SYNTHESIS, CHARACTERIZATION, AND BIOLOGICAL ACTIVITY OF NOVEL N-PHENYLPROPYL-3-SUBSTITUTED INDOLINE-2-ONE DERIVATIVES

Objective: The objective of the present work deals with the synthesis, characterization and evaluation of antimicrobial and antioxidant activity of N-phenylpropyl-3-substituted indoline-2-one derivatives.Methods: A series of new 3-hydroxy-3-(2-oxoethyl)-1-(3-phenylpropyl) indolin-2-one derivatives 3(a-l) and 3-(2-oxoethylidene)-1-(3-phenylpropyl) indolin-2-one derivatives 4(a-l) were synthesized by knoevenagel condensation of N-phenylpropyl–5-substituted indole-2,3-diones with various acetophenones analogues. The chemical structures of synthesized compounds were confirmed by IR, 1HNMR and Mass spectroscopic and elemental data. These compounds were also screened for their in vitro antimicrobial and antioxidant activities.Results: Novel compounds 3-hydroxy-3-(2-oxoethyl)-1-(3-phenylpropyl) indolin-2-one derivatives 3(a-l) and 3-(2-oxoethylidene)-1-(3-phenylpropyl) indolin-2-one derivatives 4(a-l) were synthesised and characterized using spectral and analytical data. The results of antibacterial and antifungal and antioxidant activities showed that some of the synthesized compounds exhibited promising results.Conclusion: All the newly synthesized compounds were screened for antimicrobial activity by cup plate method and antioxidant activity by the DPPH method using Ciprofloxacin and Amphotericin B as standards against gram positive and gram negative bacteria and fungi respectively.

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Phytochemical Fingerprinting and In Vitro Antimicrobial and Antioxidant Activity of the Aerial Parts of Thymus marschallianus Willd. and Thymus seravschanicus Klokov Growing Widely in Southern Kazakhstan

Molecules ◽

10.3390/molecules26113193 ◽

2021 ◽

Vol 26 (11) ◽

pp. 3193

Author(s):

Bagda Sagynaikyzy Zhumakanova ◽

Izabela Korona-Głowniak ◽

Krystyna Skalicka-Woźniak ◽

Agnieszka Ludwiczuk ◽

Tomasz Baj ◽

...

Keyword(s):

Antioxidant Activity ◽

Protocatechuic Acid ◽

Antioxidant Activities ◽

Methyl Esters ◽

Bactericidal Effect ◽

Ethyl Esters ◽

Volatile Fraction ◽

Aerial Parts ◽

Antimicrobial And Antioxidant Activity

The chemical composition of the hydroethanolic extracts (60% v/v) from the aerial parts of Thymus marschallianus Willd (TM) and Thymus seravschanicus Klokov (TS) from Southern Kazakhstan flora was analyzed together with their hexane fractions. Determination of antibacterial, antifungal and antioxidant activities of both extracts was also performed. RP-HPLC/PDA and HPLC/ESI-QTOF-MS showed that there were some differences between the composition of both extracts. The most characteristic components of TM were rosmarinic acid, protocatechuic acid, luteolin 7-O-glucoside, and apigenin 7-O-glucuronide, while protocatechuic acid, luteolin 7-O-glucoside, luteolin 7-O-glucuronide, and eriodictyol predominated in TS. The content of polyplenols was higher in TS than in TM. The GC-MS analysis of the volatile fraction of both examined extracts revealed the presence of thymol and carvacrol. Additionally, sesquiterpenoids, fatty acids, and their ethyl esters were found in TM, and fatty acid methyl esters in TS. The antioxidant activity of both extracts was similar. The antibacterial activity of TS extract was somewhat higher than TM, while antifungal activity was the same. TS extract was the most active against Helicobacter pylori ATCC 43504 with MIC (minimal inhibitory concentration) = 0.625 mg/mL, exerting a bactericidal effect. The obtained data provide novel information about the phytochemistry of both thyme species and suggest new potential application of TS as a source of bioactive compounds, especially with anti-H. pylori activity.

