Synthesis, in silico Study and Antimicrobial Evaluation of New Selenoglycolicamides

Abstract

Nine new compounds derived from selenoglycolic acid were synthesized, and their structures were fully characterized by elemental analysis, infrared (IR), 1 H and 13 C nuclear magnetic resonance (NMR). The compounds were evaluated in an in silico study and showed strong to moderate antibacterial activity against several strains of Staphylococcus aureus. In particular, three compounds exhibited excellent antibacterial activity, with minimum inhibitory concentrations (MICs) between 16 and 64 μg mL -1. Furthermore, two of the nine compounds showed antifungal activity, with MIC of 1024 and 512 μg mL -1 . In silico studies of the parameters of Lipinski's rule of five indicate that these compounds have potential to be new drug candidates.

Design, synthesis, and biological evaluation with molecular dynamics study of novel pyrazolo[3,4-d]pyrimidine derivatives as anti-cancer agents

“…In Scheme 2, the starting intermediates IIa–f , III , IV & V were prepared via the reaction of chloroacetyl chloride ( I ) with aniline derivatives to give IIa–f . 34–36 Similarly, precursor III was prepared by reacting chloroacetyl chloride with α-naphthol. Also, compound IV was prepared by reacting chloroacetyl chloride with phenol.…”

“…32 Aer that chlorination of compound IX was carried out by reux in POCl 3 followed by a coupling reaction with excess anhydrous piperazine (ratio 1 : 10) in isopropanol to obtain the key intermediate XI. 33 In Scheme 2, the starting intermediates IIa-f, III, IV & V were prepared via the reaction of chloroacetyl chloride (I) with aniline derivatives to give IIa-f. [34][35][36] Similarly, precursor III was prepared by reacting chloroacetyl chloride with a-naphthol. Also, compound IV was prepared by reacting chloroacetyl chloride with phenol.…”

Antifungal activity of 2-chloro-N-phenylacetamide, docking and molecular dynamics studies against clinical isolates of Candida tropicalis and Candida parapsilosis

“…Fluconazole (Sigma‐Aldrich®) was used in this study as a standard drug. The Bioenergy and Organic Synthesis Research Laboratory (Federal University of Paraíba, Brazil) synthesized 2‐chloro‐N‐phenylacetamide (A1Cl) (Souza et al, 2019). Initially, we solubilized the drugs in dimethyl sulfoxide (DMSO; Sigma‐Aldrich®).…”

Exquisite use of Selenoesters as Recyclable Acyl Donors for Lipases‐catalyzed Kinetic Resolution

“…Selenoester (RCOSeR’) is a versatile subclass of organoselenium compounds with great potency and selectivity described as promising cytotoxic agents, [1–8] as well as antiviral and antimicrobial agents [9–11] . Selenoesters also can be applied to new materials design, including liquid crystals [12–14] and responsive polymers [15] .…”

“…Selenoester (RCOSeR') is a versatile subclass of organoselenium compounds with great potency and selectivity described as promising cytotoxic agents, [1][2][3][4][5][6][7][8] as well as antiviral and antimicrobial agents. [9][10][11] Selenoesters also can be applied to new materials design, including liquid crystals [12][13][14] and responsive polymers. [15] In organic synthesis, selenoesters was already described as protecting groups, [16] and successfully applied in reactions with diazomethane, [17,18] Diels-Alders reaction, [19][20][21] synthesis of selenides, [22] and diselenides [23,24] and heterocycles compounds.…”