Synthesis and Screening of Biologically Active Schiff bases of Benzothiazoles and its Zinc and Lanthanum Metal Complexes (original) (raw)
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isara solutions, 2020
Complexes of Fe(III), Co(II), Ni (II) and Cu(II) were synthesised from 2-amino-4,6-dimethyl benzothiazole by taking as one of the starting material for preparation of Schiff bases. The Schiff bases as well as metal complexes have been screened for their antimicrobial activity against Bacillus Subtilis, Escherichia coli, and Aspergillus flavis respectively. The comparisons of antimicrobial activities of the ligands and metal complexes shows that the presence of metal causes more inhibition i.e. more activity.
Indian Journal of Pharmaceutical Education and Research
Introduction: Around 5,00,000 women are affected by cervical cancer and nearly half of them end up losing the battle of life with this deadly disease. So, there is an urgent need for the synthesis and development of new, small, synthetic molecules to tackle this challenge. Schiff's bases are derivatives of azomethine group (-CH=N-) and are highly reactive. Here a series of novel Schiff's bases were synthesized by single step process of condensing substituted 2-amino benzothiazole with different benzaldehydes. Objectives: To design, synthesize novel Schiff's bases of 2-amino benzothiazole and evaluate its anti-oxidant as well as anti-cancer activity. Methods: A total of 18 compounds were synthesized by single step process of condensing substituted 2-amino benzothiazole with different substituted benzaldehydes. These were characterized by FTIR, 1 H NMR, and Mass spectroscopy. The synthesized compounds were tested in-vitro for both antioxidant and antiproliferative activity. In-silico docking studies were performed on the crystal structure of the complex of caspase-3 with a nicotinic acid aldehyde inhibitor with PDB IDs 1RE1, 1RHM and 3DEH to study the interaction of the compounds with the receptor. Results: Majority of the derivatives displayed moderate to significant antiproliferative activity on HeLa cell line. Interestingly, the compound SP16 showed excellent activity with an IC 50 value of 2.517μg/ml in comparison to the reference compound Cisplatin (17.2μg/ml). Compound SP7 and SP 15 showed favourable in silico interactions.Conclusion: A series of 18 novel Schiff's bases of 2-amino benzothiazoles compounds were designed, synthesized and evaluated for their biological activities. The compound SP16 showed excellent activity with an IC 50 value of 2.517μg/ml in comparison to the reference compound Cisplatin and Compound SP7 and SP 15 showed favourable in silico interactions.
Design and Synthesis of Benzothiazole Schiff Bases of Potential Antitumor Activitiy
HETEROCYCLES, 2016
In an attempt to develop a new class of selective antitumor agents, a novel series of benzothiazole derivatives was prepared via the condensation of 5-fluoro-6-(4-methylpiperazin-1-yl)benzo[d]thiazol-2-amine with aromatic aldehydes. The preliminary bioassay reveals that (4-fluorobenzylidene)-[5-fluoro-6-(4-methylpiperazin-1-yl)-benzothiazol-2-yl]-amine show specific anticancer cytotoxicity. Structural modification of heterocyclic compounds may alter the biological properties via introduction of potent moieties. For instance, Schiff bases have been used extensively in drug design and proven to be outstanding moieties with a wide spectrum of biological activities. 1 Moreover, benzothiazole scaffold serve as a useful constituent for many natural products and pharmaceutical candidates which are known to possess a wide spectrum of biological activities. They attracted much attention in recent years due to their wide range of biological activities and they have shown significant antimicrobial, 2 anticancer, 3 anti-AD (Alzheimer's disease), anti-inflammatory, 4 anti-HIV (human immunodeficiency virus), 5 antioxidant, 6 anticonvulsant, 7 antidiabetic, 8 antitubercular, 9 antidepressant, 10 antiviral, 11 and antimalarial 12 activities.
Synthesis of some biologically active benzothiazole derivatives
N-(4,5-dihydro-1H-imidazol-2-yl)-6-substituted-1,3-benzothiazol-2-amines and N-(1Hbenzimidazol-2-yl)-6-substituted-1,3-benzothiazol-2-amines were synthesized by the reaction of 6-substituted-2-aminobenzothiazoles with carbon disulphide and methyl iodide. It was followed by the reaction with o-phenylene diamine/ ethylene diamine. All the synthesized compounds were characterized by elemental analysis, IR spectra, 1H NMR and MASS spectral studies. They were screened for their anti-inflammatory, antiulcer, antitumor, entomological (antifeedant, acaricidal, contact toxicity and stomach toxicity) and antibacterial activities.
PubMed, 2011
The basic nucleus 4-(amino)-5-phenyl-l-4H-1,2,4-triazole-3-thiol was prepared by cyclisation of potassium dithiocarbazinate with hydrazine hydrate using water as solvent under reflux condition for 3-4 h. The compound which has been synthesized successfully was subjected to addition reaction with different aldehydes to synthesize Schiff bases. The compounds were confirmed by physical parameters (solubility, melting point), chromatographic methods (TLC) and at last spectroscopic methods (IR, NMR, and Mass). In order to ascertain the pharmaceutical application, the selective pharmacological screening of the derivatives was carried out according to the standard procedures. The compounds were screened for their antianxietic activity by elevated plus maze method, antidepressant activity by forced swim test. Among the synthesized compounds, the Schiff bases of benzaldehyde (5e), furfuraldehyde (5d) and 2,4-dichloro benzaldehyde (5a) showed extremely significant activities. Results indicate that these compounds may be potential candidates for managing CNS disorders. However further studies are required to substantiate the same which are underway in our lab.
Synthesis and evaluation of some new benzothiazole derivatives as potential antimicrobial agents
European Journal of Medicinal Chemistry, 2010
As benzothiazole has proven to be good antimicrobial agent, a novel series of Schiff bases of benzothiazole derivatives were synthesized. Thus condensation of 5-[2-(1,3-benzothiazol-2-yl-amino) ethyl]-4-amino-3-mercapto-(4H)-1,2,4-triazole 5 with appropriate aromatic aldehydes afforded 5-[2-(1,3benzothiazol-2-yl-amino)ethyl]-4-(arylideneamino)-3-mercapto-(4H)-1,2,4-triazoles 6aeg. Structures of the synthesized compounds were elucidated on the basis of elemental analyses and spectral data. All the synthesized compounds were screened for their antimicrobial activity.
Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2011
N-(thiophen-2-ylmethylene)benzo[d]thiazol-2-amine Schiff base (L) derived from 2aminobenzothiazole and 2-thiophenecarboxaldehyde was synthesized and characterized using elemental analysis, IR, mass spectra, 1 H NMR and UV-vis spectra. Its complexes with Cu(II), Fe(III), Ni(II) and Zn(II) were prepared and isolated as solid products and characterized by elemental and thermal analyses, spectral techniques as well as magnetic susceptibility. The IR spectra showed that the Schiff base under investigation behaves as bidentate ligand. The UV-vis spectra and magnetic moment data suggested octahedral geometry around Cu(II) and Fe(III) and tetrahedral geometry around Ni(II) and Zn(II). In view of the biological activity of the Schiff base and its complexes, it has been observed that the antimicrobial activity of the Schiff base increased on complexation with the metal ion. In vitro antitumor activity assayed against five human tumor cell lines furnished the significant toxicities of the Schiff base and its complexes.