Functionalized polysaccharides with aminoguaiacol: a competition between associative behavior and antibacterial and antioxidant activities

AbstractIn a previous study, we presented the development of a series of functionalized carboxymethylpullulan (CMP) grafted with aminoguaiacol (derivative of guaiacol with known antibacterial and antioxidant activities) leading to CMP-G derivatives with various degrees of substitution [DS(Ga)] from 0.16 to 0.58. Our results have shown the efficiency of the grafting both with the evidence of antioxidant and antibacterial activities (Staphylococcus aureus) of the CMP-G derivatives. Nevertheless, an important result has shown surprisingly that such biological activity was not clearly improved with the DS(Ga) unlike the antioxidant activity. These results were probably correlated with a peculiar associative behavior of the derivative (i.e. amphiphilic character) due to the grafted hydrophobic guaiacol groups leading to preferential intramolecular association which was particularly important in the more concentrated regime (polysoap behavior). To complete this study, we propose here two strategies in order to diminish the associative character and notably the polysoap behavior: (i) decrease the DS(Ga) of CMP derivative with a CMP-G0.05 [grafted with a DS(Ga) = 0.05], (ii) conduct the functionalization onto a more rigid polysaccharide backbone as alginate. Our results show a good correlation of the associative physicochemical behaviors with both antioxidant and antibacterial activities. They also confirm the availability of these strategies mainly for the first one (i.e. CMP-G0.05). The main result indicates that the lower is the DS(Ga), the better is the antibacterial activity thanks to a lower associative character. Finally, this study also shows that the grafting of aminoguaiacol is possible onto another anionic polysaccharide (i.e. alginate).

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Antimicrobial and Antioxidant Activities of Resins and Essential Oil From Pine (Pinus merkusii, Pinuso ocarpa, Pinus insularis) and Agathis (Agathis loranthifolia)

Biosaintifika Journal of Biology & Biology Education ◽

10.15294/biosaintifika.v9i1.8371 ◽

2017 ◽

Vol 9 (1) ◽

pp. 134

Author(s):

Mardho Tillah ◽

Irmanida Batubara ◽

Rita Kartika Sari

Keyword(s):

Staphylococcus Aureus ◽

Antioxidant Activity ◽

Antibacterial Activity ◽

Essential Oil ◽

Antioxidant Activities ◽

Folk Medicine ◽

Radical Scavenging ◽

Positive Control ◽

Diffusion Method ◽

Pinus Merkusii

The most common human pathogen that colonizes in a third of healthy people around the world are Staphylococcus aureus, and one of the materials allegedly able to overcome the pathogen is resin. Resin has been used in folk medicine for thousands of years to treat diseases. The antimicrobial activity of natural resins can be associated with a variety of organic compounds contained in them such as diterpenoids and triterpenoids. This research aimed to explore the antibacterial and antioxidant activities of Pinus merkusii, P. oocarpa, P. insularis, Agathis loranthifolia resins and essential oil. Resin was separated by distillation process to get essential oil and the residue was extracted using n-hexane, ethyl acetate (EtOAc), and methanol (MeOH). Antioxidant activity was performed by DPPH (1,1diphenyl-2-picryl hydrazyl) radical scavenging method. The antibacterial activity of resins and essential oil of the samples determined using the disc diffusion method against Staphylococcus aureus and Escherichia coli. The results showed that the yield of resin extract was ranging from 8.44 % to 95.56%. All extracts and essential oil could not inhibit E coli growth but inhibit the S. aureus growth. This experiment concluded that resin n-hexane extract from P.oocarpa was the most potent as antibacterial activity against S. aureus. All of the samples used had less potential antioxidant activity compared to positive control ascorbic acid. Result of this study show that pine resin from Indonesia has potential as an antibacterial agent.