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FRACTIONATION OF THE N-HEXANE EXTRACT OF GARCINIA BANCANA MIQ. (MANGGIS HUTAN) LEAVES AND ITS ANTIOXIDANT ACTIVITY BASED ON 1,1-DIPHENYL-2- PICRYLHYDRAZYL AND FERRIC REDUCING ANTIOXIDANT POWER ASSAYS

International Journal of Applied Pharmaceutics ◽

10.22159/ijap.2018.v10s1.90 ◽

2018 ◽

Vol 10 (1) ◽

pp. 407

Author(s):

Dewi Kumala Putri ◽

Berna Elya ◽

Nuraini Puspitasari

Keyword(s):

Antioxidant Activity ◽

Antioxidant Activities ◽

Hexane Extract ◽

Phytochemical Screening ◽

Active Fraction ◽

Leaf Extracts ◽

Antioxidant Power ◽

Dpph Method ◽

Ferric Reducing Antioxidant Power

Objective: To assess the antioxidant activity from another part of the plant, in this study, leaf extracts in n-hexane were fractionated.Methods: Ten fractions were obtained and tested in vitro for antioxidant activity using two methods, 1,1-diphenyl-2-picrylhydrazyl (DPPH) and ferricreducing antioxidant power (FRAP), to identify the most active fraction.Results: The IC50 of the most active fraction was 36.24 μg/mL using the DPPH method, and the EC50 was 39.54 μg/mL using the FRAP method. Themost active fraction was also shown to contain terpenoids.Conclusion: The most active fraction of an n-hexane extract of the leaves of Gacinia bancana Miq., which was tested by both DPPH and FRAP methodshad antioxidant activities with IC50 and EC50 values of 36.2482 μg/mL and 39.5442 μg/mL, respectively. Phytochemical screening showed that activefraction contains terpenoids.

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The Bioactivity Prediction of Peptides from Tuna Skin Collagen Using Integrated Method Combining In Vitro and In Silico

Foods ◽

10.3390/foods10112739 ◽

2021 ◽

Vol 10 (11) ◽

pp. 2739

Author(s):

Liza Devita ◽

Hanifah Nuryani Lioe ◽

Mala Nurilmala ◽

Maggy T. Suhartono

Keyword(s):

Antioxidant Activity ◽

In Silico ◽

Antioxidant Activities ◽

In Silico Analysis ◽

Weight Fraction ◽

Amino Acid Sequences ◽

Skin Collagen ◽

Dpph Method ◽

Peptide Fractions

The hydrolysates and peptide fractions of bigeye tuna (Thunnus obesus) skin collagen have been successfully studied. The hydrolysates (HPA, HPN, HPS, HBA, HBN, HBS) were the result of the hydrolysis of collagen using alcalase, neutrase, and savinase. The peptide fractions (PPA, PPN, PPS, PBA, PBN, PBS) were the fractions obtained following ultrafiltration of the hydrolysates. The antioxidant activities of the hydrolysates and peptide fractions were studied using the DPPH method. The effects of collagen types, enzymes, and molecular sizes on the antioxidant activities were analyzed using profile plots analysis. The amino acid sequences of the peptides in the fraction with the highest antioxidant activity were analyzed using LC-MS/MS. Finally, their bioactivity and characteristics were studied using in silico analysis. The hydrolysates and peptide fractions provided antioxidant activity (6.17–135.40 µmol AAE/g protein). The lower molecular weight fraction had higher antioxidant activity. Collagen from pepsin treatment produced higher activity than that of bromelain treatment. The fraction from collagen hydrolysates by savinase treatment had the highest activity compared to neutrase and alcalase treatments. The peptides in the PBN and PPS fractions of <3 kDa had antidiabetic, antihypertensive and antioxidant activities. In conclusion, they have the potential to be used in food and health applications.

