A Facile Green Synthesis of Chromene Derivatives as Antioxidant and Antibacterial Agents Through a Modified Natural Soil

Abstract

A convenient, one-pot multi-component methodology was developed for the preparation of tetrahydro-4H-chromene and dihydropyrano[c]chromene derivatives as important biologically active compounds using nanoporous Na + -montmorillonite perchloric acid as a modified natural soil. All desired products were prepared with high yield in short times. The synthesized compounds were screened for their biological activities. In vitro antioxidant activity of the synthesized compounds was studied by 2,2-azinobis(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assay. The results showed that some compounds possess significant antioxidant activities (IC 50 = 0.11 -0.51 μM) in comparison to ascorbic acid as standard. The antimicrobial activity of these compounds was also investi-gated against four bacterial strains including Micrococcus luteus, Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli and structure-activity relationships were established. The results revealed that some of the compounds exhibited significant activities compared to the standard drugs. Ease of preparation of reagent and bioactive products, simple work-up, suitable reaction times, high yields and reusability of the reagent are noteworthy advantages of this method. Also, it is worth mentioning that clays have a natural origin and are found abundantly in nature. For this reason, they are cheaper than other nanomaterials and the processes performed by them will be more affordable.[a] Dr.

Chromenol Derivatives as Novel Antifungal Agents: Synthesis, In Silico and In Vitro Evaluation

“…Another interesting structural core is the chromen ring. Chromen derivatives were also reported to display a wide range of biological activities such as antioxidant [ 36 , 37 ], anti-inflammatory [ 38 , 39 ], antimicrobial [ 40 , 41 , 42 , 43 , 44 , 45 ], anti-HIV [ 46 , 47 ] and others [ 48 , 49 ].…”

Chromene-Containing Aromatic Sulfonamides with Carbonic Anhydrase Inhibitory Properties

“…The classical CA inhibitors (CAIs) are the primary sulfonamides, which coordinate the zinc ion with their terminal deprotonated nitrogen atom and have been in clinical use for more than 70 years as diuretics and systemically acting antiglaucoma drugs [ 10 ]. Chromenes have attracted the interest of the scientific community due to their wide range of biological activities, such as antimicrobial [ 11 , 12 ], anticancer [ 13 , 14 ], anti-inflammatory [ 15 , 16 ], and CA inhibitors [ 17 , 18 , 19 , 20 , 21 ], nematicidal [ 22 ], antiallergic [ 23 ] Some sulfonamides also show antimicrobial [ 24 , 25 ], anticancer [ 26 , 27 ], antidiabetic [ 28 ], anti-inflammatory [ 15 , 29 ], and antitubercular [ 30 ] activities. Taking into account all of the above-mentioned, here we report the synthesis of (4-sulfamoylphenyl)-4 H -chromene-2-carboxamide derivatives for its incorporation into one scaffold chromene and sulfonamide moieties.…”

Microwave assisted L‐proline catalyzed one‐pot three–component reaction for the synthesis of 4‐aminoaryl‐2‐phenyl‐2H‐3‐nitrochromene hybrid via Domino Michael‐Henry‐Michael addition reaction

“…Moreover, chromene and their structural derivatives shows a number of importances in co‐ordination chemistry and serve as a good ligand in coupling reactions [4]. Beside this, various biological properties such as anti‐oxidant [5], anti‐viral [6], anti‐microbial [7], anti‐proliferative [8], anti‐tumor [9] and Calcium/Calmodulin Dependent Protein Kinase IV (CAMKIV) Inhibitance [10] also displayed via chromene containing molecules. The development of operationally convenient and efficient methods for the synthesis of chromene containing heterocyclic compounds is still in high demand.…”