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Chemical Composition of Argentinean Propolis Collected in Extreme Regions and its Relation with Antimicrobial and Antioxidant Activities

Natural Product Communications ◽

10.1177/1934578x1100600618 ◽

2011 ◽

Vol 6 (6) ◽

pp. 1934578X1100600 ◽

Cited By ~ 12

Author(s):

Nancy Vera ◽

Eliana Solorzano ◽

Roxana Ordoñez ◽

Luis Maldonado ◽

Enrique Bedascarrasbure ◽

...

Keyword(s):

Staphylococcus Aureus ◽

Antioxidant Activity ◽

Antibacterial Activity ◽

Bioactive Compounds ◽

Methicillin Resistant Staphylococcus Aureus ◽

Antioxidant Activities ◽

Isolation And Identification ◽

Microdilution Method ◽

First Time ◽

Β Carotene

This paper reveals, for the first time, the functional properties of propolis from an extreme region of Argentine ( El Rincón, Province of Catamarca, Argentina), as well as the isolation and identification of bioactive compounds. The antioxidant activity was determined by the ABTS method and β-carotene bleaching. The antibacterial activity was determined on methicillin resistant Staphylococcus aureus (MRSA) by the microdilution method and bioautographic assays. Twelve compounds were isolated and identified by NMR spectroscopy. The main bioactive compounds were 2′,4′-dihydroxy-3′-methoxychalcone (3), 2′,4′-dihydroxychalcone (9), 2′,4′,4-trihydroxy-6′- methoxychalcone (8), 5-hydroxy-4′,7-dimethoxyflavone (4), 4′,5-dihydroxy-3,7,8-trimethoxyflavone (10) and 7-hydroxy- 5,8-dimethoxyflavone (11). All compounds were active against clinical isolates (MIC50 10 μg/ mL) and displayed antioxidant activity (SC50 values of 20 μg/mL). The MIC and SC50 values of the isolated compounds were lower than those obtained with crude propolis extracts, chloroform sub-extracts and isolated fractions.

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HPLC/DAD, Antibacterial and Antioxidant Activities of Plectranthus Species (Lamiaceae) Combined with the Chemometric Calculations

Molecules ◽

10.3390/molecules26247665 ◽

2021 ◽

Vol 26 (24) ◽

pp. 7665

Author(s):

Fabíola F. G. Rodrigues ◽

Aline A. Boligon ◽

Irwin R. A. Menezes ◽

Fábio F. Galvão-Rodrigues ◽

Gerson J. T. Salazas ◽

...

Keyword(s):

Antioxidant Activity ◽

Antibacterial Activity ◽

Bacterial Infections ◽

High Performance ◽

Antioxidant Activities ◽

Synergistic Effects ◽

Radical Scavenging ◽

Principal Component ◽

Antibacterial Activities ◽

Plectranthus Amboinicus

The increase in antibiotic resistance and the emergence of new bacterial infections have intensified the research for natural products from plants with associated therapy. This study aimed to verify the antibacterial and antioxidant activity of crude extracts of the genus Plectranthus species, being the first report on the modulation of aminoglycosides antibiotic activity by Plectranthus amboinicus extracts. The chemical composition was obtained by chemical prospecting and High-Performance Liquid Chromatography with diode arrangement detector (HPLC/DAD). The antibacterial activities of the extracts alone or in association with aminoglycosides were analyzed using the microdilution test. The antioxidant activity was evaluated by 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging. The phytochemical prospection allowed the flavonoids, saponins, tannins and triterpenoids to be identified. Quercetin, rutin, gallic acid, chlorogenic acid, caffeic acid, catechin, kaempferol, glycosylated kaempferol, quercitrin, and isoquercitrin were identified and quantified. The principal component analysis (PCA) observed the influence of flavonoids and phenolic acids from Plectranthus species on studied activities. Phytochemical tests with the extracts indicated, especially, the presence of flavonoids, confirmed by quantitative analysis by HPLC. The results revealed antibacterial activities, and synergistic effects combined with aminoglycosides, as well as antioxidant potential, especially for P. ornatus species, with IC50 of 32.21 µg/mL. Multivariate analyzes show that the inclusion of data from the antioxidant and antibacterial activity suggests that the antioxidant effect of these species presents a significant contribution to the synergistic effect of phytoconstituents, especially based on the flavonoid contents. The results of this study suggest the antibacterial activity of Plectranthus extracts, as well as their potential in modifying the resistance of the analyzed aminoglycosides.

