scholarly journals Synthesis of novel pyrazoline-thiazolidin-4-one hybrids and evaluation their biological activity

Author(s):  
Serhii Holota

In the present work, the synthesis of pyrazoline-thiazolidin-4-one hybrids and their pharmacological properties are described. The structure of compounds is characterized using 1H, 13C NMR, and LC-MS spectra. The antioxidant (DPPH assay), antimicrobial (Gram-positive bacterium Lactobacillus plantarum, Gram-negative bacterium Escherichia coli, and yeasts Candida albicans, MIC determination), redox (cyclic voltammetry) as well as herbicidal activity (against grass species Agrostis stolonifera) of compounds have been studied. All derivatives have demonstrated radical scavenging activity with IC50 values in the range from 4.67-7.12 mM in the DPPH test. The tested compounds presented very low antimicrobial and herbicidal activity and no redox peaks were observed in the cyclic voltammetry studies.

2018 ◽  
Vol 18 (10) ◽  
pp. 844-856 ◽  
Author(s):  
Harmeet Kaur ◽  
Balasubramanian Narasimhan

A series of diazenyl chalcones was prepared by base catalyzed Claisen-Schmidt condensation of synthesized hydroxy substituted acetophenone azo dye with various substituted aromatic/ heteroaromatic aldehydes. The structural conformation of synthesized chalcones was done by a number of physicochemical and spectral means like FTIR, UV-visible, mass, NMR spectroscopy and CHNS/O analysis. These diazenyl chalcones were assessed for their in vitro antimicrobial potential against several Gram-negative, Gram-positive bacterial and fungal strains by serial tube dilution method. The fluconazole and cefadroxil were used as standard drugs. The target compounds were also evaluated for their antioxidant potential by DPPH assay. (2E)-3-(2,4-Dichlorophenyl)-1-(4-((2,6- dihydroxyphenyl)diazenyl)phenyl)prop-2-en-1-one (C-7) had shown very good antimicrobial potential with MIC ranges from 3.79 to 15.76 μg/ml against most of the tested microorganisms. Most of the synthesized diazenyl chalcones were found to be active against B. subtilis. The (2E)-1-(5-((2-Chloro- 4-nitrophenyl)diazenyl)-2-hydroxyphenyl)-3-(2-hydroxynaphthalen-1-yl)prop-2-en-1-one (C-10) had shown high free radical-scavenging activity when compared with the ascorbic acid as the reference antioxidant.


Antioxidants ◽  
2021 ◽  
Vol 10 (7) ◽  
pp. 1144
Author(s):  
Aliyu Dantani Abdullahi ◽  
Pratthana Kodchasee ◽  
Kridsada Unban ◽  
Thanawat Pattananandecha ◽  
Chalermpong Saenjum ◽  
...  

The study investigated the impact of the fermentation process on the phenolic contents and antioxidant and anti-inflammatory activities in extracts of Miang, an ethnic fermented tea product of northern Thailand. The acetone (80%) extraction of Miang samples fermented by a non-filamentous fungi-based process (NFP) and filamentous fungi-based process (FFP) had elevated levels of total polyphenols, total tannins, and condensed tannins compared to young and mature tea leaves. The antioxidant studies also showed better the half-maximal inhibitory concentration (IC50) values for fermented leaves in both 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical scavenging activity assays as well as improved ferric reducing antioxidant power (FRAP) compared to young and mature tea leaves. Extracts of NFP and FFP samples at concentrations of 50 and 100 ppm showed better protective effects against hydrogen peroxide (H2O2)-induced intracellular reactive oxygen species (ROS) production in HT-29 colorectal cells without exerting cytotoxicity. Additionally, lipopolysaccharide (LPS)-induced production of nitric oxide (a proinflammatory mediator as well as a reactive nitrogen species) was also inhibited by these fermented Miang extracts with an IC50 values of 17.15 μg/mL (NFP), 20.17 μg/mL (FFP), 33.96 μg/mL (young tea leaves), and 31.33 μg/mL (mature tea leaves). Therefore, both NFP-Miang and FFP-Miang showed the potential to be targeted as natural bioactive functional ingredients with preventive properties against free radical and inflammatory-mediated diseases.


