scholarly journals Enzymatic synthesis of 5-amino quinoline oligomers and evaluation of their free radical scavenging activity

2017 ◽  
Vol 95 (1) ◽  
pp. 7-15 ◽  
Author(s):  
Ali Bilici ◽  
İbrahim Halil Geçibesler ◽  
İsmet Kaya

The compound 5-aminoquinoline (AQ) was treated with horseradish peroxidase (HRP) and H2O2 in a reaction medium containing a dioxane:phosphate buffer mixture (70:30). Products (OAQ) with a degree of polymerization ranging from 4 to 12 were obtained. 1H NMR, FTIR, UV–vis, SEM, TG–DTA, DSC, XRD analysis, and conductivity measurements were conducted for characterization of OAQ. Compared with a monomer, OAQ showed higher thermal stability. After heating to 1000 °C, 46% of the initial weight of the OAQ remained. The antioxidant efficiencies of the monomer and oligomer were evaluated by the typical spectrophotometric method such as the bleaching of 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals. OAQ showed improved DPPH activity compared with the AQ monomer.

2015 ◽  
Vol 68 (2) ◽  
pp. 282 ◽  
Author(s):  
Lei Zhang ◽  
Ling-Yan Jiang ◽  
Ke Zheng ◽  
Hua Duan ◽  
Min Li ◽  
...  

An environmentally benign aqueous micelle system was successfully used as reaction medium to perform enzymatic polymerization of p-cresol using horseradish peroxidase as catalyst. The polymerization maintains high yield over a wide pH range from 5 to 10. The resulting polymer is completely soluble in common solvent such as acetone, THF, DMF, and DMSO. Infrared spectroscopy analysis shows that polymer chains are composed of phenylene and oxyphenylene units. The formation of p-cresol polymer is according to a mechanism of free radical step polymerization. Because quinone structures are formed at the end of the molecular chain, p-cresol oligomers with an average degree of polymerization of less than 10 are obtained. p-Cresol oligomers possess several advantages such as simple synthetic route, good stability in air, and no significant smell. Importantly, the structure of p-cresol oligomers is similar to that of polyphenolic compounds in natural plants. As a result, p-cresol oligomers show good free radical scavenging activity and good prospects as novel antioxidant.


2004 ◽  
Vol 59 (7-8) ◽  
pp. 477-480 ◽  
Author(s):  
Ana P. Murray ◽  
Silvana Rodriguez ◽  
María A. Frontera ◽  
María A. Tomas ◽  
María C. Mulet

Abstract A free radical scavenging activity guided fractionation of the polar extract from roots of Limonium brasiliense (Plumbaginaceae) led to the isolation of five active compounds including: myricetin 3-O-α-rhamnopyranoside (1), (-)-epigallocatechin 3-O-gallate (2), (-)-epigallocatechin (3), (+)-gallocatechin (4) and gallic acid (5). These and other chemical constituents are reported for the first time for this species. The characterization of these compounds was achieved by spectroscopic methods (1H NMR, 13C NMR and UV).


Pathogens ◽  
2018 ◽  
Vol 7 (4) ◽  
pp. 82 ◽  
Author(s):  
Erminia La Camera ◽  
Carlo Bisignano ◽  
Giuseppe Crisafi ◽  
Antonella Smeriglio ◽  
Marcella Denaro ◽  
...  