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Complexes of Cu (II) with a-Ketoglutaric Acid and 1- (o-tolyl) Biguanide Synthesis, characterization and biological Activity

Revista de Chimie ◽

10.37358/rc.19.10.7605 ◽

2019 ◽

Vol 70 (10) ◽

pp. 3603-3610

Author(s):

Madalina Mihalache ◽

Cornelia Guran ◽

Aurelia Meghea ◽

Vasile Bercu ◽

Ludmila Motelica ◽

...

Keyword(s):

Staphylococcus Aureus ◽

Pseudomonas Aeruginosa ◽

Antimicrobial Activity ◽

Antibacterial Activity ◽

Biological Activity ◽

Candida Albicans ◽

Antifungal Activity ◽

Copper Complexes ◽

Substrate Adhesion ◽

Inert Substrate

The three copper complexes having a-ketoglutaric acid (H2A) and 1- (o-tolyl) biguanide (TB) ligands have been synthesized and characterized. The proposed formulas for these complexes are: [Cu(TB)(HA)]Cl (C1), [Cu(TB)(HA)CH3COO]�H2O (C2) and [Cu(TB)(HA)](NO3) (C3) where HA represents deprotonated H2A. The complexes obtained were tested for antibacterial activity against Staphylococcus aureus ATCC 25923 and Pseudomonas aeruginosa ATCC 27853, antifungal activity on Candida albicans ATCC 10231 and antitumor activity on HeLa tumor cells. Due to the antitumor, antifungal, antimicrobial activity and inhibition of inert substrate adhesion, complexes synthesized could be used for potential therapeutic applications.

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Phytochemical Screening, Polyphenols Content, Antioxidant Power, and Antibacterial Activity of Herniaria hirsuta from Morocco

The Scientific World JOURNAL ◽

10.1155/2018/7470384 ◽

2018 ◽

Vol 2018 ◽

pp. 1-7 ◽

Cited By ~ 1

Author(s):

Kenza Ammor ◽

Dalila Bousta ◽

Sanae Jennan ◽

Bahia Bennani ◽

Abdellah Chaqroune ◽

...

Keyword(s):

Antibacterial Activity ◽

Antioxidant Activities ◽

Radical Scavenging ◽

Reducing Power ◽

Antibacterial Activities ◽

Diffusion Method ◽

Antioxidant Power ◽

Negative Effect ◽

Hydroethanolic Extract

The aim of this study is to investigate in vitro antioxidant and antibacterial activities of the aqueous and hydroethanolic extracts for aerial parts of Herniaria hirsuta. Extracts were screened for their possible antioxidant activities by three tests: DPPH free radical-scavenging, reducing power, and molybdenum systems. The screening of antibacterial activity of extracts was individually evaluated against sixteen bacteria species using a disc diffusion method. Flavonoids, total phenols, and tannins content were performed for both extracts. It shows higher content in the hydroethanolic extract. The hydroethanolic extract showed a significant antioxidant activity for the three methods studies to the aqueous extract, but nonsignificant results compared to the reference (BHT). However, both extracts have negative effect on the strains studies for the antibacterial activity.

