- Synthesis, characterization, in vitro antimicrobial and QSAR studies of diorganotin(IV) complexes of Schiff bases derived from 2-(3-methylbutanoyl)-1H-indene-1,3(2H)-dione and 4-substituted anilines
-
Abstract: A series of some new diorganotin(IV) complexes [R2SnLCl] was synthesized by the reaction of 2-(3-methylbutanoyl)-1H-indene-1,3(2H)-dione and 4-substituted anilines (p-OCH3, p-NO2, p-CH3, p-Cl) with R2SnCl2, (R=Me, Et, n-Bu, Ph) in 1:1 molar ratio. The structure of the Schiff bases and their complexes were characterized by IR, 13C, 1H, 119Sn NMR, and mass spectral techniques. The synthesized ligands and derived organotin complexes were evaluated in vitro against some bacterial strains, viz., Escherichia coli, Pseudomonas aeruginosa, Bacillus cereus, Staphylococcus aureus and fungal strains, viz., Aspergillus flavus, Aspergillus niger, and Candida albicans by serial dilution method. The antimicrobial results revealed that organotin complexes showed a distinct escalation in biocidal activity. Phenyl and butyl complexes were found to be more intoxicating. Furthermore, we performed QSAR studies which explained the different factors affecting the enhancement in the bioactivity of the complexes.
- Khatkar, Priyanka,Asija, Sonika,Ahlawat, Aarti,Singh, Vikramjeet
-
-
Read Online
- New diorganotin(IV) complexes of tridentate Schiff bases derived from 1,3-indanedione derivative: Synthesis, spectral studies and in vitro antimicrobial activities
-
A series of 16 pentacoordinated diorganotin(IV) complexes has been reported here which were synthesized by reacting the appropriate dialkyl/diaryltin(IV)dichloride with four newly synthesized Schiff bases. The dianionic tridentate(ONO) Schiff base hydrazones have been conveniently synthesized in good yields by reacting 2,2-(3-methylbutanoyl)-1H-indene-1,3(2H)-dione with different acid hydrazides. The structures of the synthesized Schiff bases and their complexes have been established on the basis of IR, mass spectra, 1H, 13C, 119Sn NMR spectroscopy and different physical techniques. The compounds have also been screened for antimicrobial activity against four bacterial strains, i.e., Gram positive Bacillus ceres (MTCC 10072), Styphyllococus aureus (MTCC 2901) and Gram negative Escherichia.coli (MTCC 732), Pseudomonas aeruginosa (MTCC 424), and three fungal strains, i.e., Aspergillus flavus (ITCC 7680), Aspergillus niger (MTCC 7678), Candida albicans (MTCC 227) by serial dilution method and it was found that most of the synthesized compounds were relatively active with the standard drugs especially in Gram positive bacteria and fungal strains.
- Khatkar, Priyanka,Asija, Sonika
-
-
Read Online
- Synthesis, antimicrobial evaluation, α-amylase inhibitory ability and molecular docking studies of 3-alkyl-1-(4-(aryl/heteroaryl)thiazol-2-yl)indeno[1,2-c]pyrazol-4(1H)-ones
-
A series of thiazole tethered indenopyrazoles has been synthesized and assayed for their antimicrobial and α-amylase inhibitory activities. Ciprofloxacin and Fluconazole were used as standard drugs for antibacterial and antifungal evaluation, respectively while Acarbose was used as standard reference for α-amylase inhibitory activity. The antimicrobial activity evaluation results revealed that derivative 3d showed highest potency against two Gram-positive bacterial strains (Bacillus subtilis and Staphylococcus aureus), two Gram-negative bacterial strains (Escherichia coli and Pseudomonas aeruginosa) with MIC values of 0.0541 μmol/mL, 0.0270 μmol/mL, 0.0270 μmol/mL, 0.0270 μmol/mL, respectively and two fungal strains (Candida albians and Aspergillus niger) with MIC values of 0.0067 μmol/mL and 0.0270 μmol/mL, respectively in comparison to the standard drugs Ciprofloxacin (MIC = 0.0094 μmol/mL) and Fluconazole (MIC = 0.0408 μmol/mL). Interestingly, all the compounds of the series except 3e exhibited better inhibitory activity against C. albicans with MIC value ranging from 0.0067 to 0.0297 μmol/mL than the standard drug Fluconazole. However, derivatives 3j with IC50 value of 0.79 μM and 3k with IC50 value of 0.46 μM were recognized as good α-amylase inhibitors as compared to the reference drug Acarbose (IC50 = 0.11 μM). Further, the docking studies were performed to support the results of biological activities.
