Synthesis and in vitro antifungal evaluation of 2-thioalkylaryl-benzimidazoles derivatives against Candida albicans

The aim of this study is to find potent biomolecules against infectious germs. Based on the reactivity of some key positions of the benzimidazole core, the first part of this work consisted of the synthesis of a series of substituted 2-thioalkylaryl-benzimidazoles 3a-d. Then, another series of N-alkyl-2-thioalkylarylbenzimidazoles 5a-d, 7a-c and 9b-c was also prepared from 2-thioalkylaryl-benzimidazoles by substitution on position-1 of benzimidazole core using the corresponding functionalized ethyl. The chemical structures of these compounds are determined by NMR (1H, 13C) and mass spectrometry. The second part concerned the in vitro antifungal activity evaluation of some of the synthesized compounds on Candida albicans. According to the results of evaluation, four compounds (3b, 3c, 3d and 9c) of the substituted 2-thioalkylaryl-benzimidazoles prove to be potent antifungal agent. Introduction of nitro group (NO2) increased significantly the antifungal activity so that their IMQ is ranging between 0.03 and 0.008 μg (or 333 to 1250 times more efficient than the ketoconazole’s).Keywords: synthesis of 2-thioalkylaryl-benzimidazole, antifungal activity, candida albicans

Effect of dehulling method on the chemical composition of the lipid constituents of the kernels and oils of Ricinodendron heudelotii seeds

The aim of this study was to characterize the lipids present in the oil and kernels of Ricinodendron heudelotii seeds. Two dehulling methods were used to extract kernels from their husks: a heat treatment and a manual mechanical dehulling technique. Oil from kernels obtained by traditional heat treatment of seeds had a kinematic viscosity of 169 ± 0.5 mPa.s, and an iodine value of 175.6 ± 1.1 g/100 g oil. The oil from kernels isolated by mechanical dehulling had a kinematic viscosity of 128 ± 0.11 mPa.s and an iodine value of 195.2 ± 2.0 g/100 g oil. Determination of the minor compound profile of the oil revealed a total tocopherol content of 135.0 ± 0.4 mg oil from kernels isolated by traditional heat treatment. The oil obtained from kernels isolated by manual mechanical dehulling had a total tocopherol content of 178.3 ± 0.4 mg/100 g. An analysis of the fatty-acid profile of the oil from kernels isolated by traditional heat treatment revealed the presence of α-eleostearic acid (50.5% ±0.1), linoleic acid (24.0% ±0.0), β-eleostearic (8.4% ±0.0) and catalpic acid (0.40% ±0.1). By contrast, the fatty acid composition of oil from kernels isolated by manual mechanical dehulling was of α-eleostearic acid (60.1% ±0.2), linoleic acid (22.8% ±0.1). Ricinodendron heudelotii oil has a very high level (84.4 ± 0.4%) of polyunsaturated fatty acids (CLnA). Some analysis of the triglycerides present in the oil revealed the potential isomerization of α-eleostearic acid to form β-eleostearic acid and catalpic aci

(E)-Ethyl 2-cyano-3-[5-nitro-2-(pyrrolidin-1-yl)phen­yl]acrylate

The title compound, C16H17N3O4, was prepared by the reaction of 5-nitro-2-(pyrrolidin-1-yl)benzaldehyde and ethyl cyano­acetate. The mol­ecular structure adopts an E conformation with respect to the C=C double bond. The five-membered ring has a half-chair conformation, with puckering parameters Q(2)= 0.399 (2) Å and ϕ = 93.1 (3)°. In the crystal, inversion dimers , linked by pairs of C—H⋯O inter­actions, are further connected through C—H⋯N hydrogen bonds. Weak slipped π-π inter­actions occur between symmetry-related benzene rings [centroid–centroid distance = 3.785 (1)Å]

Ethyl 5-cyano-8-nitro-2,3,4,4a,5,6-hexahydro-1H-pyrido[1,2-a]quinoline-5-carboxylate

In the title compound, C17H19N3O4, the piperidine ring adopts a chair conformation. The crystal structure features inversion dimers linked by pairs of weak C—H⋯N hydrogen bonds

Overview of the establishment and uses of Ricinodendron heudelotii (Euphorbiaceae): focus on the central and southern regions of Ivory Coast☆

Ricinodendron heudelotii (Baill.) Pierre ex Heckel is a plant species present in the high-biodiversity areas of Central, West and East Africa. It has a considerable potential for development as a non-timber forest product (NTFP). The crushed seeds of this species have traditionally been used by local populations and those of certain large African cities as a spice or thickening agent for foods. In the face of strong and potentially growing demand, not only for nutritional purposes but also for new outlets, efforts are being made in Ivory Coast to domesticate this species with a view to increasing production. A number of actions are underway for the development of R. heudelotii: improvement of its availability; development of seed and kernel production; creation of markets for the seeds and their proteins and oil; development of industrial uses of this oil. This study carried out an inventory of R. heudelotii cultivation in Ivory Coast, and highlighted the levers available for promoting its integration into the economy of the country. The development of outlets for the kernels, oil and proteins of R. heudelotii, the improvement and control of product quality, and the modernization of seed crushing and oil extraction methods are essential conditions for increasing production and for the structuring and expansion of the market. This contributes to both the economic development of this crop and those involved in its cultivation — local communities, and women in particular — and the preservation of the environment through the development of an activity favoring regeneration and sustainable forest protection