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ISOLATION AND CHARACTERIZATION OF ACTINOMYCETES FROM SOIL OF AD-DAWADMI, SAUDI ARABIA AND SCREENING THEIR ANTIBACTERIAL ACTIVITIES

International Journal of Pharmacy and Pharmaceutical Sciences ◽

10.22159/ijpps.2017v9i10.15402 ◽

2017 ◽

Vol 9 (10) ◽

pp. 276 ◽

Cited By ~ 3

Author(s):

Gouse Basha Sheik ◽

Muazzam Sheriff Maqbul ◽

Gokul Shankar S. ◽

Ranjith M S

Keyword(s):

Escherichia Coli ◽

Staphylococcus Aureus ◽

Antibacterial Activity ◽

Antibacterial Activities ◽

Soil Samples ◽

Streptomyces Sp ◽

Crude Extracts ◽

Test Organisms ◽

Inhibition Zones

Objective: To isolate and characterize novel actinomycetes and to evaluate their antibacterial activity against drug-resistant pathogenic bacteriaMethods: In the present study, 19 soil samples were collected from different localities of Ad-Dawadmi, Saudi Arabia. Actinomycetes were isolated from these samples using serial dilution and plating method on Actinomycetes isolation agar supplemented with nalidixic acid and actidione to inhibit bacteria and fungi. Crude extracts of potential actinomycetes were produced by submerged fermentation. The antimicrobial activity of crude extracts of actinomycetes was tested against different bacteria using the agar well diffusion method. Characterization of the isolates was done by morphological, physiological and biochemical methods.Results: A total of 9 (47%) isolates of actinomycetes were isolated from 19 different soil samples tested. Among them, 4 (44%) isolates confirmed as Streptomyces sp. showed potential antimicrobial activity against one or more test organisms. Crude extracts were made from these 4 actinomycetes isolates(DOM1, DOM3, DP3, DP4)and tested for their antibacterial activities against 4 different clinical bacterial strains (Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus and Enterococcus). Crude extract from DP3 isolate showed highest antibacterial activity against all the four test organisms (28 mm, 21 mm, 20 mm and 18 mm) respectively and DP4 showed lowest antibacterial activity against all the four test organisms (14 mm, 12 mm, 0 mm, 6 mm) respectively. The highest zone of inhibition was shown by DP3 against Staphylococcus aureus (28 mm) and Escherichia coli was resistant for DP4. Most of the Inhibition zones produced by crude extracts showed significant differences when compared with control, tested against test organisms (P<0.05). Inhibition zones produced by DP3 and DOM1 against Staphylococcus aureus were 28 mm and 23 mm, respectively which were strong active when compared with control Ciprofloxacin (18 mm).Conclusion: Further studies for purification of bioactive metabolites and molecular characterization analysis of isolated Streptomyces sp. are in progress which would be helpful in discovering novel compounds of commercial value.

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Aktivitas Antibakteri dan Antioksidan Asam Galat dari Kulit Buah Lokal yang Diproduksi dengan Tanase

ALCHEMY Jurnal Penelitian Kimia ◽

10.20961/alchemy.14.1.11300.148-159 ◽

2018 ◽

Vol 14 (1) ◽

pp. 148

Author(s):

Eka Junaidi ◽

Yunita Arian Sani Anwar

Keyword(s):

