in Wiley Online Library (wileyonlinelibrary.com).One pot three component reaction of 4-hydroxy-6-methylpyran-2-one, 3-methoxy benzaldehyde, and malononitrile in water using protic ionic liquid as a catalyst at room temperature afforded pyrano[4,3-b]pyran derivatives. Protic ionic liquid has been proved to be an efficient and mild catalyst for the synthesis of pyrano[4,3-b]pyran scaffolds due to their highly polar nature. The notable aspects of protic ionic liquid are easy availability, improved reaction rates, high product yields, simple workup procedure, recyclability, and reusability. Molecules docking studies have been performed on enzyme enoyl-ACP-reductase from Mycobacterium tuberculosis. The molecular docking simulation indicated plausible π-alkyl and alkyl-alkyl interactions between the amino acids and scaffolds. The synthesized derivatives have been evaluated for their in vitro antituberculotic activity against M. tuberculosis H 37 RV strain using Microplate Alamar Blue Assay method. Together, biological activity data and docking data showed that the tested scaffolds exhibited excellent antituberculotic activity.
A highly competent synthesis of novel 7‐aryl‐10‐thioxo‐7, 10, 11, 12‐tertahydro‐9H‐benzo [H] pyrimido [4, 5‐b] quinoline‐8‐one derivatives has been reported through a Knoevenagel condensation followed by Michael addition and subsequent cyclization using ethanol:acetic acid (8:2 v/v). The mentioned protocol has advantages like high yields, cleaner reactions, operational simplicity, and environment friendliness. Moreover, these compounds were further screened against the plant pathogenic fungi like Colletotrichum truncatum, Ustilago maydis, Trichosporon, Trichothecium sp., Aspergillus oryze, Aspergillus terreus, and Aspergillus niger by agar well method bioassay. The results were elaborated for minimum inhibitory concentration determination using agar dilution method against fungal strains C. truncatum and U. maydis as well as broth dilution method for bacteria species Gram‐positive Bacillus megaterium and Gram‐negative Proteus vulgaris. Most of the tested compounds showed promising results towards the antimicrobial activity.
Objective: The aim was to investigate phytoconstituents, composition of pigments, gas chromatography mass spectrometry (GCMS) and allelopathy of Alternanthera ficoidea (L.) P. Beauv.
Methods:Qualitative phytochemical analysis was carried out by the method of Paech and Tracey using five different solvent systems (D.W., ether, chloroform, ethanol, and methanol). Methanol leaf extract of this plant was analyzed using GCMS. Chlorophylls, carotenoid, and polyphenols were estimated by following standard methods. Allelopathy effect was studied using leaf leachets on seeds of jowar and mung.
Result and Conclusion:Investigation of above parameters in A. ficoidea showed presence of large amount of pharmaceutically important phytochemicals like tannins, saponins, phytols, carotenoids, xanthophylls and polyphenols. It indicates that this weed can be used in herbal medicines and dietary supplements. Since this weed is showing allelopathy effect it should be eradicated from fields before it spreads and occupies the place meant for crop plants.
Melting points were taken on a melting point apparatus and are uncorrected. The reactions were monitored by thin layer chromatography (TLC). Proton nuclear magnetic resonance ( 1 H NMR) and 13 C NMR Spectra were recorded on a Bruker DPX 300 MHz/ 75 MHz frequincies, respectively using DMSO d 6 as a solvent and tetramethylsilane (TMS) as an internal standard. Infrared (IR) Spectra were recorded on a Perkin Elmer spectra 100 and JASCO, FTIR 4600 spectrophotometer. Mass Spectra were recorded on a Shimadzu mass spectrophotometer. Elemental analysis was done on a elemental analyzer EURO EA-3000.
General procedure for the syntheses of compounds [3a-j]In a 25 ml round-bottom flask substituted 3-formylchromone 1 (1 mmol) and cyclic 1, 3 diketone compounds 2 (2 mmol) went in 5-10 ml of water: ethanol (1:1) and (±)-camphor-10-sulfonic acid 20 mol% there was mixture stirred for appropriate time at reflux condition after 30 to 60 min. solid separates and completion of the reaction monitored by TLC. Then the reaction mixture cooled and separated solid filtered wash with water, then with hot ethanol and diethyl ether further purified by recrystalization from EtOH mixture to give a targeted compound 3a-j and 4k-n in 85-91 % yield (Table 2). Filtrate was collected and evaporate solvent under reduced pressure to recover CAS catalyst it is further used for same reaction.
General procedure for the syntheses of compounds [4k-n]In a 25 ml round-bottom flask substituted 3-formylchromone 1 (1 mmol) and cyclic 1, 3 diketone compounds 2 (1 mmol) went in 5 ml of water: ethanol (1:1) and (±)-camphor-10sulfonic acid 20 mol% there was mixture stirred for appropriate time at reflux condition after 20 to 25 min. solid separates and completion of the reaction monitored by TLC. Then the reaction mixture cooled and separated solid filtered wash with water, then with hot ethanol and diethyl ether further purified by recrystalization from EtOH mixture to give a targeted compound 4k-n in 76-80 % yield (Table 2).
SPECTRAL DATA :7-(4-Oxo-4H-chromen-3-yl)-7H-pyrano [3, 2-c; 5, 6-c] dichromene-6, 8-dione (3a)
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