Synthesis, spectral studies, in vitro antimicrobial activity and molecular docking studies of organotin(IV) complexes derived from tridentate Schiff base ligands

被引:23
作者
Saroya, Sonia [1 ,2 ]
Asija, Sonika [1 ]
Deswal, Yogesh [1 ]
Kumar, Naresh [1 ]
Kumar, Ashwani [3 ]
机构
[1] Guru Jambheshwar Univ Sci & Technol, Dept Chem, Hisar 125001, Haryana, India
[2] FGM Govt Coll, Hisar 125052, Haryana, India
[3] Guru Jambheshwar Univ Sci & Technol, Dept Pharmaceut Sci, Hisar 125001, Haryana, India
关键词
Molecular docking; Organotin (IV) complexes; Schiff bases; Antibacterial; Antifungal; CRYSTAL-STRUCTURE; DIORGANOTIN(IV) COMPLEXES; STRUCTURAL-CHARACTERIZATION; ANTIMALARIAL ACTIVITY; ACID; SALICYLALDEHYDE; MOIETIES; DERIVATIVES; AGENTS; QSAR;
D O I
10.1007/s11164-022-04731-8
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this work, diorganotin complexes of Schiff base ligands having general formula R2SnL1-6, (where R = Bu, Me, Ph, and L1-6 are Schiff base ligands) were synthesized. Schiff base ligands were obtained by the condensation of methyl 3-amino-4-hydroxybenzoate and methyl 4-amino-3-hydroxybenzoate with salicylaldehyde derivatives in equimolar ratio. The structure of all synthesized compounds were confirmed by several spectroscopic techniques like elemental analysis, FT-IR, multi-nuclear (H-1, C-13, and Sn-119) NMR and mass spectrometery. From the spectroscopic data, it was found that the Schiff base ligands are coordinated to tin atom through -ONO donor atoms and tin atom exhibits pentacoordinated geometry in all complexes. The synthesized compounds were assessed for their in vitro antimicrobial potential against four bacterial and two fungal strains. Molecular docking studies of the most potent compound (9) was performed with enzyme 3-oxoacyl-[acyl-carrier-protein] synthase 2 (FabF) of Escherichia coli and sterol 14-alpha demethylase of C. Albicans to study their interactions. [GRAPHICS] .
引用
收藏
页码:2949 / 2971
页数:23
相关论文
共 73 条
[1]   Synthesis, characterization and antimicrobial studies of organotin(IV) complexes of &ITN&IT-methyl-&ITN&IT-phenyldithiocarbamate [J].
Adeyemi, Jerry O. ;
Onwudiwe, Damian C. ;
Ekennia, Anthony C. ;
Uwaoma, Romanus C. ;
Hosten, Eric C. .
INORGANICA CHIMICA ACTA, 2018, 477 :148-159
[2]   Diorganotin(IV) complexes of Schiff bases derived from salicylaldehyde and 2-amino-6-substituted benzothiazoles: synthesis, spectral studies, in vitro antimicrobial evaluation and QSAR studies [J].
Ahlawat, Aarti ;
Khatkar, Priyanka ;
Singh, Vikramjeet ;
Asija, Sonika .
RESEARCH ON CHEMICAL INTERMEDIATES, 2018, 44 (07) :4415-4435
[3]   Synthesis, characterization, antimicrobial evaluation and QSAR studies of organotin(IV) complexes of Schiff base ligands of 2-amino-6-substituted benzothiazole derivatives [J].
Ahlawat, Aarti ;
Singh, Vikramjeet ;
Asija, Sonika .
CHEMICAL PAPERS, 2017, 71 (11) :2195-2208
[4]   Effect of donor and acceptor groups on radical scavenging activity of phenol by density functional theory [J].
Al-Sehemi, Abdullah G. ;
Irfan, Ahmad .
ARABIAN JOURNAL OF CHEMISTRY, 2017, 10 :S1703-S1710
[5]   ASSESSMENT OF DI-BUTYLTIN AND TRI-BUTYLTIN INTERACTION WITH SKELETAL-MUSCLE MEMBRANES [J].
ALI, AA ;
UPRETI, RK ;
KIDWAI, AM .
BULLETIN OF ENVIRONMENTAL CONTAMINATION AND TOXICOLOGY, 1990, 44 (01) :29-38
[6]  
[Anonymous], 2020, M SKETCH
[7]   Anti-proliferative and antitumor activity of organotin(IV) compounds. An overview of the last decade and future perspectives [J].
Banti, Christina N. ;
Hadjikakou, Sotiris K. ;
Sismanoglu, Tuba ;
Hadjiliadis, Nick .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2019, 194 :114-152
[8]   Diorganotin(IV) complexes of polyaromatic azo-azomethine ligand derived from salicylaldehyde and ortho-aminophenol: Synthesis, characterization, and molecular structures [J].
Basu, Smita ;
Masharing, Cheerfulman ;
Das, Babulal .
HETEROATOM CHEMISTRY, 2012, 23 (05) :457-465
[9]   One-step preparation, structural assignment, and X-ray study of 2,2-di-n-butyl- and 2,2-diphenyl-6-aza-1,3-dioxa-2-stannabenzocyclononen-4-ones derived from amino acids [J].
Beltrán, HI ;
Zamudio-Rivera, LS ;
Mancilla, T ;
Santillan, R ;
Farfán, N .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (10) :2291-2306
[10]  
Champ M.A., 1996, ORGANOTIN ENV FATE E, P1, DOI DOI 10.1007/978-94-009-1507-7