scholarly journals A new Butenolide Derivative from the Brown Alga Sargassum micracanthum

2022 ◽  
Vol 17 (1) ◽  
pp. 1934578X2110686
Author(s):  
Ji-Yul Kim ◽  
Jeong Min Lee ◽  
Hyun-Soo Kim ◽  
Dae-Won Ki ◽  
Mi-Jin Yim ◽  
...  

A new butenolide derivative (1), along with three known compounds (2-4) were isolated from the MeOH extract of brown alga Sargassum micracanthum. The structures of 1 to 4 were determined by the analyses of 1D and 2D NMR and mass spectroscopic data. The known compounds (2-4) were identified as (5 E,10 Z)-6,10,14-trimethylpentadeca-5,10-dien-2,12-dione (2), (5 E,9 E)-6,10,14-trimethylpentadeca-5,9-dien-2,12-dione (3), and (-)-loliolide (4) by comparing with their published spectroscopic data. The antioxidant activities of compounds 1 to 4 were evaluated based on using 2,2′-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activities. Compounds 1 to 4 were inactive at the concentration of 200 μM.

Marine Drugs ◽  
2021 ◽  
Vol 19 (8) ◽  
pp. 415
Author(s):  
Cao Van Anh ◽  
Jong Soon Kang ◽  
Byeoung-Kyu Choi ◽  
Hwa-Sun Lee ◽  
Chang-Su Heo ◽  
...  

Ten secondary metabolites, including a new grifolin analog, grifolin B (1); a new homovalencic acid derivative, 12-hydroxyhomovalencic acid (7); and a compound isolated from a natural source for the first time (9), along with seven known compounds, grifolin (2), averantin (3), 7-chloroaverantin (4), 1′-O-methylaverantin (5), 7-hydroxy-2-(2-hydroxypropyl)-5-pentylchromone (6), homovalencic acid (8), and bekeleylactone E (10), were isolated from two fungal strains. The structures of 1–10 were identified by detailed analysis and comparison of their spectroscopic data with literature values. Compounds 9 and 10 showed moderate cytotoxic activity against a panel of cancer cell lines (PC-3, HCT-15, MDA-MB-231, ACHN, NCI-H23, NUGC-3), with the GI50 values ranging from 1.1 µM to 3.6 µM, whereas 1 displayed a weak 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity without cytotoxicity against all tested cell lines.


2019 ◽  
Vol 3 (Supplement_1) ◽  
Author(s):  
Hyoeun Yoo ◽  
Hyun-Sook Kim

Abstract Objectives Cacao(Theobroma cacao) has been widely consumed since more than 4000 years ago which was regarded as sacred food. Cacao has been considered as a strong antioxidant due to its abundant phenolic and especially flavonoid contents. In this experiment, different extraction solvents and methods were used to analyze whether these factors affect the antioxidant activities and phytochemical compounds of cacao powder extracts. Methods Four different cacao extract samples were examined to identify their anti-oxidative activities; raw cacao powder extracted in 70% methanol solution(RM), raw cacao powder extracted in 80% ethanol solution(RE), freeze dried cacao powder extracted in 70% methanol solution(FM), freeze dried cacao powder extracted in 80% ethanol solution(FE). Total phenolic compound content was calculated based on gallic acid standard curve and total flavonoid content was calculated based on the standard curve of quercetin. ABTS scavenging activity was experimented with ABTS reagent diluted by PBS(pH7.4) to make the O.D. value 0.7 ± 0.02 at 734 nm before using 2.5 mM ABTS. The DPPH radical scavenging activity was assessed by 1 mM DPPH methanol solution. Results The contents of total phenol compounds were 45.4 mg GAE/g(RM), 37.3 mg GAE/g(RE), 50.6 mg GAE/g(FM), and 52.7 mg GAE/g(FE). The contents of total flavonoid compounds were 34.3 mg QE/g(RM), 29.7 mg QE/g(RE), 85.1 mg QE/g(FM), and 89.7 mg QE/g(FE). FM group showed the highest ABTS radical scavenging activity which is a marker of antioxidant activity but the other sample groups represented almost as high ABTS radical scavenging activity as FM group. RM group showed the highest DPPH radical scavenging activity which is also a marker of antioxidant activity. Conclusions The results show that different extract solvents and sample preparation methods affect DPPH radical scavenging activity, total phenol and flavonoid contents of cacao powder extracts. Therefore, appropriate methods should be applied according to the purpose of the study. Funding Sources Department of Food and Nutrition, Sookmyung Women's University, Republic of Korea.


