“Synthesis, spectroscopic, crystal structure, Hirshfeld surface, computational, and biological investigations on Isophorone derivatives: 3-(3,4-dimethoxystyryl)-5,5-dimethylcyclohex-2-en-1-one”

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nThis is an unedited manuscript accepted for publication and provided as an Article in Press for early access at the author’s request. The article will undergo copyediting, typesetting, and galley proof review before final publication. Please be aware that errors may be identified during production that could affect the content. All legal disclaimers of the journal apply.n

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Year : 2025 [if 2224 equals=””]27/09/2025 at 11:56 AM[/if 2224] | [if 1553 equals=””] Volume : 16 [else] Volume : 16[/if 1553] | [if 424 equals=”Regular Issue”]Issue : [/if 424][if 424 equals=”Special Issue”]Special Issue[/if 424] [if 424 equals=”Conference”][/if 424] 02 | Page :

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    M. Raj kumar, U. Rajapandiyan, H. Manikandan, B. Premalatha, V. Rajathi, J. Arikrishnan,

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  1. Research Scholar, Research Scholar, Research Scholar, Research Scholar, Professor, Assistant Professor, Department of Chemistry, Annamalai University, Department of Chemistry, Annamalai University, Department of Chemistry, Annamalai University, PG & Research Department of Chemistry, Government Arts College, Government Arts College, Department of Chemistry, Rajalakshmi Engineering College, Tamil Nadu, Tamil Nadu, Tamil Nadu, Tamil Nadu, Tamil Nadu, Tamil Nadu, India, India, India, India, India, India

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Abstract

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nFT-IR, 1H NMR, and 13C NMR spectroscopy were among the spectroscopic methods used to synthesize and analyze 3-(3,4-dimethoxystyryl)-5,5-dimethylcyclohex-2-en-1-one, a new isophorone derivative. Single-crystal X-ray diffraction (SCXRD) was used to determine the crystal structure, which showed that the molecule crystallizes in a monoclinic system (space group P121/c1) with packing configurations and intermolecular interactions. To learn more about the non-covalent interactions influencing the crystal packing, Hirshfeld surface analysis was used. In order to analyse the electronic structure, molecular orbitals (HOMO-LUMO), RDG scatter diagram and scatter graph, Topological ELF, LOL parameters, and stability of the molecule, Density Functional Theory (DFT) calculations were carried out at B3LYP level 6-31G(d,p) basis set. Additionally, the synthetic compound’s biological potential was assessed using its anti-inflammatory, antioxidant, and anti-diabetic properties, which showed encouraging action.nn

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Keywords: : Isophorone, Single Crystal X-RD, Computational Studies, Anti-diabetic, Anti-inflammatory Antioxidant.

n[if 424 equals=”Regular Issue”][This article belongs to Journal of Modern Chemistry & Chemical Technology ]

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How to cite this article:
nM. Raj kumar, U. Rajapandiyan, H. Manikandan, B. Premalatha, V. Rajathi, J. Arikrishnan. [if 2584 equals=”][226 wpautop=0 striphtml=1][else]”Synthesis, spectroscopic, crystal structure, Hirshfeld surface, computational, and biological investigations on Isophorone derivatives: 3-(3,4-dimethoxystyryl)-5,5-dimethylcyclohex-2-en-1-one”[/if 2584]. Journal of Modern Chemistry & Chemical Technology. 25/08/2025; 16(02):-.

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How to cite this URL:
nM. Raj kumar, U. Rajapandiyan, H. Manikandan, B. Premalatha, V. Rajathi, J. Arikrishnan. [if 2584 equals=”][226 striphtml=1][else]”Synthesis, spectroscopic, crystal structure, Hirshfeld surface, computational, and biological investigations on Isophorone derivatives: 3-(3,4-dimethoxystyryl)-5,5-dimethylcyclohex-2-en-1-one”[/if 2584]. Journal of Modern Chemistry & Chemical Technology. 25/08/2025; 16(02):-. Available from: https://journals.stmjournals.com/jomcct/article=25/08/2025/view=0

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References n

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  • Mojtahedi MM, Abaee MS, Zahedi MM, Jalali MR, Mesbah AW, Massa W, et al. Facile solvent-free synthesis and structural elucidation of styrylcyclohex-2-enone derivatives. Monatshefte Für Chem. 2008;139(8):917–21. https://doi.org/10.1007/s00706-007-0847-3

 

  • Eryilmaz S, Gül M, İnkaya E. Aldol türevi izoforan yapılarının sentezi, spektral karakterizasyonu, teorik analizi ve antioksidan aktiviteleri. Balıkesir Üniversitesi Fen Bilim Enstitüsü Derg. 2017:89–104. https://doi.org/10.25092/baunfbed.363772

 

  • Kasturi S, Surarapu S, Uppalanchi S, Anireddy JS, Dwivedi S, Anantaraju HS, et al. Synthesis and α-glucosidase inhibition activity of dihydroxy pyrrolidines. Bioorg Med Chem Lett. 2017;27(12):2818–23. https://doi.org/10.1016/j.bmcl.2017.04.078

 

  • Rafique R, Khan KM, Arshia, Kanwal, Chigurupati S, Wadood A, et al. Synthesis of new indazole based dual inhibitors of α-glucosidase and α-amylase enzymes, their in vitro, in silico and kinetics studies. Bioorg Chem. 2020;94:103195. https://doi.org/10.1016/j.bioorg.2019.103195

 

  • Mitra A. Mechanistic studies of lifestyle interventions in type 2 diabetes. World J Diabetes. 2012;3(12):201. https://doi.org/10.4239/wjd.v3.i12.201

 

  • Valko M, Rhodes CJ, Moncol J, Izakovic M, Mazur M. Free radicals, metals and antioxidants in oxidative stress-induced cancer. Chem Biol Interact. 2006;160(1):1–40. https://doi.org/10.1016/j.cbi.2005.12.009

 

  • El-Zahar M, Abd S, Anwar M, Danial E. Synthesis, antimicrobial and antioxidant activities of some novel cyclized naphthyl cyclohexanone derivatives. 2013.

