Experimental and Computational Evaluation of Syringic Acid – Structural, Spectroscopic, Biological Activity and Docking Simulation

References

• John M. Pezzuto, “Grapes and Human Health: A Perspective,” Journal of Agricultural and Food Chemistry 56, no. 16 (2008): 6777–84. https://doi.org/10.1021/jf800898p
   PubMed Web of Science ®Google Scholar
• Nahoko Sakaguchi, Makoto Inoue, and Yukio Ogihara, “Reactive Oxygen Species and Intracellular Ca2, Common Signals for Apoptosis Induced by Gallic Acid,” Biochemical Pharmacology 55, no. 12 (1998): 1973–81. https://doi.org/10.1016/S0006-2952(98)00041-0
   PubMed Web of Science ®Google Scholar
• Cheemanapalli Srinivasulu, Mopuri Ramgopal, Golla Ramanjaneyulu, C.M. Anuradha, and Chitta Suresh Kumar, “Syringic Acid (SA)–A Review of Its Occurrence, Biosynthesis, Pharmacological and Industrial Importance,” Biomedicine & Pharmacotherapy = Biomedecine & Pharmacotherapie 108 (2018): 547–57. https://doi.org/10.1016/j.biopha.2018.09.069
   PubMed Web of Science ®Google Scholar
• P. Kiran, M. Denni, and M. Daniel, “Antidiabetic Principles, Phospholipids and Fixed Oil of Kodo Millet (Paspalum scrobiculatum Linn.),” Indian Journal of Applied Research 4, no. 2 (2011): 13–5.
   Google Scholar
• Mohamed-Salah Abaza, Raja’a Al-Attiyah, Radhika Bhardwaj, Ghaneim Abbadi, Mathew Koyippally, and Mohammad Afzal, “Syringic Acid from Tamarixaucheriana Possesses Antimitogenic and Chemo-Sensitizing Activities in Human Colorectal Cancer Cells,” Pharmaceutical Biology 51, no. 9 (2013): 1110–24. https://doi.org/10.3109/13880209.2013.781194
   PubMed Web of Science ®Google Scholar
• Nishi Srivastava, Amit Srivastava, S. Srivastava, A.K.S. Rawat, and A.R. Khan, “HPTLC-Densitometric Determination and Kinetic Studies on Antioxidant Potential of Monomeric Phenolic Acids (MPAs) from Bergenia Species,” RSC Advances 4, no. 95 (2014): 52647–57. https://doi.org/10.1039/C4RA09330E
   Web of Science ®Google Scholar
• Nadji Belkheiri, Benaissa Bouguerne, Florence Bedos-Belval, Hubert Duran, Corinne Bernis, Robert Salvayre, Anne Nègre-Salvayre, and Michel Baltas, “Synthesis and Antioxidant Activity Evaluation of a Syringic Hydrazones Family,” European Journal of Medicinal Chemistry 45, no. 7 (2010): 3019–26. https://doi.org/10.1016/j.ejmech.2010.03.031
   PubMed Web of Science ®Google Scholar
• L. Mabile, O. Meilhac, I. Escargueil-Blanc, M. Troly, M.T. Pieraggi, R. Salvayre, and A. Nègre-Salvayre, “Mitochondrial Function is Involved in LDL Oxidation Mediated by Human Cultured Endothelial Cells,” Arteriosclerosis, Thrombosis, and Vascular Biology 17, no. 8 (1997): 1575–82. https://doi.org/10.1161/01.ATV.17.8.1575
   PubMed Web of Science ®Google Scholar
• M.A. Croxen, and B.B. Finlay, “Molecular Mechanisms of Escherichia coli Pathogenicity,” Nature Reviews. Microbiology 8, no. 1 (2010): 26–38. https://doi.org/10.1038/nrmicro2265
   PubMed Web of Science ®Google Scholar
• M.A. Croxen, R.J. Law, R. Scholz, K.M. Keeney, M. Wlodarska, and B.B. Finlay, “Recent Advances in Understanding Enteric Pathogenic Escherichia coli,” Clinical Microbiology Reviews 26, no. 4 (2013): 822–80. https://doi.org/10.1128/CMR.00022-13
   PubMed Web of Science ®Google Scholar
• S.Y. Tong, J.S. Davis, E. Eichenberger, T.L. Holland, and V.G. Fowler, Jr., “Staphylococcus aureus Infections: Epidemiology, Pathophysiology, Clinical Manifestations, and Management,” Clinical Microbiology Reviews 28, no. 3 (2015): 603–61. https://doi.org/10.1128/CMR.00134-14
   PubMed Web of Science ®Google Scholar
• F.D. Lowy, “Staphylococcus aureus Infections,” The New England Journal of Medicine 339, no. 8 (1998): 520–32.