Molecules ◽  
2021 ◽  
Vol 26 (9) ◽  
pp. 2555
Author(s):  
Sang Koo Park ◽  
Yoon Kyung Lee

Using natural products as antioxidant agents has been beneficial to replace synthetic products. Efforts have been made to profile the antioxidant capacities of natural resources, such as medicinal plants. The polyphenol content of Himalayan rhubarb, Rheum emodi wall, was measured and the antioxidant activity was determined using DPPH and ABTS+ assay, and the oxidative stress was assessed using SOD enzymatic assay. Five different solvent fractions, n-hexane, n-butanol, ethyl acetate, dichloromethane, and water, were used for screening the antioxidant capacity in effort to determine the optimum extraction solvent. The total phenolic contents for R. emodi fractions ranged from 27.76 to 209.21 mg of gallic acid equivalents (GAE)/g of dry weight. DPPH and ABTS+ assay results are presented into IC50 values, ranged from 21.52 to 2448.79 μg/mL and 90.25 to 1718.05 μg/mL, respectively. The ethyl acetate fraction had the highest antioxidant activity among other fractions. Also, n-butanol and water fractions showed significantly lower IC50 values than the positive control in DPPH radical scavenging activity. The IC50 values of SOD assay of fractions ranged from 2.31 to 64.78 μg/mL. A similar result was observed with ethyl acetate fraction showing the highest SOD radical scavenging activity. The study suggests that the ethyl acetate fraction of R. emodi possess the strongest antioxidant activity, thus the most efficient in extracting antioxidant contents. Moreover, a highly significant correlation was shown between total polyphenol content and antioxidant activity screening assays. The compounds related to the antioxidant activity of R. emodi were identified to myricitrin, myricetin 3-galloyl rhamnoside, and myricetin, which have not been reported in studies about R. emodi before.


Antioxidants ◽  
2020 ◽  
Vol 10 (1) ◽  
pp. 32
Author(s):  
Pattamaporn Aksornchu ◽  
Netima Chamnansilpa ◽  
Sirichai Adisakwattana ◽  
Thavaree Thilavech ◽  
Charoonsri Choosak ◽  
...  

Antidesma bunius (L.) spreng (Mamao) is widely distributed in Northeastern Thailand. Antidesma bunius has been reported to contain anthocyanins, which possess antioxidant and antihypertensive actions. However, the antidiabetic and antiglycation activity of Antidesma bunius fruit extract has not yet been reported. In this study, we investigated the inhibitory activity of anthocyanin-enriched fraction of Antidesma bunius fruit extract (ABE) against pancreatic α-amylase, intestinal α-glucosidase (maltase and sucrase), protein glycation, as well as antioxidant activity. A liquid chromatography-tandem mass spectrometry (LC-MS/MS) chromatogram revealed that ABE contained phytochemical compounds such as cyanidin-3-glucoside, delphinidin-3-glucoside, ellagic acid, and myricetin-3-galactoside. ABE inhibited intestinal maltase and sucrase activity with the IC50 values of 0.76 ± 0.02 mg/mL and 1.33 ± 0.03 mg/mL, respectively. Furthermore, ABE (0.25 mg/mL) reduced the formation of fluorescent AGEs and the level of Nε-carboxymethyllysine (Nε-CML) in fructose and glucose-induced protein glycation during four weeks of incubation. During the glycation process, the protein carbonyl and β-amyloid cross structure were decreased by ABE (0.25 mg/mL). In addition, ABE exhibited antioxidant activity through DPPH radical scavenging activity and Trolox equivalent antioxidant capacity (TEAC) with the IC50 values 15.84 ± 0.06 µg/mL and 166.1 ± 2.40 µg/mL, respectively. Meanwhile, ferric reducing antioxidant power (FRAP) showed an EC50 value of 182.22 ± 0.64 µg/mL. The findings suggest that ABE may be a promising agent for inhibiting carbohydrate digestive enzyme activity, reducing monosaccharide-induced protein glycation, and antioxidant activity.