2012 ◽  
Vol 7 (11) ◽  
pp. 1934578X1200701 ◽  
Author(s):  
Amal Kabbash ◽  
Nagwa Shoeib

The n-BuOH-soluble fraction of the MeOH-CH2Cl2 (1:1) extract of the aerial parts of Egyptian Atriplex halimus L. yielded two new flavonol glycosides, designated as atriplexoside A (1) [3′- O-methylquercetin-4′- O-β-apiofuranoside-3- O-(6″- O-α-rhamnopyranosyl-β-glucopyranoside)] and atriplexoside B (2) [3′- O-methylquercetin-4′- O-(5″″- O-β-xylopyranosyl-β-apiofuranoside)-3- O-(6″- O-α-rhamnopyranosyl-β-glucopyranoside)], together with six known compounds: two phenolic glucosides (3, 4), one ecdysteroid (5), one megastigmane (6) and two methoxylated flavonoid glycosides (7, 8). The structures of the compounds were elucidated by detailed spectroscopic analysis, including HR-ESI-MS and 2D-NMR spectroscopic data. DPPH radical scavenging, antileishmanial and anti-multidrug resistance activities were investigated using the n-BuOH-soluble fraction as well as the isolated compounds. Compound 8 (5- O-methylquercetin-3- O-(6″- O-α-rhamnopyranosyl-β-glucopyranoside) presented marked DPPH radical scavenging, weak antileishmanial and anti-multidrug resistance activity while the other tested compounds showed weaker activities.


Author(s):  
SURADWADEE THUNGMUNGMEE ◽  
NAKUNTWALAI WISIDSRI ◽  
WARACHATE KHOBJAI ◽  
THISAKORN DUMRONGPHUTTIDECHA ◽  
KHEMJIRA JAMKOM ◽  
...  

Objective: This study aimed to characterize physicochemical and chemical characteristics of Chaba maple (Hibiscus acetosella) homemade jam (CHJ)and determine its autoxidation ability.Methods: The physicochemical and chemical characteristics of CHJ were investigated. The color, viscosity, and pH were observed as physicochemicaldata while chemical properties were obtained from sugar content and total polyphenol content (TPC), determined using high-performance liquidchromatography refractometer and Folin–Ciocalteu assay, respectively. The antioxidant activities of CHJ were identified using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging, ferric reducing antioxidant power (FRAP), and nitric oxide (NO) radical scavenging ability methods.Results: The color and viscosity of CHJ were purple-red and 34,483.33±152.75 cP, respectively. The pH was at 3.78. The total sugar was not detectedin CHJ. The TPC of CHJ showed the highest (47.18±1.80 mg gallic acid equivalent [GAE]/g of jam) followed by Streamline (SL) (23.66±0.32 mgGAE/g of jam), Doikham (DK) (21.99±0.50 mg GAE/g of jam), and Best food (BF) (9.75±0.38 mg GAE/g of jam), respectively. Antioxidant activitiesof CHJ with %1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging of 100.00±1.39% and FRAP value of 1690.70±8.26 uM. Both of activitiesexhibited the highest activity and significantly different when compared with other jams. The %NO scavenging activity of CHJ and SL was 72.43±1.93%and 73.82±1.66%, respectively, which higher than DK and BF.Conclusion: This study shows good in both physicochemical and chemical characteristics of CHJ. The CHJ presents the highest TPC as well asantioxidant activities. Thus, a homemade jam of Chaba maple may be considered as a good source of antioxidants and functional foods.


2015 ◽  
Vol 10 (1) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Farukh S. Sharopov ◽  
Michael Wink ◽  
William N. Setzer

The antioxidant activities of eighteen different essential oil components have been determined using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical-scavenging assay, the 2,2 ’-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid (ABTS) radical cation assay, and the ferric reducing antioxidant power (FRAP) assay. The phenolic compounds, carvacrol, thymol, and eugenol, showed the best antioxidant activities, while camphor, menthol, and menthone were the least active. The structural and electronic properties of the essential oil components were assessed using density functional theory (DFT) at the B3LYP/6-311++G** level. Correlations between calculated electronic properties and antioxidant activities were generally poor, but bond-dissociation energies (BDEs) seem to correlate with DPPH radical-scavenging activities, and the ferric reducing antioxidant power (FRAP) assay correlated with vertical ionization potentials calculated at the Hartree-Fock/6-311++G** level.