Escherichia Coli ◽

Staphylococcus Aureus ◽

Antioxidant Activity ◽

Antibacterial Activity ◽

Gallic Acid ◽

Diffusion Method ◽

Syzygium Cumini ◽

Garcinia Mangostana ◽

Dpph Method ◽

Fruit Waste

Penelitian ini merupakan lanjutan dari penelitian sebelumnya tentang produksi asam galat dari limbah kulit buah lokal di Lombok. Limbah kulit buah lokal yang digunakan yaitu kulit buah kepundung (Baccaurea racemosa Muell.Arg), kulit buah juwet (Syzygium cumini), dan kulit buah manggis (Garcinia mangostana). Pada penelitian ini dilakukan pengujian asam galat yang dihasilkan, untuk mengetahui aktivitas antioksidan dan antibakteri. Pengujian sifat antioksidan dilakukan dengan menggunakan metode DPPH, sedangkan aktivitas antibakteri diuji dengan menggunakan metode difusi agar pada bakteri Escherichia coli dan Staphylococcus aureus. Hasil penelitian menunjukkan bahwa asam galat dari ketiga kulit buah memiliki aktivitas antioksidan. Asam galat dari kulit buah kepundung, kulit buah juwet dan kulit buah manggis memiliki IC50 masing-masing sebesar 5.95; 5,96; dan 5,92 ppm. Berbeda dengan kemampuan sebagai antioksidan, asam galat resistan terhadap bakteri Escherichia coli dan Staphylococcus aureus yang menunjukkan bahwa asam galat tidak memiliki aktivitas sebagai antibakteri.Antibacterial and antioxidant activity of gallic acid from peel local fruit which produced by tannase. This research is a continuation of the previous research about the gallic acid production from peel fruit local in Lombok. The local fruit waste used are kepundung rind (Baccaurea racemosa Muell.Arg), juwet rind (Syzygium cumini) and mangosteen rind (Garcinia mangostana). In this research, the produced Gallic acid was tested to determine its antioxidant and antibacterial activity. The antioxidant test conducted by DPPH method, meanwhile, the antibacterial activity was performed by agar diffusion method to bacteria Escherichia coli and Staphylococcus aureus. The results show that the produce gallic acid from those three rind provide antioxidant activity. Gallic acid from kepundung rind, juwet rind, and mangosteen rind have IC50 values of 5,95; 5,96; and 5,92, respectively. Gallic acid not showed inhibitory actions against the growth of Escherichia coli and Staphylococcus aureus. This result show that gallic acid from local fruit waste did not provide an antibacterial activity.

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ANTIBACTERIAL AND ANTIOXIDANT ACTIVITIES OF THE ESSENTIAL OIL OF CUMINUM CYMINUM SEEDS

AGROFOR ◽

10.7251/agreng2101079b ◽

2021 ◽

Vol 6 (1) ◽

Author(s):

Amina BESSEDIK

Keyword(s):

Antioxidant Activity ◽

Essential Oil ◽

Antioxidant Activities ◽

Antibacterial Activities ◽

Biological Properties ◽

Bioactive Molecules ◽

Natural Food ◽

Cuminum Cyminum ◽

Research Fields ◽

Methanolic Extracts

Cuminum cyminum (in arabic: Kemoun) is an important source of therapeutic, cosmetic, bio-food and technological agents. Ancient civilizations used this plant for therapeutic purposes. Extracts from this plant are nowadays strongly used in the industrial and research fields, particularly for the medicinal, pharmacological and cosmetological purposes. Bioactive molecules extracted from Cuminum cyminum may express biocidal activities and prove to be good candidates for new antioxidants. The objective of the present work is to evaluate the biological properties of this plant, including antibacterial and antioxidant effects. The seeds of cumin are harvested at the wilaya of Biskra, and stored in a dry place until their use. They were identified at Hassiba Benbouali University of Chlef. Essential oil is obtained by hydro-distillation using a Clivenger type device (AFNOR, 2000). The obtained sample is stored in sealed bottles at low temperature (4°C) and away from light. The antibacterial effect is assessed by the disc method. The minimum inhibitory concentration (MIC) is determined by standard methods. The antioxidant activity is evaluated by the DPPH free radical trapping method of the methanolic extracts. The essential oil of C. cyminum shows a better activity against Gram+ strains compared to Gram- strains. The determination of MICs leads to the conclusion that its activity can be triggered at a very low concentration. The reaction with DPPH gives an interesting IC50. This testifies to the ability of this essential oil to reduce free radicals. Thanks to the antibacterial activities that we have highlighted, cumin can be considered as a palliative that could replace certain antibiotics. Moreover, its antioxidant activity allows us to use it as a natural food additive.

