361-381.
  • [12] Waleed Shinwari, M., Jamal Deen, M., Starikov, E. B., & Cuniberti, G. Electrical conductance in biological molecules. Advanced Functional Materials, 20(12) (2010) 1865-1883.
  • [13] Ayalew, M. E. DFT studies on molecular structure, thermodynamics parameters, HOMO-LUMO and spectral analysis of pharmaceuticals compound quinoline (Benzo [b] Pyridine). Journal of Biophysical Chemistry, 13(3) (2022) 29-42.
  • [14] Ayalew, M. E. DFT studies on molecular structure, thermodynamics parameters, HOMO-LUMO and spectral analysis of pharmaceuticals compound quinoline (Benzo [b] Pyridine). Journal of Biophysical Chemistry, 13(3) (2022) 29-42.
  • [15] Choudhary, V., Bhatt, A., Dash, D., & Sharma, N. DFT calculations on molecular structures, HOMO–LUMO study, reactivity descriptors and spectral analyses of newly synthesized diorganotin (IV) 2‐chloridophenylacetohydroxamate complexes. Journal of computational chemistry, 40(27) (2019) 2354-2363.
  • [16] Mumit, M. A., Pal, T. K., Alam, M. A., Islam, M. A. A. A. A., Paul, S., & Sheikh, M. C. DFT studies on vibrational and electronic spectra, HOMO–LUMO, MEP, HOMA, NBO and molecular docking analysis of benzyl-3-N-(2, 4, 5-trimethoxyphenylmethylene) hydrazinecarbodithioate. Journal of molecular structure, 1220 (2020) 128715.
  • [17] Sworakowski, J. How accurate are energies of HOMO and LUMO levels in small-molecule organic semiconductors determined from cyclic voltammetry or optical spectroscopy?. Synthetic Metals, 235 (2018) 125-130.
  • [18] Demircioğlu, Z., Kaştaş, Ç. A., & Büyükgüngör, O. Theoretical analysis (NBO, NPA, Mulliken Population Method) and molecular orbital studies (hardness, chemical potential, electrophilicity and Fukui function analysis) of (E)-2-((4-hydroxy-2-methylphenylimino) methyl)-3-methoxyphenol. Journal of Molecular structure, 1091 (2015) 183-195.
  • [19] Fatima, Q., Zhang, H., Haidry, A. A., Hussain, R., Alshgari, R. A., & Mohammad, S. Elucidating the optoelectronic properties Ag, Au and Pd doped graphene oxide using a DFT approach. Diamond and Related Materials, 146 (2024) 111151.
  • [20] Chen, X., Yan, C. C., Zhang, X., Zhang, X., Dai, F., Yin, J., & Zhang, Y. Drug–target interaction prediction: databases, web servers and computational models. Briefings in bioinformatics, 17(4) (2016) 696-712.
  • [21] Kumar, S. Spectroscopy of organic compounds. Cosmic rays, 10(4) (2006).
  • [22] Birge, R. R. Photophysics and molecular electronic applications of the rhodopsins. Annual review of physical chemistry, 41(1) (1990) 683-733.

INVESTIGATION OF STRUCTURAL PROPERTIES OF FERROCENE-DERIVED CHALCONE COMPOUNDS

Yıl 2025, Cilt: 9 Sayı: 2, 125 - 136, 04.05.2025

Gamze Tüzün , Koray Sayin

https://doi.org/10.33435/tcandtc.1672804

Öz

Ferrocene derived chalcone compounds were completed at M06-2X/6-31+G(d)(LANL2DZ) level in water phase. Structural properties (geometric structure, bond lengths and angles), spectral electronic properties and nonlinear optical properties (NLO) of the relevant compounds were examined. Geometric parameters of these compounds and their electronic structures were reported. HOMO-LUMO energy gap (6.35-6.77 eV) indicated high stability of the compounds, while MEP maps revealed that carbonyl oxygens have biological interaction potential. IR spectra of ferrocene derived chalcone compounds were calculated in water phase. Absorption bands were observed between 190-285 nm in UV-Vis spectrum. In NLO analysis, FC9 and FC10 compounds were determined to have high second-order polarizability (βtot) values (FC10: 1892.80 a.u.), and FC6 compound had the highest dipole moment (1.98 Debye). Overall, the calculated molecular parameters indicate that ferrocene-derived chalcone compounds have the potential to interact with biological and chemical systems. These findings provide a theoretical basis for further experimental studies and are suggested to be evaluated in pharmaceutical and biotechnological applications.

Anahtar Kelimeler

DFT Ferrocene Chalcone HOMO-LUMO NLO Spectroscopy

Etik Beyan

The author has no relevant financial or nonfinancial interests to disclose.

