Novel indole-2-carboxylic acid analogues: Synthesis and a new light in to their antioxidant potentials

Two series of novel indole-2-carboxylic acid derivatives is reported. In the first series, N-substituted derivatives (3a-h) were synthesized via acylation of indole-2-carboxylic acid followed by aldol condensation reaction. Whereas, in the second series, indole-2-carboxamides (5a-g) were synthesized through conversion of acid to its acid chloride followed by coupling of substituted anilines. Structures of the newly synthesized compounds were confirmed by elemental analysis and spectral IR, 1H NMR and mass data and were screened for antioxidant activity. Among the first series, compound 3g showed higher antioxidant activity and whereas, in the second series compounds 5b and 5c exhibited potential antioxidant activity. Compounds 3g, 5b and 5c exhibited for its enhanced antioxidant activity

Synthesis and antioxidant evaluation of novel indole-3-acetic acid analogues

Indole-3-acetic acid (1) on reaction with thionyl chloride, afforded 2-(1H-indol-3-yl)acetyl chloride (2), which was further treated with aniline and various substituted anilines through base condensation reaction to obtain respected indole-3-acetic acid derivatives (3-9). The structures of all new compounds were elucidated by elemental analysis, Mass, IR, 1H NMR and 13C NMR and spectroscopic techniques. All the compounds were screened for their antioxidant activities by applying in vitro methods like 2,2-diphenyl-1-picryl hydrazyl (DPPH) free radical scavenging assay and inhibition of microsomal lipid peroxidation (LPO) assay. Butylated hydroxy anisole (BHA) was used as a reference antioxidant compound and the comparative study with newly synthesized compounds was also done. Among the analogues, compound 9 bearing electron donating methoxy substituent in addition to the phenolic moiety showed predominant activity. It is conceivable from these studies that the coupling of aniline and substituted anilines is the most important feature for the significant antioxidant activity of indole-3-acetic acid analogues studied

SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF CERTAIN SCHIFF BASES OF OCTAHYDRO-1H-PYRROLO [3, 4-B] PYRIDINE DERIVATIVES

Objective: Synthesis, characterization and biological screening of some new 1,6-disubstituted Octahydro-1H-pyrrolo[3,4-b]pyridine Schiff base (13a-n) derivatives.Methods: The scaffold of Octahydro-1H-pyrrolo [3,4-b]pyridine Schiff bases was prepared, synthesised and screened for their biological activity.Results: The structure of newly synthesized compounds was characterized by spectral data and screened for their biological activity like antioxidant, antimicrobial, antifungal, and chelating efficacy activities against various bacteria and fungi strains. Screening revealed that several of these compounds (13a-n) showed potential biological activity.Conclusion: Investigation on newly synthesised 1,6-disubstituted Octahydro-1H-pyrrolo[3,4-b]pyridine Schiff base (13a-n) derivatives for their biological activity revealed that some of the compounds showed good antioxidant, chelating and antimicrobial properties. The fact that the newly synthesised Schiff bases in this study are chemically related to the current medication and suggests further work is clearly warranted and to be explored.Â

Functionalized 3-(benzofuran-2-yl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole scaffolds: A new class of antimicrobials and antioxidants

AbstractA new class of functionalized 3-(benzofuran-2-yl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazole scaffolds (4a–q) was synthesized by a four step reaction in good yields. Initially, o-alkyl derivative of salicyaldehyde (1) readily furnished corresponding 2-acetyl benzofuran (2) on treatment with potassium tert-butoxide (t-BuOK) in the presence of molecular sieves. Further, Claisen–Schmidt condensation reaction with 4-methoxy benzaldehyde and hydrazine hydrate followed by coupling of benzoyl chlorides afforded target compounds (4a–q). Representative of the synthesized compounds was characterized by IR, 1H NMR, 13C NMR, mass, elemental analysis and evaluated for antimicrobial and antioxidant activities. The results gathered are allowed to conclude that, all newly synthesized analogues exhibit a certain degree of antimicrobial and antioxidant activities. Among the analogues, compounds (4h) and (4j) showed an excellent antimicrobial activity in the well plate method. Meanwhile, compounds (4e–f), (4l) and (4p) showed good antioxidant activity, whereas compound (4g) and (4q) displayed dominant antioxidant efficacy compared to standard butylated hydroxy anisole (BHA)

5H-Dibenz[b,f]azepine based pyrazole sulphonamides: A privileged platform for probing the antimicrobial and antioxidative properties

In rummage around for a novel antimicrobial and antioxidant agent with improved potency, we designed and synthesized a series of 5H-dibenz[b,f]azepine based pyrazole sulphonamides (20-40) by expedient five steps route. All compounds were characterized by physico-chemical and spectroscopic techniques. In order to probe the antimicrobial and antioxidant activities, the newly synthesized compounds were assayed for their in vitro activities. Among the compounds of the particular interest, compounds 38 and 39 emerged as outperformed antimicrobial agents than standard streptomycin and fluconazole. Molecular docking studies of compound 38 and 39 into S. aureus tyrosyl-tRNA synthetase active site was performed, and the tight fitting of the compounds in the active site and the associated high binding energy might be the reason for their antimicrobial activity. On the other hand, compounds 28-30 were found to exert positive efficacy towards antioxidant activity comparable to butylated hydroxy anisole