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 ◽  
Vol 21 (10) ◽  
Author(s):  
SYAFRIZAL ◽  
RICO RAMADHAN ◽  
IRAWAN WIJAYA KUSUMA ◽  
SAAT EGRA ◽  
KUNIYOSHI SHIMIZU ◽  
...  

Abstract. Syafrizal, Ramadhan R, Kusuma IW, Egra S, Shimizu K, Kanzaki M, Arung ET. 2020. Diversity and honey properties of stingless bees from meliponiculture in East and North Kalimantan, Indonesia. Biodiversitas 21: 4623-4630. Kalimantan Island in Indonesia is covered by tropical rain forests that are rich in biodiversity. Species, include a stingless bee (Trigona spp.). Recently, stingless bee beekeeping (Meliponiculture) in this region has become popular because the honey has a unique taste, a mix of sweet, sour, and bitter which is highly valued. The objective of this study was to determine the diversity of stingless bee species, the number of colonies, type of hive, and honey properties such as taste, acidity, color, phytochemicals, and radical scavenging activity or antioxidant in meliponiculture in selected areas of Eastern and Northern Kalimantan, Indonesia. The area studied included Samarinda, Balikpapan, Penajam, Bontang, Sangatta, and Tarakan. The study conducted by visiting the farmers, collecting the stingless bees species and bee products (honey, propolis, and bee pollen), pH, color and taste determination, phytochemical screening, and DPPH assay. We found 12 species, with Heterotrigona itama and Tetragonula laeviceps being the main ones cultivated by people in all research areas, except Balikpapan. We counted 111 colonies of T. laeviceps and 99 of H. itama in the meliponiculture. There were three types of hive used by farmers in meliponiculture. Most of the honey tasted sweet and sour with acidity or pH ranging from 3-4, and color from dark brown to light yellow. The phytochemicals contained tannin, alkaloid, flavonoid, triterpenoid, carotenoid, coumarin, saponin, and carbohydrate. The Tetragonula sarawakensis honey was the most potent in term radical scavengers. Our findings showed that stingless bee honey contains antioxidants with phytochemicals that are very useful for human health.


2021 ◽  
Vol 33 (2) ◽  
pp. 314-318
Author(s):  
DO THI VIET HUONG ◽  
PHAN MINH GIANG ◽  
DO HUY HOANG ◽  
NGUYEN ANH PHUONG ◽  
TRIEU ANH TRUNG

Plantago major L. in Vietnam was investigated for its chemical composition and also evaluated the biological activities against enzyme α- glucosidase and free radicals activities. The powder mixture of dried leave and roots of this species was extracted separately by three solvents: dichloromethane, water, water:alcohol (50:50, v:v). The chemical composition of dichloromethane extract was analyzed by GC-MS system to identify eighteen components, out of which eight biologically active compounds viz. 5-hydroxymethylfurfural, n-hecxadecanoic acid, 9,12-octadecadienoic acid (Z,Z)-methyl ester, allogibberic acid, β-tocopherol, campesterol, γ-sitosterol, lup-20(29)-en-3-ol and friedenlan-3-one were presented. The concentration of radical scavenging activity DPPH expressed by IC50 for water, water:alcohol (50:50, v:v) and dichloromethane with 208.7, 89.3 and 62.05 μg/mL, respectively. The dichloromethane, water and water:alcohol (50:50, v:v) extract of Plantago major exhibited α-glucosidase inhibitory activity with IC50 values of 116.4, 302.7, 195.9 μg/mL, respectively, which was comparable with acarbose (98.4 μg/mL). Plantago major L. in Vietnam may be effective inhibitors as the antidiabetic candidate and helpful to reduce the postprandial glucose levels.