Kaynakça

  • [1] Kealy, T. J., & Pauson, P. L. A new type of organo-iron compound. Nature, 168(4285) (1951) 1039-1040.
  • [2] Larik, F. A., Saeed, A., Fattah, T. A., Muqadar, U., & Channar, P. A. Recent advances in the synthesis, biological activities and various applications of ferrocene derivatives. Applied Organometallic Chemistry, 31(8) (2017) e3664.
  • [3] Dickinson, B. C., & Chang, C. J. Chemistry and biology of reactive oxygen species in signaling or stress responses. Nature chemical biology, 7(8) (2011) 504-511.
  • [4] Okolo, E. N., Ugwu, D. I., Ezema, B. E., Ndefo, J. C., Eze, F. U., Ezema, C. G., ... & Ujam, O. T. New chalcone derivatives as potential antimicrobial and antioxidant agent. Scientific reports, 11(1) (2021) 21781.
  • [5] Rauf, U., Shabir, G., Bukhari, S., Albericio, F., & Saeed, A. Contemporary developments in ferrocene chemistry: physical, chemical, biological and industrial aspects. Molecules, 28(15) (2023) 5765.
  • [6] Gordon, E. M., Barrett, R. W., Dower, W. J., Fodor, S. P., & Gallop, M. A. Applications of combinatorial technologies to drug discovery. 2. Combinatorial organic synthesis, library screening strategies, and future directions. Journal of medicinal chemistry, 37(10) (1994) 1385-1401.
  • [7] Honarparvar, B., Govender, T., Maguire, G. E., Soliman, M. E., & Kruger, H. G. Integrated approach to structure-based enzymatic drug design: molecular modeling, spectroscopy, and experimental bioactivity. Chemical reviews, 114(1) (2014) 493-537.
  • [8] Dennington, R., Keith, T. A., & Millam, J. M. (2016). GaussView 6.0. 16. Semichem Inc.: Shawnee Mission, KS, USA.
  • [9] Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Scalmani G., Barone V., Mennucci B., Petersson G.A., Nakatsuji H., Caricato M., Li X., Hratchian H.P., Izmaylov A.F., Bloino J., Zheng G., Sonnenberg J.L., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Vreven T., Montgomery J.A., Peralta J.E., Ogliaro F., Bearpark M., Heyd J.J., Brothers E., Kudin K.N., Staroverov V.N., Kobayashi R., Normand J., Raghavachari K., Rendell A., Burant J.C., Iyengar S.S., Tomasi J., Cossi M., Rega N., Millam J.M., Klene M., Knox J.E., Cross J.B., Bakken V., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochterski J.W., Martin R.L., Morokuma K., Zakrzewski V.G., Voth G.A., Salvador P., Dannenberg J.J., Dapprich S., Daniels A.D., Farkas O., Foresman J.B., Ortiz J.V., Cioslowski J.,Fox D.J. (2009) Gaussian 09, revision D.01. Gaussian Inc, Wallingford CT
  • [10] Tapera, M., Kekeçmuhammed, H., Tüzün, B., Daştan, S. D., Çelik, M. S., Taslimi, P., ... & Sarıpınar, E. Novel 1, 2, 4-triazole-maleamic acid derivatives: Synthesis and evaluation as anticancer agents with carbonic anhydrase inhibitory activity. Journal of Molecular Structure, 1313(2024) 138680.
  • [11] Karimi, S., Mafton-Azad, L., Behnajady, B., & Tüzün, B. Response Surface Methodology (RSM) Design to Optimize the Cathode of Li-Ions Batteries Recycling in Deep Eutectic Solvent and DFT Simulation. Korean Journal of Chemical Engineering, 42(2) (2025) 361-381.
  • [12] Waleed Shinwari, M., Jamal Deen, M., Starikov, E. B., & Cuniberti, G. Electrical conductance in biological molecules. Advanced Functional Materials, 20(12) (2010) 1865-1883.
  • [13] Ayalew, M. E. DFT studies on molecular structure, thermodynamics parameters, HOMO-LUMO and spectral analysis of pharmaceuticals compound quinoline (Benzo [b] Pyridine). Journal of Biophysical Chemistry, 13(3) (2022) 29-42.
  • [14] Ayalew, M. E. DFT studies on molecular structure, thermodynamics parameters, HOMO-LUMO and spectral analysis of pharmaceuticals compound quinoline (Benzo [b] Pyridine). Journal of Biophysical Chemistry, 13(3) (2022) 29-42.
  • [15] Choudhary, V., Bhatt, A., Dash, D., & Sharma, N. DFT calculations on molecular structures, HOMO–LUMO study, reactivity descriptors and spectral analyses of newly synthesized diorganotin (IV) 2‐chloridophenylacetohydroxamate complexes. Journal of computational chemistry, 40(27) (2019) 2354-2363.
  • [16] Mumit, M. A., Pal, T. K., Alam, M. A., Islam, M. A. A. A. A., Paul, S., & Sheikh, M. C. DFT studies on vibrational and electronic spectra, HOMO–LUMO, MEP, HOMA, NBO and molecular docking analysis of benzyl-3-N-(2, 4, 5-trimethoxyphenylmethylene) hydrazinecarbodithioate. Journal of molecular structure, 1220 (2020) 128715.
  • [17] Sworakowski, J. How accurate are energies of HOMO and LUMO levels in small-molecule organic semiconductors determined from cyclic voltammetry or optical spectroscopy?. Synthetic Metals, 235 (2018) 125-130.
  • [18] Demircioğlu, Z., Kaştaş, Ç. A., & Büyükgüngör, O. Theoretical analysis (NBO, NPA, Mulliken Population Method) and molecular orbital studies (hardness, chemical potential, electrophilicity and Fukui function analysis) of (E)-2-((4-hydroxy-2-methylphenylimino) methyl)-3-methoxyphenol. Journal of Molecular structure, 1091 (2015) 183-195.
  • [19] Fatima, Q., Zhang, H., Haidry, A. A., Hussain, R., Alshgari, R. A., & Mohammad, S. Elucidating the optoelectronic properties Ag, Au and Pd doped graphene oxide using a DFT approach. Diamond and Related Materials, 146 (2024) 111151.
  • [20] Chen, X., Yan, C. C., Zhang, X., Zhang, X., Dai, F., Yin, J., & Zhang, Y. Drug–target interaction prediction: databases, web servers and computational models. Briefings in bioinformatics, 17(4) (2016) 696-712.
  • [21] Kumar, S. Spectroscopy of organic compounds. Cosmic rays, 10(4) (2006).
  • [22] Birge, R. R. Photophysics and molecular electronic applications of the rhodopsins. Annual review of physical chemistry, 41(1) (1990) 683-733.
Toplam 22 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Fiziksel Kimya (Diğer)
Bölüm Research Article
Yazarlar

