View in EDS

New organotin(IV) dithiolate complexes derived from 2-methoxyphenylacetonitrile: Synthesis, DFT studies, docking, and cytotoxic activity against A549 cells.

Saved in:
Bibliographic Details
Title: New organotin(IV) dithiolate complexes derived from 2-methoxyphenylacetonitrile: Synthesis, DFT studies, docking, and cytotoxic activity against A549 cells.
Authors: Gupta, Kiran1 (AUTHOR), Verma, Deepika1 (AUTHOR), Parveen, Sana2 (AUTHOR), Fatma, Mariyam2 (AUTHOR), Mir, Snober S.1,2 (AUTHOR) smir@iul.ac.in, Sabah, Zia-Ul3 (AUTHOR), Prakash, Om1 (AUTHOR) prakash_om@lkouniv.ac.in
Source: Journal of Molecular Structure. Aug2026, Vol. 1368, pN.PAG-N.PAG. 1p.
Subjects: Organotin compounds, Density functional theory, Cell lines, Chemical synthesis, Molecular docking, Ligands (Chemistry), Oxidative stress, Cytotoxins
Abstract: • New cyanoarylvinyl dithiolate organotin(IV) complexes were synthesized. • Steric and electronic tuning of Sn–S coordination influences reactivity and bioactivity. • DFT analysis links frontier orbitals with optimized molecular geometries. • Complexes induce oxidative stress and mitochondrial dysfunction in A549 cells. • Docking studies suggest substituent dependent target affinity trends. Three new tetra-coordinated organotin(IV)dithiolate complexes of the type [ R 2 SnL ] , where R = CH 3 (Me 2 SnL), n‑butyl (Bu 2 SnL), pH (Ph 2 SnL), and L = [CH 3 OPhC(CN)=CS 2 2–] are synthesized via in situ complexation. The complexes are characterized by elemental analysis, FT-IR, ¹H, ¹³C and 119Sn NMR, UV–Vis, as well as ESI–MS that support the formation of organotin(IV)dithiolates frameworks. Density functional theory calculations confirm a distorted tetrahedral geometry around Sn(IV), with bidentate S,S-chelation producing small S–Sn–S bite angles (76.62–76.80°) and substituent-dependent Sn–S bond asymmetry. Complex Ph 2 SnL exhibits the maximum HOMO–LUMO energy gap, indicating greater electronic stability relative to the alkyl-substituted analogues. In vitro cytotoxic evaluation against A549 cells reveals substituent dependent antiproliferative activity, with Ph 2 SnL showing the lowest IC₅₀ (15 µM), followed by Me 2 SnL (30 µM) and Bu 2 SnL (50 µM). Notably, Ph 2 SnL induces pronounced cell de-adhesion accompanied by mitochondrial and nuclear perturbation, suggesting involvement of adhesion-dependent cytotoxic stress rather than a purely redox-driven mechanism. Biological responses show clear correlations with substituent dependent electronic structure of the complexes. Overall, these results demonstrate that substituent-dependent factors like steric, electronic, including cellular interactions and target engagement, modulate the apoptotic response within this organotin(IV) dithiolate series. Three organotin(IV) dithiolate complexes were synthesized and characterized by spectroscopic and analytical methods. In vitro cytotoxic activity was evaluated against selected cancer cell lines, and molecular docking rationalized binding interactions with target proteins. DFT calculations provided complementary electronic and vibrational descriptors consistent with the proposed structural assignments. [Display omitted] [ABSTRACT FROM AUTHOR]
Copyright of Journal of Molecular Structure is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
Database: Engineering Source
FullText Text:
  Availability: 0
Header DbId: egs
DbLabel: Engineering Source
An: 193590751
AccessLevel: 6
PubType: Academic Journal
PubTypeId: academicJournal
PreciseRelevancyScore: 0
IllustrationInfo
Items – Name: Title
  Label: Title
  Group: Ti
  Data: New organotin(IV) dithiolate complexes derived from 2-methoxyphenylacetonitrile: Synthesis, DFT studies, docking, and cytotoxic activity against A549 cells.
– Name: Author
  Label: Authors
  Group: Au
  Data: <searchLink fieldCode="AR" term="%22Gupta%2C+Kiran%22">Gupta, Kiran</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Verma%2C+Deepika%22">Verma, Deepika</searchLink><relatesTo>1</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Parveen%2C+Sana%22">Parveen, Sana</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Fatma%2C+Mariyam%22">Fatma, Mariyam</searchLink><relatesTo>2</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Mir%2C+Snober+S%2E%22">Mir, Snober S.</searchLink><relatesTo>1,2</relatesTo> (AUTHOR)<i> smir@iul.ac.in</i><br /><searchLink fieldCode="AR" term="%22Sabah%2C+Zia-Ul%22">Sabah, Zia-Ul</searchLink><relatesTo>3</relatesTo> (AUTHOR)<br /><searchLink fieldCode="AR" term="%22Prakash%2C+Om%22">Prakash, Om</searchLink><relatesTo>1</relatesTo> (AUTHOR)<i> prakash_om@lkouniv.ac.in</i>
– Name: TitleSource
  Label: Source
  Group: Src
  Data: <searchLink fieldCode="JN" term="%22Journal+of+Molecular+Structure%22">Journal of Molecular Structure</searchLink>. Aug2026, Vol. 1368, pN.PAG-N.PAG. 1p.