We characterized a number of clinical strains of Staphylococcus spp. and investigated their sensitivity against polyphenols-rich extracts from natural raw and roasted pistachios (NPRE and RPRE, respectively). Out of 31 clinical isolates of Staphylococcus spp., 23 were coagulase-positive and identified as S. aureus, of which 21 were MRSA. Polyphenols-rich extracts from natural pistachios and roasted pistachios were prepared: the total phenols content, expressed as gallic acid equivalent (GAE)/100 g fresh weight (FW), was higher in natural pistachios (359.04 ± 8.124 mg) than roasted pistachios (225.18 ± 5.055 mg). The higher total phenols content in natural pistachios also correlated to the higher free-radical scavenging activity found by DPPH assay: NPRE and RPRE showed IC50 values of 0.85 (C.L. 0.725–0.976 mg mL−1) and 1.15 (C.L. 0.920–1.275 mg mL−1), respectively. Both NPRE and RPRE were active against S. aureus 6538P and Staph. spp. clinical isolates, with RPRE being the most active (MIC values ranging between 31.25 and 2000 μg mL−1). The antimicrobial potential of pistachios could be used to identify novel treatments for S. aureus skin infections.


2020 ◽  
Author(s):  
Abdulbasit Haliru Yakubu ◽  
Iliya Ibrahim ◽  
Abdulqadir bukar bababe ◽  
Hassan Yesufu ◽  
mohammed Garba Tom

<p><i>Cyphostemma adenocaule </i>(Steud. ex A. Rich.) is one of the specie plant that belongs to the family vitacea. In this study, Trilinolein was isolated and characterized from the methanol root extract of the plant. Column chromatography over silica gel granules as the stationary phase and eluted with a mobile phase mixture of n-Hex-EtA; EtA-CHCL3 and CHCL<sub>3</sub>-MeOH with gradient increasing polarity, followed by a second column using saphadex-LH20 and 100% MeOH as stationary and mobile phase vehicle respectively. TLC was developed with EtA 15: CHCL3<sub> </sub>8: MeOH 4: H<sub>2</sub>O 1 as solvent system; sprayed with 10% H<sub>2</sub>SO<sub>4 </sub>,Vanillin-sulphuric acid, and/ or Polyethylene glycol PEG and heat for spot detection and confirmation of bioactive principles. Compound CA1 was obtained and purified with CHCL3 to give a yellow semi-solid compound (0.23g). The <sup>1</sup>H-NMR spectra showed 9 different signals; a signal peak of a glycerol (-C<b>H<sub>2</sub></b>OCOR-) moiety on the first α-C chain and on the third αʹ-C at 4.143-4.187ppm and 4.296-4.325ppm respectively, while that of a β glycerol (-C<b>H</b>COR-) at 5.286ppm. Signals of an allylic methylene group at 2.023-2.035ppm, Olefenic hydrogen group at signal peak of 5.362ppm and a diallylic methylene group at signal 2.790ppm were also observed. In the <sup>13</sup>C NMR spectra of compound CA1, 57 carbon atoms where observed, multiple signals overlapping at a range of 14.13-34.21ppm corresponding to the aliphatic CH3 (<b>C18</b>), CH2 (<b>C2, C3, C4, C5, C6, C7, C15, C16, and C17</b>) and allylic (<b>C8, C14</b>) carbon atoms. Signals at 127.90-130.24ppm were assigned to the olefienic C atoms (<b>C9, C10, C12</b>, and <b>C13</b>) while signal of 172.87ppm and 173.32ppm were assigned to the carbonyl (<b>C</b>=O) carbon atoms (<b>C1 </b>and<b> C2</b>) respectively (Table 2). </p> <p>Analysis with DEPT-135, H-H COSY, HMBC and HSQC assignments of CA1 augments assignment of signals made for CA1 from <sup>1</sup>H-NMR and <sup>13</sup>C-NMR and corresponded to that of Trilinolein <u>(<a href="https://pubchem.ncbi.nlm.nih.gov/#query=C57H98O6">C<sub>57</sub>H<sub>98</sub>O<sub>6</sub></a>, </u>MW 879.4 g/mol). The isolated compound was positive for the acrolein test for triglycerides; fat & oil and had an IC<sub>50</sub> of 46.08µg/ml radical scavenging activity.</p>


2021 ◽  
Vol 38 (1) ◽  
pp. 1-5
Author(s):  
Md Arifur Rahman ◽  
Ahmed Abu Rus’d ◽  
Md Enamul Haque