   PubMed Web of Science ®Google Scholar
• C. Von Eiff, K. Becker, K. Machka, H. Stammer, and G. Peters, “Nasal Carriage as a Source of Staphylococcus aureus Bacteremia. Study Group,” The New England Journal of Medicine 344, no. 1 (2001): 11–6. https://doi.org/10.1056/NEJM200101043440102
   PubMed Web of Science ®Google Scholar
• Alicia Lacoma, Maisem Laabei, Jose Francisco Sánchez-Herrero, Bernadette Young, Gerard Godoy-Tena, Meissiner Gomes-Fernandes, Lauro Sumoy, Oriol Plans, Fernando Arméstar, and Cristina Prat, “Genotypic and Phenotypic Characterization of Staphylococcus aureus Isolates from the Respiratory Tract in Mechanically-Ventilated Patients,” Toxins 13, no. 2 (2021): 122. https://doi.org/10.3390/toxins13020122
   PubMed Web of Science ®Google Scholar
• D.P. Lew, and F.A. Waldvogel, “Osteomyelitis,” The Lancet 364, no. 9431 (2004): 369–79. https://doi.org/10.1016/S0140-6736(04)16727-5
   PubMed Web of Science ®Google Scholar
• Jennifer L. Kelsey, Marilie D. Gammon, and Esther M. John, “Reproductive Factors and Breast Cancer,” Epidemiologic Reviews 15, no. 1 (1993): 36–47. https://doi.org/10.1093/oxfordjournals.epirev.a036115
   PubMed Web of Science ®Google Scholar
• Douglas F. Easton, Deborah Ford, and D.T. Bishop, “Breast and Ovarian Cancer Incidence in BRCA1-Mutation Carriers. Breast Cancer Linkage Consortium,” American Journal of Human Genetics 56, no. 1 (1995): 265.
   PubMed Web of Science ®Google Scholar
• Lakshminarasimhan Harini, Sweta Srivastava, George Peter Gnanakumar, Bose Karthikeyan, Cecil Ross, Vaithilingam Krishnakumar, Velu Rajesh Kannan, Krishnan Sundar, and Thandavarayan Kathiresan, “An Ingenious Non-Spherical Mesoporous Silica Nanoparticle Cargo with Curcumin Induces Mitochondria-Mediated Apoptosis in Breast Cancer (MCF-7) Cells,” Oncotarget 10, no. 11 (2019): 1193–208. https://doi.org/10.18632/oncotarget.26623
   PubMedGoogle Scholar
• M.C. Pike, and R.K. Ross, “Progestins and Menopause: epidemiological Studies of Risks of Endometrial and Breast Cancer,” Steroids 65, no. 10–11 (2000): 659–64. https://doi.org/10.1016/s0039-128x(00)00122-7
   PubMed Web of Science ®Google Scholar
• Thimma Mohan Viswanathan, Vaithilingam Krishnakumar, Dharmaraj Senthilkumar, Kaniraja Chitradevi, Ramakrishnan Vijayabhaskar, Velu Rajesh Kannan, Nachimuthu Senthil Kumar, Krishnan Sundar, Selvaraj Kunjiappan, Ewa Babkiewicz, et al., “Combinatorial Delivery of Gallium (III) Nitrate and Curcumin Complex-Loaded Hollow Mesoporous Silica Nanoparticles for Breast Cancer Treatment,” Nanomaterials 12, no. 9 (2022): 1472. https://doi.org/10.3390/nano12091472
   Web of Science ®Google Scholar
• Z.Y. Wang, and L. Yin, “Estrogen Receptor Alpha-36 (ER-α36): A New Player in Human Breast Cancer,” Molecular and Cellular Endocrinology 418, no. 3 (2015): 193–206. https://doi.org/10.1016/j.mce.2015.04.017
   PubMedGoogle Scholar
• J. Kiani, A. Khan, H. Khawar, F. Shuaib, and S. Pervez, “Estrogen Receptor α-Negative and Progesterone Receptor-Positive Breast Cancer: Lab Error or Real Entity?,” Pathology Oncology Research 12, no. 4 (2006): 223–7. https://doi.org/10.1007/bf02893416
   PubMed Web of Science ®Google Scholar