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CYTOTOXIC AND ANTIOXIDANT ACTIVITIES OF SECONDARY METABOLITES FROM PULICARIA UNDULATA

International Journal of Pharmacy and Pharmaceutical Sciences ◽

10.22159/ijpps.2016v8i9.12814 ◽

2016 ◽

Vol 8 (9) ◽

pp. 150 ◽

Cited By ~ 6

Author(s):

Taha A. Hussien ◽

Sayed A. El-toumy ◽

Hossam M. Hassan ◽

Mona H. Hetta

Keyword(s):

Antioxidant Activity ◽

Secondary Metabolites ◽

Antioxidant Activities ◽

Structure Activity Relationship ◽

Activity Relationship ◽

Hep G2 ◽

Structure Activity ◽

Dpph Method ◽

Mcf 7

Objective: To evaluate the in vitro cytotoxicity, antioxidant activities and structure-activity relationship of secondary metabolites isolated from Pulicaria undulata.Methods: The methylene chloride-methanol (1:1) extract of the air-dried aerial parts of Pulicaria undulata was fractionated and separated to obtain the isolated compounds by different chromatographic techniques. Structures of the isolated compounds were determined on the basis of the extensive spectroscopic analysis, including 1D and 2D NMR and compared with the literature data. The crude extract and the isolated compounds were evaluated for in vitro antioxidant activity using the 2,2 diphenyl dipicryl hydrazine (DPPH) method and cytotoxic assay using human breast cancer (MCF-7) and hepatoma (Hep G2) cell line.Results: Nine secondary metabolites were isolated from Pulicaria undulata in this study. Of which two terpenoidal compounds; 8-epi-ivalbin and 11β, 13-dihydro-4H-xanthalongin 4-O-β-D-glucopyranoside firstly isolated from the genus pulicaria and three flavonoids; eupatolitin, 6-methoxykaempferol, and patulitrin firstly isolated from P. undulata. 6-methoxykaempferol (IC50 2.3 µg/ml) showed the most potent antioxidant activity. The highest cytotoxic effect against MCF-7 and Hep G2 cells was obtained with eupatolitin (IC50 27.6 and 23.5 µg/ml) respectively. The structure-activity relationship was also examined and the findings presented here showed that 3, 5, 7, 4' and 3, 5, 4', 5'-hydroxy flavonoids were potent antioxidant and has cytotoxic activity.Conclusion: Pulicaria undulata is a promising medicinal plant, and our study tends to support the therapeutic value of this plant as antioxidant drug and in the treatment of cancer.

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Evaluation of Antioxidant and Antibacterial Activities, Cytotoxicity of Acacia seyal Del Bark Extracts and Isolated Compounds

Molecules ◽

10.3390/molecules25102392 ◽

2020 ◽

Vol 25 (10) ◽

pp. 2392 ◽

Cited By ~ 3

Author(s):

Abdirahman Elmi ◽

Rosella Spina ◽

Arnaud Risler ◽

Stéphanie Philippot ◽

Ali Mérito ◽

...

Keyword(s):