2012 ◽  
Vol 2 (4) ◽  
Author(s):  
Waras Nurcholis ◽  
Bambang Pontjo Priosoeryanto ◽  
Edy Djauhari Purwakusumah ◽  
Takeshi Katayama ◽  
Toshisada Suzuki

The crude ethanol extracts of four Indonesian medicinal plants namely Curcuma xanthorrhiza Roxb.,Phyllanthus niruri Linn., Andrographis paniculata Ness., and Curcuma aeruginosa Roxb. wereexamined for their antioxidant (radical scavenging) activity using 2, 2-diphenyl-2-picrylhydrazyl(DPPH) free radical and cytotoxicity using brine shrimp lethality test (BSLT). The total phenoliccontent was used the Folin-Ciocalteu method. IC50 values for DPPH radical scavenging activityranged from 14.5 to 178.5 μg/ml, with P. niruri having the lowest value and therefore the mostpotent, and C. aeruginosa having the highest value. LC50 values for BSLT ranged from 210.3 to593.2 μg/ml, with C. xanthorrhiza and A. paniculata having the lowest and highest values,respectively. The total phenolic content of the Indonesian plants ranged from 133.0 ±3.7 to863.3±54.7 mg tannic acid equivalent per 1 g extract, with C. aeruginosa and P. niruri having thelowest and highest values, respectively. A positive correlation between free radical scavengingactivity and the content of phenolic compounds was found in the four of Indonesian medicinal plants.


2021 ◽  
Vol 119 ◽  
pp. 04001
Author(s):  
Khaled Abdu ◽  
Rahma Erahioui ◽  
Khadija Khedid ◽  
Hefdhal deen ◽  
Maha Elhawary ◽  
...  

This paper presents a comparative study about the evaluation of antioxidant activity and corrosion inhibition in Kenitra, Marrakesh and Taiz. An interesting topic, indeed polyphenols can improve or help to reduce oxidative stress in the treatment of digestive problems, weight management difficulties, diabetes, hypertension, arteriosclerosis and damage fatty tissue. Therefore, the authors deal with the measurement of polyphenol content and evaluation of the antioxidant activity of lemon peels in Kenitra , Marrakesh and Taiz.The authors performs empirical analyzes on lemon peels. The total polyphenol contents of the ethanolic extract of lemon peels were measured. It was to be 30. 23, 26. 346 and 20.961 mg/CE/g in Kenitra, Marrakech, and Taiz, respectively. Moreover, the DPPH radical scavenging activity of ethanolic extract of dried lemon peels was higher than 200μg/ml concentration. They were 73.47%, 47.36%, and 32.09in Kenitra, Marrakech, and Taiz, respectively. Also, the IC50 values of ethanolic extracts calculated from the percentage inhibitions at the same concentration. Inhibition (IC50) which obtained in Kenitra was 123.089 μg/ml. It was lower compared to the ethanol extract of Marrakech and Taiz that were 197.418, 276.750μg/mL, respectively. Therefore, the extract which is containing a high amount of phenolic is showed high radical scavenging activity. In addition, the maximum inhibition efficiencies for 2 mL L-1 of the inhibitor at 298 k were 98, 12% and 84, 85 % in Kenitra and Taiz, respectively. These values obtained through polarization curve measurements.


2021 ◽  
Author(s):  
Suman Sangwan ◽  
Rajvir Singh ◽  
SUSHEEL GULATI ◽  
Suprita Rana

Abstract A green efficient and facile synthesis of pyrazoles is reported via condensation reaction between substituted aldehydes (1a-1i), malononitrile (2) and 2,4-dinitrophenyl hydrazine (3) in presence of acylated Guar-gum as biocatalyst under solvent-free conditions. The progress of reaction was checked by thin layer chromatography and melting points reported are uncorrected. All synthesized compounds (4a-4i) were characterized by using 1HNMR and FTIR spectral techniques and evaluated for in vitro herbicidal activity against Raphanus sativus L. (Radish seeds). All compounds (4a-4i) were also evaluated for their antifungal activity against Rhizoctonia solani and Aspergillus niger by poisoned food techniques method. Antioxidant activity of synthesized compound was also determined. From activity results, it was found that compound 4f was most active against both Raphanus sativus L. (root) and Raphanus sativus L. (shoot) respectively. Compounds 4e and 4h were found most active against Rhizoctonia solani and Aspergillus niger fungus respectively at highest concentration. Compound 4e has shown maximum percentage DPPH free radical scavenging activity 1.e. 61.47% at 100 µg/mL concentration. Less reaction time, excellent yield of products, mild reaction conditions and simple work-up are some merits of present methodology.


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