• Ricardo Costa, Ami N. Shah, Cesar A. Santa-Maria, Marcelo R. Cruz, Devalingam Mahalingam, Benedito A. Carneiro, Young Kwang Chae, Massimo Cristofanilli, William J. Gradishar, Francis J. Giles, et al., “Targeting Epidermal Growth Factor Receptor in Triple Negative Breast Cancer: New Discoveries and Practical Insights for Drug Development,” Cancer Treatment Reviews 53 (2017): 111–9. https://doi.org/10.1016/j.ctrv.2016.12.010
   PubMed Web of Science ®Google Scholar
• Thimma Mohan Viswanathan, Kaniraja Chitradevi, Azar Zochedh, Ramakrishnan Vijayabhaskar, Sureba Sukumaran, Selvaraj Kunjiappan, Nachimuthu Senthil Kumar, Krishnan Sundar, Ewa Babkiewicz, Piotr Maszczyk, et al., “Guanidine–Curcumin Complex-Loaded Amine-Functionalised Hollow Mesoporous Silica Nanoparticles for Breast Cancer Therapy,” Cancers 14, no. 14 (2022): 3490. https://doi.org/10.3390/cancers14143490
   PubMed Web of Science ®Google Scholar
• J. Chen, Y. Yao, C. Gong, F. Yu, S. Su, J. Chen, B. Liu, H. Deng, F. Wang, L. Lin, et al., “CCL18 from Tumor-Associated Macrophages Promotes Breast Cancer Metastasis via PITPNM3,” Cancer Cell 19, no. 4 (2011): 541–55. https://doi.org/10.1016/j.ccr.2011.02.006
   PubMed Web of Science ®Google Scholar
• N.I. Ziedan, R. Hamdy, A. Cavaliere, M. Kourti, F. Prencipe, A. Brancale, A.T. Jones, and A.D. Westwell, “Virtual Screening, SAR, and Discovery of 5-(Indole-3-yl)-2-[(2-Nitrophenyl)Amino] [1,3,4]-Oxadiazole as a Novel Bcl-2 Inhibitor,” Chemical Biology & Drug Design 90, no. 1 (2017): 147–55. http://dx.doi.org/10.1111/cbdd.12936
   PubMed Web of Science ®Google Scholar
• İrfan Koca, Aykut Özgür, Muhammet Er, Mehmet Gümüş, Kübra Açikalin Coşkun, and Yusuf Tutar, “Design and Synthesis of Pyrimidinylacylthioureas as Novel Hsp90 Inhibitors in Invasive Ductal Breast Cancer and Its Bone Metastasis,” European Journal of Medicinal Chemistry 122 (2016): 280–90. https://doi.org/10.1016/j.ejmech.2016.06.032
   PubMed Web of Science ®Google Scholar
• Necmi Dege, Halil Gökce, Onur Erman Doğan, Gökhan Alpaslan, Tuğgan Ağar, S. Muthu, and Yusuf Sert, “Quantum Computational, Spectroscopic Investigations on N-(2-((2-Chloro-4, 5-Dicyanophenyl) Amino) Ethyl)-4-Methylbenzenesulfonamide by DFT/TD-DFT with Different Solvents, Molecular Docking and Drug-Likeness Researches,” Colloids and Surfaces A: Physicochemical and Engineering Aspects 638 (2022): 128311. https://doi.org/10.1016/j.colsurfa.2022.128311
   Web of Science ®Google Scholar
• Ali Ahmed Abdulridha, Mahmood A. Albo Hay Allah, Sajjad Q. Makki, Yusuf Sert, Hamida Edan Salman, and Asim A. Balakit, “Corrosion Inhibition of Carbon Steel in 1 M H2SO4 Using New Azo Schiff Compound: Electrochemical, Gravimetric, Adsorption, Surface and DFT Studies,” Journal of Molecular Liquids 315 (2020): 113690. https://doi.org/10.1016/j.molliq.2020.113690
   Web of Science ®Google Scholar
• Bhaskaran Sureshkumar, Yohannan Sheena Mary, Chacko Yohannan Panicker, Somasekharan Suma, Stevan Armaković, Sanja J. Armaković, Christian Van Alsenoy, and Badiadka Narayana, “Quinoline Derivatives as Possible Lead Compounds for anti-Malarial Drugs: Spectroscopic, DFT and MD Study,” Arabian Journal of Chemistry 13, no. 1 (2020): 632–48. https://doi.org/10.1016/j.arabjc.2017.07.006
   Web of Science ®Google Scholar
• M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G.A. Petersson, et al., Gaussian 09, Revision E.01 (Wallingford, CT: Gaussian Inc., 2013).