Antioxidant Activity ◽

Crude Extract ◽

Methanolic Extract ◽

Antioxidant Activities ◽

Water Extract ◽

Frap Assay ◽

Antioxidant Power ◽

Dpph Method ◽

Acacia Seyal

Water extract of Acacia seyal bark is used traditionally by the population in Djibouti for its anti-infectious activity. The evaluation of in vitro antibacterial, antioxidant activities and cytotoxicity as well as chemical characterization of Acacia seyal bark water and methanolic extracts were presented. The water extract has a toxicity against the MRC-5 cells at 256 μg/mL while the methanolic extract has a weak toxicity at the same concentration. The methanolic extract has a strong antioxidant activity with half maximal inhibitory concentration (IC50) of 150 ± 2.2 μg/mL using 1-diphenyl-2-picrylhydrazyl (DPPH) and IC50 of 27 ± 1.3 μg/mL using 2,2′-azino-bis 3-ethylbenzthiazoline-6-sulphonic acid (ABTS) radical methods. For ferric reducing/antioxidant power (FRAP) assay, the result is 45.74 ± 5.96 μg Vitamin C Equivalent (VCE)/g of dry weight (DW). The precipitation of tannins from methanol crude extract decreases the MIC from 64 µg/mL to 32 µg/mL against Staphylococcus aureus and Corynebacterium urealyticum. However, the antioxidant activity is higher before tannins precipitation than after (IC50 = 150 µg/mL for methanolic crude extract and 250 µg/mL after tannins precipitation determined by DPPH method). By matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) analysis, the results showed that the condensed tannins consist of two types of catechin and gallocatechin-based oligomers. The fractionation led to the identification of three pure compounds: two flavanols catechin and epicatechin; one triterpene as lupeol; and a mixture of three steroids and one fatty acid: campesterol, stigmasterol, clionasterol, and oleamide.

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EVALUATION OF ANTIOXIDANT AND ANTI-INFLAMMTORY ACTIVITY OF METHANOLIC EXTRACT OF SOLANUM NIGRUM FRUITS

INTERNATIONAL JOURNAL OF PHARMACEUTICAL EDUCATION AND RESEARCH (IJPER) ◽

10.37021/ijper.v1i1.10 ◽

2019 ◽

Vol 1 (1) ◽

pp. 1-5

Author(s):

Reema Sinha

Keyword(s):

Antioxidant Activity ◽

Methanolic Extract ◽

Antioxidant Activities ◽

Solanum Nigrum ◽

Inflammatory Activity ◽

Control Group ◽

Root Bark ◽

Dpph Method ◽

Anti Inflammatory

Introduction: Solanum nigrum (Linn) is known as Makoy and Black night shade. It is found in India and in cultivated ground. This plant has been reported for hepatoprotective, antibacterial, antimicrobial, antiseptic, narcotic, antispasmodic, anti-inflammatory, CNS depressant, molluscidal, antiulcer, cardiac depressant, immunomodulatory and antioxidant activities. It is widely used as expectorant, anodyne, vulnerary, digestive, laxative, diuretic, cardiotonic, depurative, diaphoretic, febrifuge, swelling, wounds, ulcer, dyspepsia, ophthalmic disorder, vomiting, cardiac disorder, leprosy, skin disease, fever, splenomegaly, hemorrhoids, hoarseness, nephropathy, dropsy, gonorrhea.Leaves are use as poultice for rheumatic an gouty joints, decoction of berries and flower useful in cough, erysipelas, rat bite, bronchitis, pulmonary tuberculosis, fever, diarrhea, ophthalmopathy and hydrophobia. Root bark is useful in diseases of ear, eye, nose and hepatitis. Material and methods: For anti-inflammatory activity adult wister rats of both sexes weighing between 200-250g was used for experiment. Group-1 received 0.5% CMC suspension (control) group 2, 3 and 4 received methanolic extracts (125, 250 and 375 mg/kg) of S. nigrum respectively. Group 5 received diclofenac (reference standard 1mg/kg). The antioxidant activity of the fruit of S. nigrum was determined by using a method based on the reduction of methanolic solution of colored free radical 1, 1 di phenyl-1-2 picryl hydrazyl (DPPH). Result and discussion: Methanolic extract of Solanum nigrum Linn. fruit has shown antioxidant activity in vitro DPPH Method. The methanolic extract of S. nigrum (375 mg/kg) prevented the formation of edema induced by carrageenan and thus showed significant anti-inflammatory activity (p<0.05). Conclusion: The data collectively indicates that methanolic extract of Solanum nigrum fruits have potential anti-inflammatory and antioxidant activity.