 

  • Marchi S, Guilbaud E, Tait SWG, Yamazaki T, Galluzzi L. Mitochondrial control of inflammation. Nat Rev Immunol. 2023;23(3):159–73. https://doi.org/10.1038/s41577-022-00760-x

 

  • Wen X, Wang S-B, Liu D-C, Gong G-H, Quan Z-S. Synthesis and evaluation of the anti-inflammatory activity of quinoline derivatives. Med Chem Res. 2015;24(6):2591–603. https://doi.org/10.1007/s00044-015-1323-y

 

  • Logeshwari G, Jeyashri KR, Rajkumar M, Manikandan H, Sivakumar K, Selvanayagam S, et al. Benzylidene-isophorone hybrids with strong anticancer activity. Spectrochim Acta A Mol Biomol Spectrosc. 2024;319:124577. https://doi.org/10.1016/j.saa.2024.124577

 

  • Neela M, Premalatha B, Punitha P, Sabari Girisun TC. Synthesis, structural, third-order nonlinear optical properties and Hirshfeld surface analysis of 1-((E)-(4-chlorophenylimino)methyl)naphthalen-2-ol. Optik. 2023;290:171302. https://doi.org/10.1016/j.ijleo.2023.171302

 

  • Jeyashri K, Dhineshkumar E, Logeshwari G, Enbaraj E, Ramyadevi V, Manikandana H, et al. Design, synthesis of E-N-substituted-dichlorobenzylidene-2-(pyrrolidin-1-yl)ethanamine Schiff bases derivative and their DFT studies. IOP Conf Ser Mater Sci Eng. 2021;1070(1):012015. https://doi.org/10.1088/1757-899X/1070/1/012015

 

  • Sheldrick GM. SHELXT – integrated space-group and crystal-structure determination. Acta Crystallogr A Found Adv. 2015;71(1):3–8. https://doi.org/10.1107/S2053273314026370

 

  • Sheldrick GM. Crystal structure refinement with SHELXL. Acta Crystallogr C Struct Chem. 2015;71(1):3–8. https://doi.org/10.1107/S2053229614024218

 

  • Arulraj R. Hirshfeld surface analysis, interaction energy calculation and spectroscopical study of 3-chloro-3-methyl-r(2),c(6)-bis(p-tolyl)piperidin-4-one using DFT approaches. J Mol Struct. 2022;1248:131483. https://doi.org/10.1016/j.molstruc.2021.131483

 

  • Demir S, Cakmak S, Dege N, Kutuk H, Odabasoglu M, Kepekci RA. A novel 3-acetoxy-2-methyl-N-(4-methoxyphenyl)benzamide: molecular structural describe, antioxidant activity with use X-ray diffractions and DFT calculations. J Mol Struct. 2015;1100:582–91. https://doi.org/10.1016/j.molstruc.2015.08.014

 

  • Ramalingam A, Kansız S, Dege N, Sambandam S. Synthesis, crystal structure, DFT calculations and Hirshfeld surface analysis of 3-chloro-2,6-bis(4-chlorophenyl)-3-methylpiperidin-4-one. J Chem Crystallogr. 2021;51(2):273–87. https://doi.org/10.1007/s10870-020-00852-3

 

  • Albayati MR, Kansız S, Dege N, Kaya S, Marzouki R, Lgaz H, et al. Synthesis, crystal structure, Hirshfeld surface analysis and DFT calculations of 2-[(2,3-dimethylphenyl)amino]-N’-[(E)-thiophen-2-ylmethylidene]benzohydrazide. J Mol Struct. 2020;1205:127654. https://doi.org/10.1016/j.molstruc.2019.127654

 

  • Genç S, Dege N, Çetin A, Cansız A, Şekerci M, Dinçer M. 3-(2-Hydroxyphenyl)-4-phenyl-1H-1,2,4-triazole-5(4H)-thione. Acta Crystallogr E Struct Rep Online. 2004;60(9):o1580–2. https://doi.org/10.1107/S1600536804020367

 

  • Akter N, Bourougaa L, Ouassaf M, Bhowmic RC, Uddin KM, Bhat AR, et al. Molecular docking, ADME-Tox, DFT and molecular dynamics simulation of butyroyl glucopyranoside derivatives against DNA gyrase inhibitors as antimicrobial agents. J Mol Struct. 2024;1307:137930. https://doi.org/10.1016/j.molstruc.2024.137930

 

  • Subramaniyan R, Ramarajan R, Ramalingam A, Sambandam S, Petersamy A, Guerroudj AR, et al. Microwave assisted synthesis, vibrational spectra, Hirshfeld surface and interaction energy, DFT, topology, in silico ADMET and molecular docking studies of 1,2-bis(4-methoxybenzylidene)hydrazine. J Mol Struct. 2023;1278:134946. https://doi.org/10.1016/j.molstruc.2023.134946

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[if 424 not_equal=””][else]Ahead of Print[/if 424] Subscription Review Article

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Volume 16
[if 424 equals=”Regular Issue”]Issue[/if 424][if 424 equals=”Special Issue”]Special Issue[/if 424] [if 424 equals=”Conference”][/if 424] 02
Received 02/04/2025
Accepted 04/05/2025
Published 25/08/2025
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Publication Time 145 Days

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