   Google Scholar
• Y.Sheena Mary, Y.Shyma Mary, Stevan Armaković, Sanja J. Armaković, Rohitash Yadav, Ismail Celik, Pratap Mane, and Brahmananda Chakraborty, “Stability and Reactivity Study of Bio-Molecules Brucine and Colchicine towards Electrophile and Nucleophile Attacks: Insight from DFT and MD Simulations,” Journal of Molecular Liquids 335 (2021): 116192. https://doi.org/10.1016/j.molliq.2021.116192
   Web of Science ®Google Scholar
• Anna Bielenica, Shargina Beegum, Y.Sheena Mary, Y.Shyma Mary, Renjith Thomas, Stevan Armaković, Sanja J. Armaković, Silvia Madeddu, Marta Struga, and C. Van Alsenoy, “Experimental and Computational Analysis of 1-(4-Chloro-3-Nitrophenyl)-3-(3, 4-Dichlorophenyl) Thiourea,” Journal of Molecular Structure 1205 (2020): 127587. https://doi.org/10.1016/j.molstruc.2019.127587
   Web of Science ®Google Scholar
• S. Parveen, F. Arjmand, Q. Zhang, M. Ahmad, A. Khan, and L. Toupet, “Molecular Docking, DFT and Antimicrobial Studies of Cu(II) Complex as Topoisomerase I Inhibitor,” Journal of Biomolecular Structure & Dynamics 39, no. 6 (2021): 2092–105. https://doi.org/10.1080/07391102.2020.1743365
   PubMed Web of Science ®Google Scholar
• Mehmet Gümüş, Şemsi N. Babacan, Yeliz Demir, Yusuf Sert, İrfan Koca, and İlhami Gülçin, “Discovery of Sulfadrug–Pyrrole Conjugates as Carbonic Anhydrase and Acetylcholinesterase Inhibitors,” Archiv Der Pharmazie 355, no. 1 (2022): 2100242. https://doi.org/10.1002/ardp.202100242
   PubMed Web of Science ®Google Scholar
• Rajesh Thipparaboina, Sudhir Mittapalli, Sowjanya Thatikonda, Ashwini Nangia, V.G.M. Naidu, and Nalini R. Shastri, “Syringic Acid: structural Elucidation and co-Crystallization,” Crystal Growth & Design 16, no. 8 (2016): 4679–87. https://doi.org/10.1021/acs.cgd.6b00750
   Web of Science ®Google Scholar
• Wendy Brand-Williams, Marie-Elisabeth Cuvelier, and C.L.W.T. Berset, “Use of a Free Radical Method to Evaluate Antioxidant Activity,” Lwt - Food Science and Technology 28, no. 1 (1995): 25–30. https://doi.org/10.1016/S0023-6438(95)80008-5
   Web of Science ®Google Scholar
• R.M. Asath, “Spectroscopic and Molecular Docking Studies on N, N-di-Tert-Butoxycarbonyl (Boc)-2-Amino Pyridine: A Potential Bioactive Agent for Lung Cancer Treatment,” Journal of Molecular Structure 1143 (2017): 415–23. https://doi.org/10.1016/j.molstruc.2017.04.117
   Web of Science ®Google Scholar
• M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, G.A. Petersson, H. Nakatsuji, et al., Gaussian 09 (Revision B. 01) (Wallingford, CT: Gaussian, Inc., 2010).
   Google Scholar
• M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, G. Scalmani, V. Barone, G.A. Petersson, H. Nakatsuji, et al., Gaussian 09 (Revision A.02) (Wallingford, CT: Gaussian, Inc., 2009), 34.
   Google Scholar
• Michal H. Jamroz, “Vibrational Energy Distribution Analysis VEDA 4,” 2004. https://smmg.pl/software/veda
   Google Scholar
• Roy Dennington, Todd Keith, and John Millam, Gaussview Version 3.09 (Shawnee Mission, KS: Semichem Inc., 2003).
   Google Scholar
• S.K. Wolff, D.J. Grimwood, J.J. McKinnon, M.J. Turner, D. Jayatilaka, M.A. Spackman, CrystalExplorer (Version 3.1) (Crawley: University of Western Australia, 2012).