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ANTIOXIDANT AND ANTIBACTERIAL ACTIVITIES OF BIXIN PIGMENT FROM ANNATTO (Bixa orellana L.) SEEDS

Indonesian Journal of Chemistry ◽

10.22146/ijc.21719 ◽

2010 ◽

Vol 7 (1) ◽

pp. 88-92 ◽

Cited By ~ 6

Author(s):

Pipin T. Kurniawati ◽

H. Soetjipto ◽

Leenawati Limantara

Keyword(s):

Antioxidant Activity ◽

Antibacterial Activity ◽

Thin Layer ◽

Thin Layer Chromatography ◽

Antibacterial Activities ◽

Diffusion Method ◽

Bixa Orellana ◽

Isolation And Identification ◽

Double Beam ◽

Layer Chromatography

Research on Bixa orellana L. have been done to isolate, identify and determine bixin percentage, the antioxidant and antibacterial activities of bixin from B. orellana seed. Isolation and identification of bixin was done by thin layer chromatography (TLC), column chromatography, chemical test of bixin and UV-Vis double beam spectroscopy. Percentage of bixin was calculated by JECFA method, the antioxidant activity was determined by DPPH (1-1 diphynilpicrylhidrazil) method while antibacterial activity was analyzed by the use of agar diffusion method. Thin layer chromatography (TLC) for the crude extract contained 5 spot, where spot 5th was bixin. Bixa orellana has 75±3% of bixin. Antioxidant activity of bixin had IC50 548.5±20.0 ppm. Whereas the antibacterial activity of bixin against the Escherichia coli and Staphylococus aureus could be classified as weak inhibition category at 500-750 μg and medium inhibition category at 1500 μg. Keywords: Bixa orellana L., bixin, antioxidant, antibacteria

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Antibacterial and Antioxidant Activities of Slender Amaranth Weed

Planta Daninha ◽

10.1590/s0100-83582020380100006 ◽

2020 ◽

Vol 38 ◽

Cited By ~ 1

Author(s):

M. AKBAR ◽

I.N. SHERAZI ◽

M.S. IQBAL ◽

T. KHALIL ◽

H.M. WAQAS

Keyword(s):

Antioxidant Activity ◽

Antibacterial Activity ◽

Ethyl Acetate ◽

Pseudomonas Syringae ◽

Antioxidant Activities ◽

Biological Activities ◽

Radical Scavenging Activity ◽

Bacterial Species ◽

Radical Scavenging ◽

Root Extract

ABSTRACT: In the present study, antibacterial and antioxidant [1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity] activities of a weed, slender amaranth (Amaranthus viridis L.) were investigated. Extracts of different plant parts were prepared in n-hexane, chloroform and ethyl acetate. Antibacterial activity was measured by using 100 mg mL-1 concentration extracts against 4 deadly phytopathogenic bacterial species viz. Pseudomonas syringae Van Hall, Ralstonia solanacearum Smith, Erwinia carotovora (Jones), Holland and Xanthomonas axonopodis Hasse. In antioxidants assays, 10, 20 and 30 mg mL-1 extracts were used keeping DPPH as control. In these bioassays, ethyl acetate fraction of A. viridis leaf exhibited the best antibacterial and antioxidants activity. Ethyl acetate leaf fraction showed the highest inhibition zone diameter (IZD) where it caused 21 mm IZD against P. syringae and 19 mm IZD against E. carotovora. This extract also showed 22, 52 and 84% antioxidant activity at 10, 20 and 30 mg mL-1 concentrations, respectively. Previously there is no report available that describes antibacterial activity of root extract of A. viridis against P. syringae. Moreover, antioxidant activity of stem and root extracts in n-hexane, chloroform and ethyl acetate was investigated first time in the world. It was concluded that the biological activities observed during the present investigation may be due to the presence of bioactive constituents that can be harnessed as natural antibacterials and antioxidants.

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