Sonneratia apetala (S. apetala) (Lythraceae) has been investigated for the isolation and characterization of antimicrobial compounds and evaluation of their biological activities. The chloroform extract of the stem bark and different partitionate of the chloroform extracts i.e. Petroleum ether soluble fraction (PESF), Ethyl acetate soluble fraction(EASF), Methanol soluble fraction(MSF) and aqueous soluble fractions (ASF) were subjected to different chromatographic techniques to isolate secondary metabolites. Successive chromatographic separation and purification yielded a total of two compounds identified and characterized as Taraxerone(1) and 5,8-dihydroxy- 6-methoxy-4,9-dioxo-1,3,4,9-tetrahydronaphthol[2,3-c]furan-1-yl acetate (2) by extensive proton NMR spectrum (1H-NMRspectrum) analysis. The different partitionate like PESF, EASF, MESF and ASF were subjected to screen their antimicrobial properties against some selected Gram positive and Gram negative bacteria and fungi, brine shrimp lethality and antioxidant activities. The maximum zone of inhibition of chloroform extract was found against Pseudomonas sp. (16mm). All fractions showed more activity against Gram negative bacteria then Gram positive bacteria. In the brine shrimp lethality bioassay, among all extracts, the petroleum ether and ethyl acetate soluble fraction showed significant lethality having the LC50 value of 7.72 μg/ml. The antioxidant activity was evaluated in terms of determination of free radical scavenging activity (DPPH assay). Among all the extracts of S. apetala the highest free radical scavenging activity showed by (Methanol soluble fraction) MESF with IC50 value 18.0 μg/ml. Bangladesh J Microbiol, Volume 38, Number 1, June 2021, pp 1-5


2019 ◽  
Vol 9 (1) ◽  
Author(s):  
Farooq Azam ◽  
Bashir Ahmad Chaudhry ◽  
Hira Ijaz ◽  
Muhammad Imran Qadir

Abstract This study evaluates the antioxidant activity of Ranunculus muricatus and isolation and structure elucidation of the active constituents. The aerial parts of the plants were shade dried at room temperature and powdered and extracted with methanol. The free radical scavenging activity was evaluated by 1,1-diphenyl-2-picryl-hydrazyl (DPPH) assay. The percentage scavenging activity was determined based on the percentage of DPPH radical scavenged. Column chromatography was used in order to isolate the active compounds. Spectral techniques UV, IR, 1H NMR, 13CNMR and HREI-MS were used for the structure elucidation of the isolated compounds. Two isolated compounds, A (caffeoyl-β-d-glucopyranoside) and B (1,3-dihydroxy-2-tetracosanoylamino-4-(E)-nonadecene), exibited a significant antioxidant activity as showed by DPPH radical scavenging method. Percentage inhibition for compound A (at 0.5 mM) was 82.67 ± 0.19 with IC50 of 93.25 ± 0.12 (μM), and for compound B (at 0.5 mM) was 69.23 ± 0.19 with IC50 of 183.34 ± 0.13 (μM). Quercetin was used as standard control. It was conclued from the present study that caffeoyl-β-d-glucopyranoside and 1,3-dihydroxy-2-tetracosanoylamino-4-(E)-nonadecene isolated from methanol extract of aerial parts of Ranunculus muricatus posses antioxidant activity.


Polymers ◽  
2020 ◽  
Vol 12 (5) ◽  
pp. 1163 ◽  
Author(s):  
Chien Thang Doan ◽  
Thi Ngoc Tran ◽  
Van Bon Nguyen ◽  
Trung Dung Tran ◽  
Anh Dzung Nguyen ◽  
...  