Synthesis and characterization of novel imidazoquinoline based 2-azetidinones as potent antimicrobial and anticancer agents

AbstractA new series of N-substituted azetidinones (9a–h) synthesized by condensation of 4-arylidene hydrazino 1-isobutyl-1H-imidazo[4,5-c]quinolines (8a–h) with chloroacetyl chloride afforded 4-arylazetidin-2-ones (9a–h). The synthesized compounds were characterized by 1H NMR, 13C NMR, mass spectral and elemental analyses. All synthesized compounds were screened for their in vitro antimicrobial and anticancer activities. The hydrazone derivatives (8a–h) showed good antibacterial activity. Compounds 9a and 9b exhibited good anticancer activity. In a molecular docking study compounds 9a and 9b showed minimum binding energy and good affinity towards the active pocket. Thus, are believed to be good inhibitors of β-tubulin

The Mn(II), Co(II), Ni(II) and Cu(II) complexes of (Z)-N'((1H-indol-3-yl)methylene)nicotinohydrazide Schiff base: synthesis, characterization and biological evaluation

Schiff bases being biological moieties possess diverse biological and pharmaceutical applications. Metal ions play an important role in various functions of the biological system as well as the human body. The importance of Schiff base and their metal complexes have been acknowledged in the field of bioinorganic chemistry. The current investigation hence focuses on the synthesis and characterization of a bidentate indole-based ligand(Z)-N'((1H-indol-3-yl)methylene)nicotinohydrazide (L) derived from indole-3-carboxaldehyde (1), nicotinic acid hydrazide (2) and their metal complexes of Mn(II), Co(II), Ni(II) and Cu(II), (4a-d) in 2:1 stichiometric ratio. All the synthesized ligand and complexes were characterized by IR, UV-Visible, H-1 NMR, C-13 NMR, Mass, Powder XRD analysis. Further, the ligand and their metal complexes were screened for antimicrobial, antioxidant and DNA cleavage studies. Among the synthesized complexes, Ni(II) (4c) showed highest antimicrobial activity against tested Gram -ve and Gram +ve bacterial strains and fungal microorganism, better than the ligand (L). The antioxidant activity results showed that the metal complexes (4a-d) were observed to be more active than the parent ligand. Furthermore, the ligand (L) and their respective metal (II) complexes (4a-d) were found to cleave the pBR322 DNA, during gel electrophoresis studies

Genetic diversity and relationships in mulberry (genus Morus) as revealed by RAPD and ISSR marker assays

BACKGROUND: The genus Morus, known as mulberry, is a dioecious and cross-pollinating plant that is the sole food for the domesticated silkworm, Bombyx mori. Traditional methods using morphological traits for classification are largely unsuccessful in establishing the diversity and relationships among different mulberry species because of environmental influence on traits of interest. As a more robust alternative, PCR based marker assays including RAPD and ISSR were employed to study the genetic diversity and interrelationships among twelve domesticated and three wild mulberry species. RESULTS: RAPD analysis using 19 random primers generated 128 discrete markers ranging from 500–3000 bp in size. One-hundred-nineteen of these were polymorphic (92%), with an average of 6.26 markers per primer. Among these were a few putative species-specific amplification products which could be useful for germplasm classification and introgression studies. The ISSR analysis employed six anchored primers, 4 of which generated 93 polymorphic markers with an average of 23.25 markers per primer. Cluster analysis of RAPD and ISSR data using the WINBOOT package to calculate the Dice coefficient resulted into two clusters, one comprising polyploid wild species and the other with domesticated (mostly diploid) species. CONCLUSION: These results suggest that RAPD and ISSR markers are useful for mulberry genetic diversity analysis and germplasm characterization, and that putative species-specific markers may be obtained which can be converted to SCARs after further studies

Synthesis of N-methyl-6-heterocyclic-1-oxoisoindoline derivatives by microwave assisted buchwald-hartwig amination

An rapid and efficient microwave assisted Pd(II) catalyzed protocol for the preparation of N-methyl-6-heterocyclic-1-oxoisoindoline derivatives by Buchwald-Hartwig amination with an overall yield 68-85% has been described

Chemoselective hydrogenation of aromatic nitro compounds using diammonium hydrogen phosphite and commercial zinc dust

The aromatic nitro compounds are reduced to their corresponding amines at room temperature in good yields by employing diammonium hydrogen phosphite as hydrogen donor and zinc as catalyst. The hydrogenation is fast and selective in the presence of the other sensitive functionalities such as halogens, -OH, -NH2, -OCH3, -CN, -COCH3, -COOH, -COOR etc. It was observed that, this system is equally competitive with existing methods