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Synthesis, Characterization and Evaluation of Antioxidant and Antimicrobial activity of Spirochromones Derivatives

Anti-Infective Agents ◽

10.2174/2211352518666200117095346 ◽

2021 ◽

Vol 18 (4) ◽

pp. 352-361

Author(s):

Achut R. Shinde ◽

Dyanoba B. Muley

Keyword(s):

Antimicrobial Activity ◽

Antioxidant Activity ◽

Antioxidant Activities ◽

Biological Activities ◽

Radical Scavenging ◽

Antimicrobial Activities ◽

Pyroglutamic Acid ◽

Antioxidant And Antimicrobial Activity ◽

Antimicrobial And Antioxidant Activity

Background: Plethora of literature reported hitherto, depicts impending biological activities for spirochromones. This fact encouraged us for the exploration of the synthesis of new substituted spirochromones and their evaluation of their bioactivities. Objective: To synthesize different substituted spirochromones derivatives from a spirochromones salt using (R)-pyroglutamic acid as catalyst and their evaluation for antimicrobial and antioxidant activities. Methods: Herein, Aldol cascade method was used for the syntheses of spirochromone derivatives from its salt. A mild protocol is developed for the syntheses of spirochromones derivatives by using (R)-pyroglutamic acid as catalyst. Further, the derivatives and its precursor salt were screened for antimicrobial and antioxidant activity. The antioxidant potentials of the synthesized compounds were checked by DPPH and hydroxyl free radical scavenging assay. Consequently, in vitro antimicrobial activities were performed by well diffusion assay against gram negative bacterium (E. coli) and gram positive bacterium (S. aureus). Results: In the present work, 10 synthesized derivatives are obtained in harmonious yield from a precursor spirochromones salt using (R)-pyroglutamic acid as catalyst. Amongst the studied compounds, 6a depicted maximum antimicrobial activity against the screened microorganisms along with maximum antioxidant activity. Albeit, the synthesized motifs showed moderate to good antioxidant and antimicrobial activities. Conclusion: A mild protocol was developed for the synthesis of spirochromone derivatives from their precursor spirochromones salt by using (R)-pyroglutamic acid as catalyst, which showed moderate to good antimicrobial and antioxidant activity.

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In-Vitro Study of Antioxidant Activities from Ethanol Extracts of Akar Kuning (Arcangelisia flava)

Jurnal Surya Medika ◽

10.33084/jsm.v4i2.594 ◽

2019 ◽

Vol 4 (2) ◽

pp. 66-71

Author(s):

Suratno Suratno ◽

Muhammad Ikhwan Rizki ◽

Mohammad Rizki Fadhil Pratama

Keyword(s):

Antioxidant Activity ◽

Antioxidant Activities ◽

In Vitro Study ◽

Ethanol Extract ◽

Antioxidant Compounds ◽

Dpph Method ◽

Ic50 Values ◽

Stem Extract ◽

Ethanol Extracts

This study aims to determine the antioxidant activity of akar kuning (Arcangelisia flava) stem extract from Central Kalimantan using 1,1-diphenyl-2-picrylhydrazyl (DPPH) method. This research includes extraction of simplicia and test of antioxidant activity by DPPH method. Based on the analysis of antioxidant activity on ethanol extract from yellow root plant stem IC50 values of 136.81 ppm were obtained. This IC50 value indicates the antioxidant strength of the yellow root plant stems including in the moderate category. Further research on antioxidant activity in the fraction of akar kuning stems needs to be done to determine the composition of the antioxidant compounds in each solvent.

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GCMS, phytochemicals and antioxidant activities of in vitro callus extracts of Strobilanthes kunthiana (Nees) T. Anderson ex Benth: An endemic plant of Acanthaceae

Brazilian Journal of Biological Sciences ◽

10.21472/bjbs.051015 ◽

2018 ◽

Vol 5 (10) ◽

pp. 359-372 ◽

Cited By ~ 2

Author(s):

R. Prabakaran ◽

E. Kirutheka

Keyword(s):