Gamze Tüzün 0000-0002-5876-2046

Koray Sayin 0000-0001-6648-5010

Yayımlanma Tarihi 4 Mayıs 2025
Gönderilme Tarihi 9 Nisan 2025
Kabul Tarihi 17 Nisan 2025
Yayımlandığı Sayı Yıl 2025 Cilt: 9 Sayı: 2

Kaynak Göster

APA Tüzün, G., & Sayin, K. (2025). INVESTIGATION OF STRUCTURAL PROPERTIES OF FERROCENE-DERIVED CHALCONE COMPOUNDS. Turkish Computational and Theoretical Chemistry, 9(2), 125-136. https://doi.org/10.33435/tcandtc.1672804
AMA Tüzün G, Sayin K. INVESTIGATION OF STRUCTURAL PROPERTIES OF FERROCENE-DERIVED CHALCONE COMPOUNDS. Turkish Comp Theo Chem (TC&TC). Mayıs 2025;9(2):125-136. doi:10.33435/tcandtc.1672804
Chicago Tüzün, Gamze, ve Koray Sayin. “INVESTIGATION OF STRUCTURAL PROPERTIES OF FERROCENE-DERIVED CHALCONE COMPOUNDS”. Turkish Computational and Theoretical Chemistry 9, sy. 2 (Mayıs 2025): 125-36. https://doi.org/10.33435/tcandtc.1672804.
EndNote Tüzün G, Sayin K (01 Mayıs 2025) INVESTIGATION OF STRUCTURAL PROPERTIES OF FERROCENE-DERIVED CHALCONE COMPOUNDS. Turkish Computational and Theoretical Chemistry 9 2 125–136.
IEEE G. Tüzün ve K. Sayin, “INVESTIGATION OF STRUCTURAL PROPERTIES OF FERROCENE-DERIVED CHALCONE COMPOUNDS”, Turkish Comp Theo Chem (TC&TC), c. 9, sy. 2, ss. 125–136, 2025, doi: 10.33435/tcandtc.1672804.
ISNAD Tüzün, Gamze - Sayin, Koray. “INVESTIGATION OF STRUCTURAL PROPERTIES OF FERROCENE-DERIVED CHALCONE COMPOUNDS”. Turkish Computational and Theoretical Chemistry 9/2 (Mayıs 2025), 125-136. https://doi.org/10.33435/tcandtc.1672804.
JAMA Tüzün G, Sayin K. INVESTIGATION OF STRUCTURAL PROPERTIES OF FERROCENE-DERIVED CHALCONE COMPOUNDS. Turkish Comp Theo Chem (TC&TC). 2025;9:125–136.
MLA Tüzün, Gamze ve Koray Sayin. “INVESTIGATION OF STRUCTURAL PROPERTIES OF FERROCENE-DERIVED CHALCONE COMPOUNDS”. Turkish Computational and Theoretical Chemistry, c. 9, sy. 2, 2025, ss. 125-36, doi:10.33435/tcandtc.1672804.
Vancouver Tüzün G, Sayin K. INVESTIGATION OF STRUCTURAL PROPERTIES OF FERROCENE-DERIVED CHALCONE COMPOUNDS. Turkish Comp Theo Chem (TC&TC). 2025;9(2):125-36.
 Kapak Resmi İndir

Journal Full Title: Turkish Computational and Theoretical Chemistry


Journal Abbreviated Title: Turkish Comp Theo Chem (TC&TC)