   Google Scholar
• L.Mary Novena, S. Athimoolam, R. Anitha, and S.Asath Bahadur, “Synthesis, Crystal Structure, Hirshfeld Surface Analysis, Spectral and Quantum Chemical Studies of Pharmaceutical Cocrystals of a Bronchodilator Drug (Theophylline),” Journal of Molecular Structure 1249 (2022): 131585. https://doi.org/10.1016/j.molstruc.2021.131585
   Web of Science ®Google Scholar
• Daniel Seeliger, and Bert L. de Groot, “Ligand Docking and Binding Site Analysis with PyMOL and Autodock/Vina,” Journal of Computer-Aided Molecular Design 24, no. 5 (2010): 417–22. https://doi.org/10.1007/s10822-010-9352-6
   PubMed Web of Science ®Google Scholar
• Antoine Daina, Olivier Michielin, and Vincent Zoete, “SwissADME: A Free Web Tool to Evaluate Pharmacokinetics, Drug-Likeness and Medicinal Chemistry Friendliness of Small Molecules,” Scientific Reports 7, no. 1 (2017): 42717–3. https://doi.org/10.1038/srep42717
   PubMed Web of Science ®Google Scholar
• S. Premkumar, A. Jawahar, T. Mathavan, M. Kumara Dhas, V.G. Sathe, and A. Milton Franklin Benial, “DFT Calculation and Vibrational Spectroscopic Studies of 2-(Tert-Butoxycarbonyl (Boc)-Amino)-5-Bromopyridine,” Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy 129 (2014): 74–83. https://doi.org/10.1016/j.saa.2014.02.147
   PubMed Web of Science ®Google Scholar
• Mahmood A. Albo Hay Allah, Asim A. Balakit, Hamida Idan Salman, Ali Ahmed Abdulridha, and Yusuf Sert, “New Heterocyclic Compound as Carbon Steel Corrosion Inhibitor in 1 M H2SO4, High Efficiency at Low Concentration: Experimental and Theoretical Studies,” Journal of Adhesion Science and Technology (2022): 1–23. https://doi.org/10.1080/01694243.2022.2034588
   Web of Science ®Google Scholar
• V. Krishnakumar, and S. Dheivamalar, “Density Functional Theory Study of Fourier Transform Infrared and Raman Spectra of 2-Amino-5-Chloro Benzonitrile,” Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy 71, no. 2 (2008): 465–70. https://doi.org/10.1016/j.saa.2007.11.028
   PubMed Web of Science ®Google Scholar
• S. Thangarasu, V. Siva, S. Asath Bahadur, and S. Athimoolam, “Structural, Vibrational, Quantum Chemical Calculations, Thermal and Antimicrobial Studies on Nitrate Salt of 3-Nitroaniline,” Optical and Quantum Electronics 53, no. 10 (2021): 1–16. https://doi.org/10.1007/s11082-021-03146-w
   Web of Science ®Google Scholar
• R.J. Jakobsen, and F.F. Bentley, “Vibrational Spectra of Benzene Derivatives. II. Frequency Assignments in the CsBr Region,” Applied Spectroscopy 18, no. 3 (1964): 88–92. https://doi.org/10.1366/000370264789620628
   Google Scholar
• Rajeev T. Ulahannan, C.Y. Panicker, Hema Tresa Varghese, C. Van Alsenoy, Robert Musiol, Josef Jampilek, and P.L. Anto, “Spectroscopic (FT-IR, FT-Raman) Investigations and Quantum Chemical Calculations of 4-Hydroxy-2-Oxo-1, 2-Dihydroquinoline-7-Carboxylic Acid,” Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy 121 (2014): 404–14. https://doi.org/10.1016/j.saa.2013.10.114
   PubMed Web of Science ®Google Scholar
• V. Arjunan, T. Rani, K. Santhanalakshmi, and S. Mohan, “A Combined Experimental and Theoretical Quantum Chemical Studies on 4-Morpholinecarboxaldehyde,” Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy 79, no. 5 (2011): 1395–401. https://doi.org/10.1016/j.saa.2011.04.074
   PubMed Web of Science ®Google Scholar
• Paul E. Smith, and B.M. Pettitt, “Effects of Salt on the Structure and Dynamics of the Bis (Penicillamine) Enkephalin Zwitterion: A Simulation Study,” Journal of the American Chemical Society 113, no. 16 (1991): 6029–37. https://doi.org/10.1021/ja00016a015
   Web of Science ®Google Scholar
