Evaluation of Antimicrobial, Anticholinesterase Potential of Indole Derivatives and Unexpectedly Synthesized Novel Benzodiazine: Characterization, DFT and Hirshfeld Charge Analysis

Abstract

The pharmacological effectiveness of indoles, benzoxazepines and benzodiazepines initiated our synthesis of indole fused benoxazepine/benzodiazepine heterocycles, along with enhanced biological usefulness of the fused rings. Activated indoles 5, 6 and 7 were synthesized using modified Bischler indole synthesis rearrangement. Indole 5 was substituted with the trichloroacetyl group at the C7 position, yielding 8, exclusively due to the increased nucleophilic character of C7. When trichloroacylated indole 8 was treated with basified ethanol or excess amminia, indole acid 9 and amide 10 were yielded, respectively. Indole amide 10 was expected to give indole fused benoxazepine/benzodiazepine 11a/11b on treatment with alpha halo ester followed by a coupling agent, but when the reaction was tried, an unexpectedly rearranged novel product, 1,3-bezodiazine 12, was obtained. The synthetic compounds were screened for anticholinesterase and antibacterial potential; results showed all products to be very important candidates for both activities, and their potential can be explored further. In addition, 1,3-bezodiazine 12 was explored by DFT studies, Hirshfeld surface charge analysis and structural insight to obrain a good picture of the structure and reactivity of the products for the design of derivatised drugs from the novel compound.

Molecular docking and density functional theory (DFT) studies on the conversion of linoleic acid into fatty acid metabolites by Lactiplantibacillus plantarum 12-3

“…The JSpecies Web Server's ANI analysis and Heatmapper's display of the results gave us important new understandings about the taxonomic identification and genetic relatedness of the L. plantarum 12-3 strain. These results contributed to a better understanding of the genetic background of L. plantarum 12-3 within the L. plantarum species and support the designation of L. plantarum 12-3 as a member of the L. plantarum species [30][31] .The heatmap for ANI clustering was given in Figure 2.…”

“…The annotation procedure revealed useful information about the functional content of the genome and highlighted numerous subsystem statistics and genomic traits. Based on their annotations, The Pathosystems Resource Integration Center (PATRIC) annotation server grouped the predicted genes into functional subsystems [30][31] . The distribution of genes across distinct functional categories was shown by the subsystem statistics.…”

Synthesis of dimeric 1,2-benzothiazine 1,1-dioxide scaffolds: molecular structures, Hirshfeld surface analysis, DFT and enzyme inhibition studies

“…Short and long contacts are shown by red and blue spots on the surface whereas white spots showed equal contacts (distance = sum of the van der Waals radii). 27–29 The red spots around particular CH and O-atoms for the surface of compounds 5–8 (Fig. 2a–d) described the short contact.…”

OXYGEN REACTIVE SPECIES EFFECTIVELY SCAVENGED BY VARIOUS EXTRACTS OF LEAVES AND BARK OF Eucalyptus globulus

“…Eucalyptus leaves were used in medicines to treat respiratory tracts, bronchitis inflammation and in symptomatic condition such as asthma, throat inflammation and fever. Various biological activities by eucalyptus were also reported such as antibacterial, [6][7] hypoglycemic, [8] analgesic and anti-inflammatory [9]. Essential oils have bactericidal, bactericidal, and insecticidal properties [10].…”