Novel acrylate monomer of quinoline-based chalcone 1-(4-(7-chloroquinolin-4-ylamino)phenyl) acrylate (CPA) was synthesized using (4-(2-chloroquinolin-5-ylamino)phenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one (CPE) and acryloyl chloride. CPA is characterized by different techniques like IR, (1)H NMR and UV-visible spectrometry techniques. Poly(CPA), poly(CPA-co-AA) and poly(CPA-co-HEA) are prepared by solution polymerization technique using CPA, acrylic acid (AA) and hydroxyethylacrylate (HEA), respectively. The antimicrobial activities of the compounds are tested using four different micro-organisms. In vitro cumulative drug release studies are done using UV visible spectroscopic technique. The molecular weights of these polymers are found to be around 5000 g/mol. The synthesized polymers showed two stages of thermal decomposition temperature centred around 220 and 350 °C, respectively. The antimicrobial activity of the polymer sample is found to be very high and especially for gram-negative bacteria with a minimum value of 3.91 μg/mL. The in vitro drug-releasing rate is dependent on the comonomer, pH and temperature of the medium.
Summary 3‐(4‐((4‐(4‐Acetylphenoxy)‐6‐((4‐nitrophenyl)amino)‐1,3,5‐triazin‐2‐yl)oxy)phenyl)‐1‐(2,4‐dichlorophenyl)prop‐2‐en‐1‐one (TAP) is synthesized using cynuric chloride, 2,4‐Dichloro‐1‐ene(4‐hydroxyphenyl)phenone,4‐nitroaniline and 4‐aminoacetophenone. 1‐(2,4‐dichlorophenyl)‐3‐(4‐((4‐(4‐(3‐(4‐hydroxyphenyl)acryloyl)phenoxy)‐6‐((4nitrophenyl)amino)‐1,3,5‐triazin‐2‐yl)oxy)phenyl)prop‐2‐en‐1‐one (TCC) is synthesized using TAP and 4‐hydroxybenzaldehyde. 4‐(3‐(4‐((4‐(4‐(3‐(2,4‐dichlorophenyl)‐3‐oxoprop‐1‐en‐1‐yl)phenoxy)‐6‐((4‐nitrophenyl)amino)‐1,3,5‐triazin‐2‐yl)oxy)phenyl)‐3‐oxoprop‐1‐en‐1‐yl)phenyl acrylate (TCP) is synthesized using TCC and acryloyl chloride. Copolymers of the TCP are prepared using vinyl acetate, styrene, and acrylamide are carried out by solution polymerization technique by using benzoyl peroxide (BPO) under a nitrogen atmosphere. Monomer and polymers are characterized by using IR and NMR techniques. The photocrosslinking property of the polymers was done by using the UV absorption spectroscopic technique. The rate of photocrosslinking was enhanced compared to that of the homopolymers, when the TCP was copolymerized with the VA, AM and S. Thermal stability and molecular weights (Mw and Mn) are determined for the polymer samples and molecular weights of the polymers are found to be around 10000 g/mol.
This work is focused on the synthesis and characterization of versatile acrylate polymer of chalcone based triazine for their antibacterial activity and cumulative drug release behaviour studies. The novel acrylate monomer 4-(3-(4-((4-(4-(3-(4-((7-chloroquinolin-4-yl)amino)-phenyl)-3-oxoprop-1-en-1- yl)phenoxy)-6-((4-nitrophenyl)amino)-1,3,5-triazin-2-yl)oxy)phenyl)-3-oxoprop-1-en-1- yl)phenylacrylate (SCP) is from novel chalcone and acryloyl chloride. Homo and copolymers of SCP were prepared using acrylic acid and hydroxyethyl acrylate. Physical characterization confirms the formation of the above compounds. Prepared drug molecules possess chalcone moiety as well as quinoline so it has the greater effect to inhibit the growth of the Gram-negative bacteria (15.63 ± 0.4 μg/mL) was confirmed by MIC method. The weight average molecular weight of the polymer is 10,000 g/mol. The polymer decomposes at 325 ºC. Drug releasing in vitro behaviour of the synthesized drug is controlled by the nature of comonomer, pH and the temperature.
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