• Robert G. Parr, “Density Functional Theory of Atoms and Molecules,” in Horizons of Quantum Chemistry (Dordrecht: Springer, 1980), 5–15. https://doi.org/10.1007/978-94-009-9027-2_2
   Google Scholar
• Paul W. Ayers, and Robert G. Parr, “Variational Principles for Describing Chemical Reactions: The Fukui Function and Chemical Hardness Revisited,” Journal of the American Chemical Society 122, no. 9 (2000): 2010–8. https://doi.org/10.1021/ja9924039
   Web of Science ®Google Scholar
• Robert G. Parr, and Weitao Yang, “Density Functional Approach to the Frontier-Electron Theory of Chemical Reactivity,” Journal of the American Chemical Society 106, no. 14 (1984): 4049–50. https://doi.org/10.1021/ja00326a036
   Web of Science ®Google Scholar
• Christophe Morell, André Grand, and Alejandro Toro-Labbé, “New Dual Descriptor for Chemical Reactivity,” The Journal of Physical Chemistry. A 109, no. 1 (2005): 205–12. https://doi.org/10.1021/jp046577a
   PubMed Web of Science ®Google Scholar
• S.Christopher Jeyaseelan, R. Premkumar, K. Kaviyarasu, and A.Milton Franklin Benial, “Spectroscopic, Quantum Chemical, Molecular Docking and in Vitro Anticancer Activity Studies on 5-Methoxyindole-3-Carboxaldehyde,” Journal of Molecular Structure 1197 (2019): 134–46. https://doi.org/10.1016/j.molstruc.2019.07.042
   Web of Science ®Google Scholar
• Vadivel Siva, Anbazhagan Murugan, Abdul Samad Shameem, Mohan Uma Priya, Subramanian Thangarasu, Shunmuganarayanan Athimoolam, and Sultan Asath Bahadur, “Design and Supramolecular Architecture of Stepped Molecular Aggregation in Monochloroacetate Salt of 2-Aminopyridine: Its Bacterial and Cancer Inhibitory Properties,” Journal of Molecular Structure 1250 (2022): 131888. https://doi.org/10.1016/j.molstruc.2021.131888
   Web of Science ®Google Scholar
• R. Premkumar, S. Hussain, T. Mathavan, K.M. Anitha, and A. Franklin Benial, “Surface-Enhanced Raman Scattering and Quantum Chemicalstudies of 2-Trifluoroacetylpyrrole Chemisorbed on Colloidal Silver Andgold Nanoparticles: A Comparative Study,” Journal of Molecular Liquids 290 (2019): 111209. https://doi.org/10.1016/j.molliq.2019.111209
   Web of Science ®Google Scholar
• Noel M. O′boyle, Adam L. Tenderholt, and Karol M. Langner, “A Library for Package-Independent Computational Chemistry Algorithms,” Journal of Computational Chemistry 29, no. 5 (2008): 839–45.
   PubMed Web of Science ®Google Scholar
• H. PirGümüş, “Density Functional Theory Calculations on Conformational, Spectroscopic and Electrical Properties of 3-(2, 3-Dimethoxyphenyl)-1-(Pyridin-2-yl) Prop-2-en-1-One: A Potential Nonlinear Optical Material,” Indian Journal of Physics 90, no. 1 (2016): 79–89. https://doi.org/10.1007/s12648-015-0730-8
   Web of Science ®Google Scholar
• S. Saravanan, and V. Balachandran, “Quantum Mechanical Study and Spectroscopic (FT-IR, FT-Raman, UV–Visible) Study, Potential Energy Surface Scan, Fukui Function Analysis and HOMO–LUMO Analysis of 3-Tert-Butyl-4-Methoxyphenol by DFT Methods,” Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy 130 (2014): 604–20. https://doi.org/10.1016/j.saa.2014.04.058
   PubMed Web of Science ®Google Scholar
• Peter Politzer, and Jane S. Murray, “The Fundamental Nature and Role of the Electrostatic Potential in Atoms and Molecules,” Theoretical Chemistry Accounts 108, no. 3 (2002): 134–42. https://doi.org/10.1007/s00214-002-0363-9
   Web of Science ®Google Scholar
• P. Politzer, and J.S. Murray, “Electrostatic Potential Analysis of Dibenzo-p-Dioxins and Structurally Similar Systems in Relation to Their Biological Activities, Protein,” in Theoretical Biochemistry and Molecular Biophysics: A Comprehensive Survey, edited by D.L. Beveridge and R. Lavery, Vol. 2 (New York: Adenine Press, 1991).