Antioxidant Activity ◽

Methyl Ester ◽

Methanolic Extract ◽

Antioxidant Activities ◽

Octadecenoic Acid ◽

Acid Methyl Ester ◽

Phytochemical Analysis ◽

Ms Analysis ◽

Dpph Method

Strobilanthes kunthiana (Neelakurinji) is an endemic and underexploited plant belongs to the Family Acanthaceae. The aim of our study was to evaluate phytochemical analysis, GC-MS analysis and antioxidant activity of in vitro callus extract of Strobilanthes kunthiana. In this present study the phytochemical analysis of various extract of S. kunthiana in vitro callus were studied. Phytochemical analysis confirmed the presence of alkaloids, flavonoids, glycosides, saponins, tannins, steroids, terpenoids and phenols in the methanolic extract comparing to the other extracts. In this study GC-MS analysis revealed the presence of 10 bioactive phytochemical compounds were identified in the methanolic extract. The prevailing compounds were 9,12-octadecadienoic acid (Z,Z) (50.32%), hexadecanoic acid, methyl ester (20.69%), 9-octadecenoic acid (Z)-,methyl ester (10.45%), heptadecanoic acid, 16-methyl-, methyl ester (5.78%), 2,6-bis(1,1-dimethylethyl)-4-methyl phenol (4.70%). 3-methyl-2-ketobutyric acid tbdms (2.79%), 2,2,3,4-tetramethyl-5-hexen-3-ol (2.41%), N-(tert-butoxycarbonyl)-2-(4-methoxyphenyl) allylamine (1.06%), cyclotrisiloxane, hexamethyl (0.94%), benzenesulfonamide (0.87%). The antioxidant property was evaluated for methanol and ethanolic extract by DPPH method. The higher percentage of inhibition (79.23 +/- 0.37) was observed in 250 μg/mL of ethanol extract followed by (90.35 +/- 0.54) methanolic extract against the standard ascorbic acid (91.25 +/- 0.33). The results show that the methanolic extract possesses more antioxidant activity than ethanol. The plant S. kunthiana may be exploited as a source of natural antioxidant and as herbal alternatives for various disorders.

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In vitro antioxidant activity and in vivo aphrodisiac activity in male Cavia porcellus of Albizia adianthifolia (Schum.) W. Wight and Pericopsis angolensis (Baker) Meeuwen

World Journal of Biology Pharmacy and Health Sciences ◽

10.30574/wjbphs.2021.5.3.0024 ◽

2021 ◽

Vol 5 (3) ◽

pp. 044-052

Author(s):

Alombong Alonie Gracia ◽

Bashige Chiribagula Valentin ◽

Manya Mboni Henry ◽

Kamwimba Mahungala Arlette ◽

Bakari Amuri Salvius ◽

...

Keyword(s):

Antioxidant Activity ◽

Traditional Medicine ◽

Antioxidant Activities ◽

Control Group ◽

Root Bark ◽

Cavia Porcellus ◽

Dpph Method ◽

Albizia Adianthifolia

This study was carried out to evaluate the aphrodisiac and antioxidant activities of aqueous and methanolic extracts of two plants used as aphrodisiac in traditional medicine in Kampemba municipality, in Lubumbashi DR Congo. Aqueous and methanolic root bark extracts of both Albizia adianthifolia and Pericopsis angolensis were administered orally to male Cavia porcellus before evaluating their physical behavior in the presence of females and their testosterone, cholesterol and triglyceride contents. The antioxidant activity was determined by the DPPH method. At 200 and 250 mg kg-1 body weight (bw), the extracts exhibited a decrease in rise time and intromission time and an increase in ejaculation time, ascending frequency, intromission frequency, ejaculation frequency and testosterone compared to the control group that received sildenafil (10 mg kg-1 bw) used as a reference. A positive relationship between testosterone level and antioxidant activity has also been observed. The aphrodisiac and antioxidant activity observed in the two species justify their uses in traditional medicine as aphrodisiacs. Further work is needed in order to proceed to the isolation and the identification of the active compounds.

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