Synthetic strategy towards novel composite based on substituted pyrido[2,1-b][1,3,4]oxadiazine-dialdehyde chitosan conjugate with antimicrobial and anticancer activities

Abstract

Synthesis of new compounds that have biological activity is an indispensible issue in order to deal with the drug resistant bacteria. This wok reports preparation of a novel composite based on substituted pyrido[2,1-b][1,3,4] oxadiazine-dialdehyde chitosan (PODACs) conjugate. Firstly, a novel approach of synthesizing of a new substituted pyrido[2,1-b][1,3,4]oxadiazine-7-carboxylic acid (PO) is reported through reacting(Z)-N’-(1-(3-aminophenyl)ethylidene)-2-cyanoacetohydrazide with (Z)-ethyl 2-cyano-3-(pyridin-3-yl)acrylate. Then Dialdehyde chitosan (DACs) has prepared via periodat oxidation of chitosan (Cs). The synthesized compounds have studied via various spectroscopic instruments to validate their chemical structure such as nuclear magnetic resonance 1 H NMR, 13 C NMR, fourier transform infrared spectroscopy (FTIR), X-ray powder diffraction (XRD), and scanning electron microscopy (SEM). The substituted pyrido [2,1-b][1,3,4]oxadiazine and the composite were evaluated for antimicrobial activity against pathogenic bacteria and unicellular fungi. The results revealed that, the composite exhibited promising antimicrobial activity against E. coli, S. aureus, B. subtilis and C. albicans where inhibition zones were 19, 18, 36 and 20 mm respectively. Furthermore, the substituted pyrido [2,1-b][1,3,4]oxadiazine and the composite were evaluated for cytotoxic activity against MCF-7 human breast cancer cell line as well as vero normal cell line. Results illustrated the prepared composite has anticancer activity against MCF7 where IC50 was 238 µg/ml.

Synthesis and crystal structure of N-phenyl-2-(phenylsulfanyl)acetamide

“…Acetamide-containing drugs are used for inflammation control, cyclooxygenase (COX) enzyme inhibition, and as antiviral drugs (Agrawal et al, 2010;Orzalesi et al, 1977). Recently, starting from acetamides, we have synthesized various heterocyclic compounds that exhibit diverse activities, including anti-SARS CoV-2 (Mohamed-Ezzat & Elgemeie, 2023), antimicrobial (Elgemeie et al, 2017a,b), antitumor properties (Elgemeie & Mohamed-Ezzat, 2022;Mohamed-Ezzat et al, 2023a,b), as well as potential for other applications (Elgemeie et al, 2015(Elgemeie et al, , 2017a(Elgemeie et al, ,b, 2019Mohamed-Ezzat et al, 2021, 2023a.…”

Novel Synthesis of New Triazine Sulfonamides with Antitumor, Antimicrobial and Anti-SARS-CoV-2 Activities

“…The sulfonamide moiety has attracted a lot of interest in medicinal chemistry, as a number of sulfonamides have been synthesized with a varied range of biological activities, including antifungal, anti-bacterial, anti-oxidant, anti-diabetic , anti-inflammatory [25], and anti-cancer potencies [25][26][27][28][29][30][31][32]. Among them, the FDA has approved various sulfonamide derivatives for use in cancer therapy [25].…”

Novel Chitosan Nanoparticles based 1,2,3-triazole moieties as potent drugs against multi-drug resistant bacteria

“…Polymers derived from natural sources are widely used, not only in the food industry, but also in pharmaceutical area [20]. Chitosan, alginate, and carrageenan are the three most commonly used polysaccharide polymers in pharmaceutical formulations [20,22]. Due to their distinct biochemical properties, chitosan nanoparticles (CNPs) have gained a lot of attention in the biomedical field [19].…”