– Name: Subject
  Label: Subjects
  Group: Su
  Data: <searchLink fieldCode="DE" term="%22Organotin+compounds%22">Organotin compounds</searchLink><br /><searchLink fieldCode="DE" term="%22Density+functional+theory%22">Density functional theory</searchLink><br /><searchLink fieldCode="DE" term="%22Cell+lines%22">Cell lines</searchLink><br /><searchLink fieldCode="DE" term="%22Chemical+synthesis%22">Chemical synthesis</searchLink><br /><searchLink fieldCode="DE" term="%22Molecular+docking%22">Molecular docking</searchLink><br /><searchLink fieldCode="DE" term="%22Ligands+%28Chemistry%29%22">Ligands (Chemistry)</searchLink><br /><searchLink fieldCode="DE" term="%22Oxidative+stress%22">Oxidative stress</searchLink><br /><searchLink fieldCode="DE" term="%22Cytotoxins%22">Cytotoxins</searchLink>
– Name: Abstract
  Label: Abstract
  Group: Ab
  Data: • New cyanoarylvinyl dithiolate organotin(IV) complexes were synthesized. • Steric and electronic tuning of Sn–S coordination influences reactivity and bioactivity. • DFT analysis links frontier orbitals with optimized molecular geometries. • Complexes induce oxidative stress and mitochondrial dysfunction in A549 cells. • Docking studies suggest substituent dependent target affinity trends. Three new tetra-coordinated organotin(IV)dithiolate complexes of the type [ R 2 SnL ] , where R = CH 3 (Me 2 SnL), n‑butyl (Bu 2 SnL), pH (Ph 2 SnL), and L = [CH 3 OPhC(CN)=CS 2 2–] are synthesized via in situ complexation. The complexes are characterized by elemental analysis, FT-IR, ¹H, ¹³C and 119Sn NMR, UV–Vis, as well as ESI–MS that support the formation of organotin(IV)dithiolates frameworks. Density functional theory calculations confirm a distorted tetrahedral geometry around Sn(IV), with bidentate S,S-chelation producing small S–Sn–S bite angles (76.62–76.80°) and substituent-dependent Sn–S bond asymmetry. Complex Ph 2 SnL exhibits the maximum HOMO–LUMO energy gap, indicating greater electronic stability relative to the alkyl-substituted analogues. In vitro cytotoxic evaluation against A549 cells reveals substituent dependent antiproliferative activity, with Ph 2 SnL showing the lowest IC₅₀ (15 µM), followed by Me 2 SnL (30 µM) and Bu 2 SnL (50 µM). Notably, Ph 2 SnL induces pronounced cell de-adhesion accompanied by mitochondrial and nuclear perturbation, suggesting involvement of adhesion-dependent cytotoxic stress rather than a purely redox-driven mechanism. Biological responses show clear correlations with substituent dependent electronic structure of the complexes. Overall, these results demonstrate that substituent-dependent factors like steric, electronic, including cellular interactions and target engagement, modulate the apoptotic response within this organotin(IV) dithiolate series. Three organotin(IV) dithiolate complexes were synthesized and characterized by spectroscopic and analytical methods. In vitro cytotoxic activity was evaluated against selected cancer cell lines, and molecular docking rationalized binding interactions with target proteins. DFT calculations provided complementary electronic and vibrational descriptors consistent with the proposed structural assignments. [Display omitted] [ABSTRACT FROM AUTHOR]
– Name: AbstractSuppliedCopyright
  Label:
  Group: Ab
  Data: <i>Copyright of Journal of Molecular Structure is the property of Elsevier B.V. and its content may not be copied or emailed to multiple sites without the copyright holder's express written permission. Additionally, content may not be used with any artificial intelligence tools or machine learning technologies. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.</i> (Copyright applies to all Abstracts.)
PLink https://search.ebscohost.com/login.aspx?direct=true&site=eds-live&db=egs&AN=193590751
RecordInfo BibRecord:
  BibEntity:
    Identifiers:
      – Type: doi
        Value: 10.1016/j.molstruc.2026.146248
    Languages:
      – Code: eng
        Text: English
    PhysicalDescription:
      Pagination:
        PageCount: 1
        StartPage: N.PAG
    Subjects:
      – SubjectFull: Organotin compounds
        Type: general
      – SubjectFull: Density functional theory
        Type: general
      – SubjectFull: Cell lines
        Type: general
      – SubjectFull: Chemical synthesis
        Type: general
      – SubjectFull: Molecular docking
        Type: general
      – SubjectFull: Ligands (Chemistry)
        Type: general
      – SubjectFull: Oxidative stress
        Type: general
      – SubjectFull: Cytotoxins
        Type: general
    Titles:
      – TitleFull: New organotin(IV) dithiolate complexes derived from 2-methoxyphenylacetonitrile: Synthesis, DFT studies, docking, and cytotoxic activity against A549 cells.
        Type: main
  BibRelationships:
    HasContributorRelationships:
      – PersonEntity:
          Name:
            NameFull: Gupta, Kiran
      – PersonEntity:
          Name:
            NameFull: Verma, Deepika
      – PersonEntity:
          Name:
            NameFull: Parveen, Sana
      – PersonEntity:
          Name:
            NameFull: Fatma, Mariyam
      – PersonEntity:
          Name:
            NameFull: Mir, Snober S.
      – PersonEntity:
          Name:
            NameFull: Sabah, Zia-Ul
      – PersonEntity:
          Name:
            NameFull: Prakash, Om
    IsPartOfRelationships:
      – BibEntity:
          Dates:
            – D: 25
              M: 08
              Text: Aug2026
              Type: published
              Y: 2026
          Identifiers:
            – Type: issn-print
              Value: 00222860
          Numbering:
            – Type: volume
              Value: 1368
          Titles:
            – TitleFull: Journal of Molecular Structure
              Type: main
ResultId 1