Supramolecular encapsulation of nanocrystalline Schiff bases into β-cyclodextrin for multifold enrichment of bio-potency. (1st September 2022)

• Record Type: Journal Article
• Authors: Mahato, Rajani Kanta; Debnath, Ananya; Das, Ajit; Sarkar, Debanjan; Bhattacharyya, Sankar; Biswas, Bhaskar
• Is Part Of: Carbohydrate polymers. Volume 291(2022)
• Publication Date: 2022-09-01
• Subjects: ATCC American Type Culture Collection -- β-CD beta-cyclodextrins -- CDs cyclodextrins -- CGTase cyclodextrin glucanotransferase -- DMEM Dulbecco's Modified Eagle Medium -- EDX energy dispersive X-ray analysis -- ESI electron spray ionisation -- FDA Food and Drug Administration -- FESEM field emission scanning electron microscopy -- FBS fetal bovine serum -- IC50 half-maximal inhibitory concentration -- LGA Lamarckian Genetic Algorithm -- MCF-7 Michigan Cancer Foundation-7 -- MDA-MB-231 metastatic mammary adenocarcinoma1 -- MTT 3-(4, 5-dimethylthiazol-2-yl)-2, 5-diphenyl tetrazolium bromide -- PBS phosphate-buffered saline -- PBMCs peripheral blood mononuclear cell -- PI propidium iodite -- PXRD powder X-ray diffraction -- RBCs red blood cells -- SEM scanning electron microscopy; β-Cyclodextrin -- Nano-crystal -- Schiff base -- X-ray crystallography -- Encapsulation -- Antiproliferative activity; Polysaccharides -- Periodicals; Polysaccharides -- Periodicals; Polysaccharides -- Périodiques; Electronic journals; 547.78
• DOI: 10.1016/j.carbpol.2022.119614
• Languages: English
• ISSNs: 0144-8617

Abstract

Abstract: We report the solvent-free green synthesis of two Schiff bases, (E)-2-((2-hydroxy-3-methoxybenzylidene)amino)-4-methylphenol (SL1) and (E)-2-((2-hydroxybenzylidene) amino)-4-methylphenol (SL2), and their inclusion complexes with β-cyclodextrin (β-CD). The encapsulation phenomenon, structural characteristics and hydrolytic stabilities of the SL1, SL2 and their inclusion complexes are determined with a suite of spectroscopic, analytical and crystallographic analyses. Dose and time-dependent cytotoxicity study of SL1-β-CD and SL2-β-CD against two breast cancer cell lines, Michigan Cancer Foundation-7 (MCF-7) and metastatic mammary adenocarcinoma1 (MDA-MB-231), exhibit excellent inhibitory activity with significant non-cytotoxic concentrations and ensure a multifold elevation of bio-potency than the parent Schiff base compounds. The Annexin-V assay determines the efficacy of these inclusion complexes to trigger apoptosis, suggesting that SL2-β-CD possesses better efficacy as an anti-cancer drug. To the best of our knowledge, we, for the first time, report the inclusion of nanocrystalline Schiff bases into β-CD for multifold enrichment of bio-potency. Graphical abstract: Unlabelled Image Highlights: Solvent-free synthesis of nano-crystalline Schiff base and their inclusion complexes Hydrolytic stability of the inclusion complexes X-ray structural and morphological characteristics of the compounds Dose dependent and time dependent antitumor activities against breast cancer cell lines, MCF-7 and MDA-MB-231 Encapsulation of the Schiff bases into β-CD enriches multifold bio-potency