Synthesis and Evaluation of Antioxidant, Antimicrobial and Anticancer Properties of 2-(Prop-2-yn-1-yloxy)benzaldehyde Derivatives

2019 ◽  
Vol 16 (5) ◽  
pp. 415-423
Author(s):  
Metin Konus ◽  
Selahattin Aydemir ◽  
Can Yilmaz ◽  
Arif Kivrak ◽  
Aslihan Kurt Kizildogan ◽  
...  

5-bromo-2-(prop-2-yn-1-yloxy)benzaldehyde (compound 3) and 3,5-di-tert-butyl-2-(prop-2- yn-1-yloxy)benzaldehyde (compound 5) were synthesized via nucleophilic substitution reactions. Compound 5 showed higher antioxidant capacity with respect to compound 3 in all the four different antioxidant activity methods used. Moreover, in phosphomolybdenum assay, compound 5, with 1.1 proportion value, showed almost the same total antioxidant capacity compared to universal trolox standard. Furthermore, Broth microdilution method and agar disc diffusion tests demonstrated that the same compound also exhibited good antibacterial activity towards the bacteria Bacillus subtilis. Finally, both of the benzaldehyde compounds showed high antifungal activity against Aspergillus niger. In this study, compound 5 (IC50: 54.3 µg/ml) showed significant cytotoxic activity against breast adenocarcinoma cell line MCF-7 with respect to compound 3 (IC50: 173.4 µg/ml).

2008 ◽  
Vol 3 (2) ◽  
pp. 149-154 ◽  
Author(s):  
Zoran Maksimović ◽  
Marina Milenković ◽  
Dragana Vučićević ◽  
Mihailo Ristić

AbstractThis paper presents the results of a study on chemical composition and antimicrobial activity of Thymus pannonicus All. (Lamiaceae) essential oil from Vojvodina province (north of Serbia). The investigated oil was hydrodistilled from a flowering plant and analysed by GC and GC-MS. Fifty-three constituents were identified (>97% of total oil), with geranial (41.42%, w/w) and neral (29.61%, w/w) as the most prominent. The antimicrobial activity of the oil was evaluated using agar disc diffusion and broth microdilution method against Staphylococcus aureus, Enterococcus faecalis, Pseudomonas aeruginosa, Escherichia coli, two strains of Klebsiella pneumoniae and two strains of Candida albicans. The essential oil exhibited antimicrobial activity to varying degrees against all tested strains. The maximum activity of T. Pannonicus oil was observed against E. coli, S. aureus and both tested strains of C. Albicans (MIC = 50 µ/ml, each). Moderate activity was observed against P. aeruginosa and one of the tested strains of K. Pneumoniae (MIC = 200 µ/ml), while E. faecalis and the other strain of K. Pneumoniae expressed a higher degree of resistance (MIC > 200 µ/ml). This study confirms that essential oil of T. pannonicus possesses remarkable in vitro antimicrobial activity against several medicinally important pathogens. This is attributable to lemon-scented citral, a mixture of geranial and neral, which has well-documented antimicrobial activity against a range of bacteria and fungi.


2014 ◽  
Vol 2014 ◽  
pp. 1-6 ◽  
Author(s):  
Nishanth Kumar Sasidharan ◽  
Sreerag Ravikumar Sreekala ◽  
Rajesh Lakshmanan ◽  
Jubi Jacob ◽  
Dileep Kumar Bhaskaran Nair Saraswathy Amma ◽  
...  

The aim of this study is to investigate the antimicrobial compounds present in the lichen Usnea albopunctata. Ethyl acetate extract was purified by silica gel column chromatography to obtain a major compound and the chemical structure was characterized by 1H-NMR, 13C-NMR, DEPT, 1H-1H COSY, HMQC, HMBC, UV, and HR-MS spectroscopic methods as protolichesterinic acid. The antimicrobial activity was estimated by determination of the minimal inhibitory concentration by the broth microdilution method and agar disc diffusion method against thirteen human pathogenic bacterial and four fungal strains. Protolichesterinic acid recorded significant broad spectrum antimicrobial property. The best antibacterial activity was recorded against K. pneumonia (0.25 μg/mL) and V. cholerae (0.5 μg/mL). Significant antifungal activity was recorded against T. rubrum (0.12 μg/mL), which is significantly better than the standard antifungal agent. Protolichesterinic acid is reported for the first time from Usnea albopunctata. Antifungal activity of protolichesterinic acid against medically important fungi is also reported for the first time. Thus the results of the present study suggest that protolichesterinic acid has significant antimicrobial activities and has the strong potential to be developed as an antimicrobial drug after further clinical evaluation.


2016 ◽  
Vol 11 (2) ◽  
pp. 1934578X1601100 ◽  
Author(s):  
Sarin Tadtong ◽  
Chompunut Puengseangdee ◽  
Suwapit Prasertthanawut ◽  
Tapanee Hongratanaworakit

The synergistic antimicrobial activities of blended essential oil preparations composed of eucalyptus, rosemary, patchouli, pine and cajuput oils were evaluated against various pathogenic microorganisms. They exhibited antimicrobial activity in the agar disc diffusion assay against the Gram-positive bacteria, Staphylococcus aureus and S. epidermidis, the Gram-negative bacteria, Escherichia coli an d Pseudomonas aeruginosa, and the yeast, Candida albicans. The minimum inhibitory concentration (MIC) of these preparations was evaluated by the broth microdilution method. We found that the best synergistic antibacterial preparation (the sum of fractional inhibitory concentrations, Σfic< 1) was eucalyptus, rosemary, and mineral oils (volume ratio 4:4:2) without patchouli, pine or cajuput oils added, while most preparations showed an antagonistic anticandidal effect (Σfic> 1). The blended essential oil preparations were characterized for their components by GC/MS, and contained 1,8-cineole as a major component. However, the preparation containing the highest amount of 1,8-cineole did not exhibit the best synergistic effect, which was shown by the preparation comprising the highest amount of α-pinene. Hence, we concluded that the differential antibacterial effect of either blended oil preparations or single/pure essential oils was influenced by the amount of α-pinene and the number of active components in either the blended preparations or single/pure essential oils.