   Google Scholar
• E. Scrocco, and J. Tomasi, “The Electrostatic Molecular Potential as a Tool for the Interpretation of Molecular Properties,” in New Concepts II. Topics in Current Chemistry Fortschritte Der ChemischenForschung, Vol. 42 (Berlin, Heidelberg: Springer, 1973). https://doi.org/10.1007/3-540-06399-4_6
   Google Scholar
• P. Politzer, and D.G. Truhlar, eds., Chemical Applications of Atomic and Molecular Electrostatic Potentials (New York: Plenum Press, 1981). https://doi.org/10.1007/978-1-4757-9634-6
   Google Scholar
• S. Subashchandrabose, Akhil R. Krishnan, H. Saleem, R. Parameswari, N. Sundaraganesan, V. Thanikachalam, and G. Manikandan, “Vibrational Spectroscopic Study and NBO Analysis on Bis (4-Amino-5-Mercapto-1, 2, 4-Triazol-3-yl) Methane Using DFT Method,” Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy 77, no. 4 (2010): 877–84. https://doi.org/10.1016/j.saa.2010.08.023
   PubMed Web of Science ®Google Scholar
• M. Szafran, A. Komasa, and E. Bartoszak-Adamska, “Crystal and Molecular Structure of 4-Carboxypiperidinium Chloride (4-Piperidinecarboxylic Acid Hydrochloride),” Journal of Molecular Structure 827, no. 1–3 (2007): 101–7. https://doi.org/10.1016/j.molstruc.2006.05.012
   Web of Science ®Google Scholar
• Jun-na Liu, Zhi-rong Chen, and Shen-Feng Yuan, “Study on the Prediction of Visible Absorption Maxima of Azobenzene Compounds,” Journal of Zhejiang University. Science. B 6, no. 6 (2005): 584–9. https://doi.org/10.1631/jzus.2005.B0584
   PubMedGoogle Scholar
• R. Mohamed Asath, S. Premkumar, T. Mathavan, and A. Milton Franklin Benial, “Vibrational Spectroscopic, Molecular Docking and Quantum Chemical Studies on 6-Aminonicotinamide,” Journal of Molecular Structure 1134 (2017): 143–56. https://doi.org/10.1016/j.molstruc.2016.12.058
   Web of Science ®Google Scholar
• Santosh K. Singh, Aloke Das, and Gary W. Breton, “An ab Initio Study of the Effect of Substituents on the n→ π* Interactions between 7-Azaindole and 2, 6-Difluorosubstituted Pyridines,” The Journal of Physical Chemistry. A 120, no. 31 (2016): 6258–69. https://doi.org/10.1021/acs.jpca.6b03119
   PubMed Web of Science ®Google Scholar
• Joshua J. McKinnon, Mark A. Spackman, and Anthony S. Mitchell, “Novel Tools for Visualizing and Exploring Intermolecular Interactions in Molecular Crystals,” Acta Crystallographica. Section B, Structural Science 60, no. Pt 6 (2004): 627–68. https://doi.org/10.1107/S0108768104020300
   PubMedGoogle Scholar
• V. Siva, A. Shameem, A. Murugan, S. Athimoolam, M. Suresh, and S. Asath Bahadur, “Supramolecular Architecture, Hydrogen Bonding Assembly and Hirshfeld Surface Analysis of Charge Transfer Adipate Salt of 4-Methoxyaniline,” Chemical Data Collections 24 (2019): 100281. https://doi.org/10.1016/j.cdc.2019.100281
   Google Scholar
• Peter R. Spackman, Michael J. Turner, Joshua J. McKinnon, Stephen K. Wolff, Daniel J. Grimwood, Dylan Jayatilaka, and Mark A. Spackman, “CrystalExplorer: A Program for Hirshfeld Surface Analysis, Visualization and Quantitative Analysis of Molecular Crystals,” Journal of Applied Crystallography 54, no. 3 (2021): 1006–11. https://doi.org/10.1107/S1600576721002910
   PubMedGoogle Scholar
• Perumal Venkatesan, Subbiah Thamotharan, Andivelu Ilangovan, Hongze Liang, and Tom Sundius, “Crystal Structure, Hirshfeld Surfaces and DFT Computation of NLO Active (2E)-2-(Ethoxycarbonyl)-3-[(1-Methoxy-1-Oxo-3-Phenylpropan-2-yl) Amino] Prop-2-Enoic Acid,” Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy 153 (2016): 625–36. https://doi.org/10.1016/j.saa.2015.09.002
   PubMed Web of Science ®Google Scholar