- Khatri, Mohini,Mor, Satbir
-
-
- Synthesis, Type II diabetes inhibitory activity, antimicrobial evaluation and docking studies of indeno[1,2-c]pyrazol-4(1H)-ones
-
We report a convenient and efficient synthesis of indeno[1,2-c]pyrazol-4(1H)-ones (4a?o) by the reaction of a variety of 2-acyl-(1H)-indene-1,3(2H)-diones (1) and 2-hydrazinylbenzo[d]thiazole/2-hydrazinyl-6-substitutedbenzo[d]thiazoles (2) in the presence of glacial acetic acid in good yields. The structure of the compounds thus prepared were confirmed by analytical and spectral (FT-IR, 1H NMR, 13C NMR, and HRMS) techniques. All the synthesized indeno[1,2-c]pyrazol-4(1H)-ones (4a?o) were assayed for their in vitro Type II diabetes inhibitory activity by using Acarbose as standard drug and in vitro antimicrobial activity utilizing Streptomycin and Fluconazole as reference drugs. Among the synthesized derivatives, 4e (IC50 = 6.71 μg/mL) was found to be more potent against α-glucosidase enzyme as compared with the standard Acarbose (IC50 = 9.35 μg/mL) and 4i (IC50 = 11.90 μg/mL) exhibited good inhibitory activity against α-amylase enzyme as compared with the standard Acarbose (IC50 = 22.87 μg/mL). Also, all the titled compounds showed good antimicrobial activity. In addition, in vitro α-glucosidase and α-amylase inhibition were supported by docking studies performed on the derivatives 4e and 4o, respectively. [Figure not available: see fulltext.].
- Mor, Satbir,Sindhu, Suchita
-
-
- Synthesis, Type II Diabetes Inhibitory Activity, and Antimicrobial Tests of Benzothiazole Derivatives Bridged with Indenedione by Methylenehydrazone
-
Benzothiazolyl hydrazones are synthesized and tested as hypoglycemic and antimicrobial agents. Condensation of 2-acyl-(1H)-indene-1,3(2H)-diones with 2-hydrazinylbenzo[d]thiazole/2-hydrazinyl-6-substitutedbenzo[d]thiazoles gives the corresponding hydrazones in high yields. Preliminary biological assay of the products reveals significant antidiabetic and antimicrobial activities. The α-amylase and α-glucosidase inhibition assay is used for determination of Type II diabetes inhibitory activity.
- Mor,Sindhu,Khatri,Singh,Vasudeva,Panihar
-
p. 1867 - 1873
(2019/11/02)
-
- A method for C2 acylation of 1,3-indandiones
-
The 1,3-indandione scaffold is an important structural motif used in the preparation of a large number of industrial chemical and pharmaceutical compounds. However, few approaches allow for the direct C2 acylation on these building blocks. A method was developed using DMAP and EDCI, which is mild in reactivity, covers a diverse range of carboxylic acid acylating agents, is compatible with electron releasing and withdrawing substituents on the 1,3-indandione partner, and performs well in a polar aprotic solvent (for solubility reasons) This method cleanly afforded twenty five different products in yields of 32–96%.
- Larsen, Brian J.,Rosano, Robert J.,Ford-Hutchinson, Thomas A.,Reitz, Allen B.,Wrobel, Jay E.
-
p. 2762 - 2768
(2018/04/30)
-
- Convenient synthesis, anticancer evaluation and QSAR studies of some thiazole tethered indenopyrazoles
-
Abstract: A convenient one-pot synthesis of twelve new thiazole tethered indeno[1,2-c]pyrazol-4-ones (3a–3l) was carried out by three-component reaction between 1,3-diketones, thiosemicarbazide and α-bromoketones in high yields. Wolff-Kishner reduction of indeno[1,2-c]pyrazol-4-ones (3a–3l) led to the formation of corresponding indeno[1,2-c]pyrazoles (4a–4l) in moderate-to-good yields. The structures of all the synthesized indenopyrazoles were elucidated by IR, 1H NMR, 13C NMR and mass spectral techniques. In vitro cytotoxicity of thiazole tethered indenopyrazoles (3a–3l & 4a–4l) was evaluated against different human cancer cell lines, viz. human renal carcinoma (A498), human colorectal adenocarcinoma (HT29), human breast adenocarcinoma (MCF-7), human hepatocellular carcinoma (HepG2) and normal cell line, i.e., normal rat kidney epithelial (NRK). Among all the tested derivatives, 4a, 4d and 4h exhibited better activity against HT29 cancer cell line. The statistically significant QSAR models were developed for all the cancer cell lines using multiple linear regression analysis to understand the observed activity trend on structural basis. Graphical Abstract: [Figure not available: see fulltext.]
- Mor, Satbir,Nagoria, Savita,Kumar, Ashwani,Monga, Jitender,Lohan, Sandeep
-
p. 1096 - 1114
(2016/07/06)
-