Author(s):  
Masoud Nasiri ◽  
Saja Ahmadizad ◽  
Mehdi Hedayati ◽  
Tayebe Zarekar ◽  
Mehdi Seydyousefi ◽  
...  

Abstract. Physical exercise increases free radicals production; antioxidant supplementation may improve the muscle fiber’s ability to scavenge ROS and protect muscles against exercise-induced oxidative damage. This study was designed to examine the effects of all-trans resveratrol supplementation as an antioxidant to mediate anti-oxidation and lipid per-oxidation responses to exercise in male Wistar rats. Sixty-four male Wistar rats were randomly divided into four equal number (n = 16) including training + supplement (TS), training (T), supplement (S) and control (C) group. The rats in TS and S groups received a dose of 10 mg/kg resveratrol per day via gavage. The training groups ran on a rodent treadmill 5 times per week at the speed of 10 m/min for 10 min; the speed gradually increased to 30 m/min for 60 minutes at the end of 12th week. The acute phase of exercise protocol included a speed of 25 m/min set to an inclination of 10° to the exhaustion point. Superoxide dismutase (SOD), glutathione peroxidase (GPx), catalase (CAT) activity, non-enzymatic antioxidants bilirubin, uric acid, lipid peroxidation levels (MDA) and the total antioxidant capacity (TAC) were measured after the exercise termination. The data were analyzed by using one-way ANOVA. The result showed that endurance training caused a significant increase in MDA level [4.5 ± 0.75 (C group) vs. 5.9 ± 0.41 nmol/l (T group)] whereas it decreased the total antioxidant capacity [8.5 ± 1.35 (C group) vs. 7.1 ± 0.55 mmol/l (T group)] (p = 0.001). In addition, GPx and CAT decreased but not significantly (p > 0.05). The training and t-resveratrol supplementation had no significant effect on the acute response of all variables except MDA [4.3 ± 1.4 (C group) vs. 4.0 ± 0.90 nmol/l (TS group)] (p = 0.001) and TAC [8.5 ± 0.90 (C group) vs. 6.6 ± 0.80 mmol/l (TS group)] (p = 0.004). It was concluded that resveratrol supplementation may prevent exercise-induced oxidative stress by preventing lipid peroxidation.


2016 ◽  
Vol 4 (2) ◽  
Author(s):  
Armando L. Morera-Fumero ◽  
Pedro Abreu-Gonzalez ◽  
Lourdes Fernandez- Lopez ◽  
Estefanía Díaz-Mesa ◽  
Maria del Rosario Cejas-Mendez

2019 ◽  
pp. 49-59
Author(s):  
Nu Linh Giang Ton ◽  
Thi Hoai Nguyen ◽  
Quoc Hung Vo

Avocado peel has been considered as a potential source of natural antioxidants in which phenolics are among the most important compounds. Therefore, this study aims to optimize the extraction process of phenolics using response surface methodology and evaluate the corresponding antioxidant activity. From the quadratic model, the optimal condition was determined including the ethanol concentration 54.55% (v/v), the solvent/solute ratio 71.82/1 (mL/g), temperature 53.03 oC and extraction time 99.09 min. The total phenolic content and the total antioxidant capacity at this condition with minor modifications were 26,74 ± 0,04 (mg GAE/g DW) and 188.06 ± 1.41 (mg AAE/g DW), respectively. The significant correlation between total phenolic content and total antioxidant capacity was also confirmed. Key words: response surface methodology, central composite rotatable design, total phenolic content, total antioxidant capacity, avocado peel


2019 ◽  
Vol 22 (7) ◽  
pp. 496-501
Author(s):  
Fatemeh Ahmadi-Motamayel ◽  
Parisa Falsafi ◽  
Hamidreza Abolsamadi ◽  
Mohammad T. Goodarzi ◽  
Jalal Poorolajal

Background: Cigarette smoke free radicals can cause cellular damage and different diseases. All the body fluids have antioxidants which protect against free radicals. Objective: The aim of this study was to evaluate salivary total antioxidant capacity and peroxidase, uric acid and malondialdehyde levels in smokers and a nonsmoking control group. Methods: Unstimulated saliva was collected from 510 males. A total of 259 subjects were current smokers and 251 were non-smokers. The levels of salivary total antioxidant capacity, uric acid, peroxidase and malondialdehyde were measured using standard procedures. Data were analyzed with t test and ANOVA. Results: The smokers were younger and dental hygiene index was higher than healthy nonsmoking controls. The mean total antioxidant capacity in smokers and nonsmokers was 0.13±0.07 and 0.21±011, respectively (P=0.001). Smokers had significantly lower peroxidase and uric acid levels than healthy controls. In addition, the mean malondialdehyde levels in the smokers and nonsmokers were 4.55 ±2.61 and 2.79 ±2.21, respectively (P=0.001). Conclusion: Cigarette smoke produces free radical and oxidative stress, causing many side effects. Salivary antioxidant levels decreased and malondialdehyde levels increased in smokers, indicating the high oxidative stress among smokers compared to nonsmokers. Cigarette smoke had deleterious effects on main salivary antioxidants levels.


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