• Mark A. Spackman, Joshua J. McKinnon, and Dylan Jayatilaka, “Electrostatic Potentials Mapped on Hirshfeld Surfaces Provide Direct Insight into Intermolecular Interactions in Crystals,” CrystEngComm 10, no. 4 (2008): 377–88. https://doi.org/10.1039/B715227B
   Web of Science ®Google Scholar
• Stève-Jonathan Koyambo-Konzapa, R. Premkumar, Ramlina Vamhindi Berthelot Saïd Duvalier, Mbesse Kongbonga Gilbert Yvon, Mama Nsangou, and A. Milton Franklin Benial, “Electronic, Spectroscopic, Molecular Docking and Molecular Dynamics Studies of Neutral and Zwitterionic Forms of 3, 4-Dihydroxy-l-Phenylalanine: A Novel Lung Cancer Drug,” Journal of Molecular Structure 1260 (2022): 132844. https://doi.org/10.1016/j.molstruc.2022.132844
   Web of Science ®Google Scholar
• G. Pandimeena, T. Mathavan, E. James Jebaseelan Samuel, and A. Milton Franklin Benial, “Conformational, Spectroscopic, Electronic and Molecular Docking Studies on 2-Methoxy-4-Methyl-5-Nitropyridine: A Potential Bioactive Agent,” Journal of Molecular Structure 1260 (2022): 132762. https://doi.org/10.1016/j.molstruc.2022.132762
   Web of Science ®Google Scholar
• Wei Tian, Chang Chen, Xue Lei, Jieling Zhao, and Jie Liang, “CASTp 3.0: computed Atlas of Surface Topography of Proteins,” Nucleic Acids Research 46, NO. W1 (2018): W363–W367. https://doi.org/10.1093/nar/gky473
   PubMed Web of Science ®Google Scholar
• Azar Zochedh, Mohana Priya, Athimoolam Shunmuganarayanan, Kathiresan Thandavarayan, and Asath Bahadur Sultan, “Investigation on Structural, Spectroscopic, DFT, Biological Activity and Molecular Docking Simulation of Essential Oil Gamma-Terpinene,” Journal of Molecular Structure 1268 (2022): 133651. https://doi.org/10.1016/j.molstruc.2022.133651
   Web of Science ®Google Scholar
• Bilal Ahmed, Usman Ali Ashfaq, Muhammad Tahir ul Qamar, and Matloob Ahmad, “Anti-Cancer Potential of Phytochemicals against Breast Cancer: Molecular Docking and Simulation Approach,” Bangladesh Journal of Pharmacology 9, no. 4 (2014): 545–50. https://doi.org/10.3329/bjp.v9i4.20412
   Web of Science ®Google Scholar
• A.S. Azar Zochedh, S. Asath Bahadur, and T. Kathiresan, “Quantum Chemical and Molecular Docking Studies of Naringin: A Potent anti-Cancer Drug,” Journal of cardiovascular Disease Research 12, no. 5 (2021): 1140–8. https://dx.doi.org/10.31838/jcdr.2021.12.05.147
   Google Scholar
• R. Premkumar, Shamima Hussain, Stève-Jonathan Koyambo-Konzapa, Naidu Dhanpal Jayram, M.R. Meera, T. Mathavan, and A. Milton Franklin Benial, “SERS and DFT Studies of 2‐(Trichloroacetyl) Pyrrole Chemisorbed on the Surface of Silver and Gold Coated Thin Films: In Perspective of Biosensor Applications,” Journal of Molecular Recognition 34, no. 11 (2021): e2921. https://doi.org/10.1002/jmr.2921
   PubMed Web of Science ®Google Scholar
• R. Sharmili Banu, K.I.M. Priya, and A.S.A. Zochedh, “Identification of Novel Bioactive Compounds from Banana Fruit (Musa sapientum) as Antidepressant in Pregnant Women: Molecular Docking, Physiochemical and ADMET Evaluation,” AJBGE 55, no.1 (2022): 9–24.
   Google Scholar
• Yadvendra Tyagi, Noopur Khare, and Abhimanyu Kumar Jha, “Molecular Docking Studies of Secondary Metabolites against DNMT1 to Treat Breast Cancer,” International Journal of Research and Analytical Reviews 7, no. 2 (2020): 69–75.
   Google Scholar
• David E. Clark, “Rapid Calculation of Polar Molecular Surface Area and Its Application to the Prediction of Transport Phenomena. 2. Prediction of Blood–Brain Barrier Penetration,” Journal of Pharmaceutical Sciences 88, no. 8 (1999): 815–21. https://doi.org/10.1021/js980402t
   PubMed Web of Science ®Google Scholar