Synthesis and cytotoxic activity of 3-benzimidazolyl-chalcones derivatives

International audienc

Unveiling the Synthesis, Spectral Characterizations, and Electrochemical Potential of Novel (E)-Furan-2-yl Acrylohydrazides: An Exploration in Molecular Design

In this study, we present the synthesis of novel derivatives of 3-furan-2-yl acrylohydrazide using a meticulous three-step reaction sequence. The synthesis ends up in the condensation of (E)-3-(furan-2-yl) acrylohydrazine (3) with diverse benzaldehyde and acetophenone derivatives. Comprehensive characterization of the synthesized compounds was achieved through 1D NMR spectroscopic analyses (1H and 13C NMR), 2D NMR spectroscopy (HSQC, NOESY), and high-resolution mass spectrometry (HRMS). The investigation of 1H NMR data at room temperature in deuterated dimethyl sulfoxide (DMSO-d6) unveiled the existence of (E)-3-(furan-2-yl) acrylohydrazide derivatives (4a-h) in a conformational equilibrium, manifesting as a mixture of synperiplanar E (sp E) and antiperiplanar E (ap E), or synperiplanar Z (sp Z) and antiperiplanar Z (ap Z). Notably, compounds 4a and 4b predominantly adopted the sp E conformer (Ec=c sp EC=N), while compounds 4c and 4d favored the antiperiplanar conformation. For the remaining compounds (4e-h), both conformers were nearly equimolar, with a marginal preference for the anti over the syn conformer. Interestingly, compounds 4f and 4h exhibited a prevalence of the apZ conformer (Ec=c ap ZC=N), while compound 4e featured the apE conformer (Ec=c ap EC=N). UV-visible absorption spectra for the N-acylhydrazones (4a-h) indicated absorption within the 570-635 nm range. Furthermore, cyclic voltammetry results demonstrated the capacity of the synthesized (E)-3-(furan-2-yl) acrylohydrazide derivatives (4a-h) to undergo quasi-reversible oxidation and reduction processes on a platinum electrode. These findings contribute valuable insights into the conformational dynamics and electrochemical behavior of this class of compounds, holding significance for applications in diverse scientific and technological domains

Study of the stability of Ricinodendron heudelotii oil: Effects of solar radiation on the chemical composition of the oil

International audienceElsevier logoScopus logoSearchListsSourcesSciValOpens in a new tabHow can we help?Brought to you byCreate accountSign inDocument details - Study of the stability of Ricinodendron heudelotii oil: Effects of solar radiation on the chemical composition of the oil 1of1 Services SFX pour INRAE(opens in a new window)|Services SFX pour INRAE(opens in a new window)|Industrial Crops and ProductsVolume 18815 November 2022 Article number 115552Document type ArticleSource type JournalISSN 09266690DOI 10.1016/j.indcrop.2022.115552Study of the stability of Ricinodendron heudelotii oil: Effects of solar radiation on the chemical composition of the oila, b; a; a; b; a; a; a; a; a; b a Laboratoire de Chimie Agro-industrielle, LCA, Université de Toulouse, INRAE, Toulouse, France b Laboratoire de constitution et réaction de la matière, LCRM, Université Félix Houphouët Boigny Cocody, Equipe “ synthèse structurale ”, 22 BP 582 Abidjan 22, Cote d'IvoireStudy of the stability of Ricinodendron heudelotii oil: Effects of solar radiation on the chemical composition of the oilAbstractThe native crude oil of Ricinodendron heudelotii mainly consists of triglycerides formed typically with polyunsaturated fatty acids (84%). Fatty acids with three conjugated double bonds (Conjugated Linolenic Acids, CLnA) contain more than 60% of α-eleostearic acid (C18:3 9c, 11 t, 13 t). The heat-treating process using the traditional hulling method of seeds for kernel consumption results in the isomerization of α-eleostearic acid into β-eleostearic and catalpic acid. In order to gather information about the transformation of these conjugated polyunsaturated fatty acids, a study to investigate the effects of solar radiation on the native oil was conducted. Changes in the chemical composition of fatty acids in the oil, especially conjugated polyunsaturated fatty acids, were monitored by GC (Gas Chromatography). Analysis of fatty acid profiles of treated and untreated oils showed the isomerization of α-eleostearic acid under the effect of solar radiation, whether natural or artificial. This isomerization involves the conversion of α-eleostearic acid into its isomers β-eleostearic acid (C18:3 9 t, 11 t, 13 t) and catalpic acid (C18:3 9 t, 11 t, 13c) with a ratio of 5:1 in the triglycerides of the oil. Our findings highlight the significant influence of solar radiation on composition and isomerization of the fatty acids of Ricinodendron heudelotii oil, and emphasize as well as its potential use in the industrial production of some CLnA isomers

Design and synthesis of new tricyclic quinoline derivatives from intramolecular cyclization of benzylidene malonic derivatives

879-883Quinolines are very important compounds due to their numerous biological and pharmacological applications. This article describes the synthesis of new tricyclic quinoline derivatives via intramolecular cyclization of malonic benzylidene derivatives. The malonic benzylidene derivatives 2a-c have been obtained by condensation of N-substituted aldehydes 1a-c with malononitrile or ethyl cyanoacetate. These latter have been cyclized by reflux in DMF to give the compounds 3a-f. The structures of the compounds have been determined by 1 H and 13C NMR spectroscopy, and High-Resolution Mass Spectrometry (HRMS) analysis. Two of the synthesized compounds have been identified and confirmed by X-ray crystallography