Chitosan oligosaccharide (COS) has become of great interest in recent years because of its worthy biological activities. This study aims to produce COS using the enzymatic method, and investigates Paenibacillus sp. TKU047, a chitinolytic-producing strain, in terms of its chitosanase productivity on several chitinous material-containing mediums from fishery process wastes. The highest amount of chitosanase was produced on the medium using 2% (w/v) squid pens powder (0.60 U/mL) as the single carbon and nitrogen (C/N) source. The molecular mass of TKU047 chitosanase, which could be the smallest one among chitinases/chitosanases from the Paenibacillus genus, was approximately 23 kDa according to the sodium dodecyl sulfate-polyacrylamide gel electrophoresis (SDS-PAGE) method. TKU047 chitosanase possessed the highest activity at 60 °C, pH 7, and toward chitosan solution with a higher degree of deacetylation (DDA) value. Additionally, the hydrolysis products of 98% DDA chitosan catalyzed by TKU047 chitosanase showed the degree of polymerization (DP) ranging from 2 to 9, suggesting that it was an endo-type activity chitosanase. The free radical scavenging activity of the obtained chitosan oligosaccharide (COS) was determined. The result showed that COS produced with Paenibacillus sp. TKU047 chitosanase expressed a higher 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity than that from the commercial COSs with maximum activity and IC50 values of 81.20% and 1.02 mg/mL; 18.63% and 15.37 mg/mL; and 15.96% and 15.16 mg/mL, respectively. As such, Paenibacillus sp. TKU047 may have potential use in converting squid pens waste to produce chitosanase as an enzyme for bio-activity COS preparation.


2018 ◽  
Vol 2018 ◽  
pp. 1-15 ◽  
Author(s):  
Aslışah Açıkses ◽  
Necmittin Çömez ◽  
Fatih Biryan

The two copolymer systems of styrene bearing diethanol amine side group and styrene were prepared by free radical polymerization method at 60°C in presence of 1,4-dioxane as solvent and AIBN as initiator. Their metal complexes were prepared by reaction of the copolymer used as ligand P(DEAMSt-co-St)L′′ and Ni(II) and Co(II) metal ions, which was carried out in presence of ethanol and NaOH at 65°C for 48 h in pH = 7.5. The structures of the copolymers used as ligand and metal complexes were identified by FT-IR, 1H-NMR spectra, and elemental analysis. The properties of the copolymers used as ligand and metal complexes were characterized by SEM-EDX, AAS, DSC, TGA, and DTA techniques. Then, the electrical properties of the copolymers and metal complexes were examined as a function of the temperature and frequency, and the activation energies (Ea) were estimated with conductivity measurements.


2021 ◽  
pp. 72-76
Author(s):  
Regi J. Thomas ◽  
M. Shareefa ◽  
H. Harsha ◽  
Anitha Karun

Coconuts with various traits are available in different coconut growing countries. The pink husk is one such trait that has already been reported in coconut. There is a demand for tender nut water from pink husked types of coconut to treat hepatitis by traditional medicinal practitioners. Present studies were carried out to characterize pink husked types identified in Guam Tall variety of coconut. There were no morphological differences with respect to the nut characters between pink and non-pink husked types. Biochemical characterization of pink husked types revealed significantly higher total phenol content in the tender nut water of pink husked types than normal husked types. A significantly higher protein content of 86 mg 100 mL-1 was noted in pink husked type, compared to normal husked type with 58.7 mg 100 mL-1. Higher free radical scavenging activity based on DPPH assay with pink husked type was recorded with an IC50 value of 266.7 compared to normal type with an IC50 value of 358. Similarly, phosphomolybdate assay also revealed higher scavenging activity of pink husked type based on the IC50 value of 415.2 compared to 637.9 observed in normal husked type. Anthocyanin content of 25.98 mg 100g-1 fresh weight was noted in the exocarp of pink husked types, and it was negligible in normal husked type. These results justify the use of pink husked coconuts in various traditional medicines. There is tremendous potential for exploiting pink husked types of coconut in the pharmaceutical industry.


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