2018 ◽  
Vol 10 (1) ◽  
pp. 44 ◽  
Author(s):  
Riza Shabrina ◽  
Berna Elya ◽  
Arikadia Noviani

Objective: This study aimed to fractionate the antioxidant activity of the ethyl acetate leaf extract and to characterize the most active fractionsaccording to compound groups.Methods: The ethyl acetate extract was fractionated with column chromatography using a gradient elution system. Fractions were first screenedqualitatively for antioxidant activity before active fractions were quantified with respect to in vitro antioxidant activity using the 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical scavenging assay and the ferric-reducing antioxidant power (FRAP) assay. The compound groups were identifiedfollowing separation by thin-layer chromatography.Results: Fraction 11 exhibited the greatest DPPH radical-scavenging activity, with an IC50 value of 6.58 μg/mL, while the fraction with the greatestantioxidant activity according to the FRAP assay was fraction 10, with a ferric ion equivalent antioxidant activity value of 1015.34 μmol/g.Conclusion: Compound group identification revealed that Fractions 10 and 11 contained flavonoids, with two common to both fractions, whilefraction 10 also contained one specific flavonoid.


2020 ◽  
Vol 54 (2 (252)) ◽  
pp. 132-137
Author(s):  
A.G. Simonyan ◽  
R.R. Sargsyan ◽  
H.H. Panosyan ◽  
A.H. Trchounian

Antibacterial and antioxidant activities of different extracts of saxicolous lichen Xanthoparmelia stenophylla sampled from Norashen, Gegharkunik Province of Armenia were studied. Methanol, ethanol and acetone extracts of lichen thalli were demonstrated to have activity against only tested gram-positive bacteria. Methanol extract of the lichen showed the highest amount of DPPH radical scavenging activity (~68%). Our studies did not reveal any significant antibacterial and antioxidant activities of aqueous extract.


2012 ◽  
Vol 506 ◽  
pp. 393-396 ◽  
Author(s):  
A. Thakam ◽  
N. Saewan

Pulverized rhizome of Curcuma peliolata on hydrodistillation, afforded light yellow essential oil in the yield of 0.13% v/w. The chemical constituent of the essential oil was determined by GC-MS. Nine compounds representing 95.34 % of the total oil were identified. The major compounds of the oil were 2-methyl-5-pentanol, 1H-pyrrol-1-amine,2-(4-methoxyphenyl)-n,n,5-trimethyl, and curcumol. The distillated aqueous was extracted with dicloromethane (DCM), ethyl acetate (EtOAc), and n-butanol. The DPPH radical scavenging and reducing power of the extracts were investigated. Curcumin and ascorbic acid were used as standard references. The DPPH radical scavenging activity was decrease in order: curcumin ascorbic acid EtOAc extract > DCM extract > n-butanol extract > aqueous extract. The EtOAc extract showed significantly highest inhibition of the radical scavenging activity with IC50 0.092 ± 0.001 mg/mL (curcumin and ascorbic acid (IC50 0.012 and 0.013 mg/mL, respectively (P<0.05)). While, the DCM extract showed highest reducing power with IC50 = 0.271 mg/mL which lower than that of standard curcumin (IC50 = 0.013 mg/mL) and ascorbic acid (IC50 = 0.002 mg/mL).Introduction


2021 ◽  
Author(s):  
V. Renuka ◽  
Chandragiri Nagaraja Rao Ravishankar ◽  
Elavarasan Krishnamoorthy ◽  
Abubacker Aliyamveetil Zynudheen

Abstract Two different non-specific proteolytic enzymes (papain and pepsin) and two carbohydrase enzymes (α-amylase and β-amylase) were used for the depolymerization of chitosan to produce chitooligosaccharides (COS). The COS produced using papain, pepsin, α-amylase and β-amylase were characterized for physico-chemical, structural, thermal and antioxidant activities. Chitooligosaccharides produced using pepsin enzyme had higher solubility compared to other three COS. Structural variation of chitosan and their oligosaccharides were studied by FTIR analysis and it revealed the existence of various structural difference among the oligosaccharides and chitosan. Thermal behavior of chitosan and oligosaccharides were examined using DSC analysis, and it exhibits difference in the glass transition temperature among the four oligosaccharides and native chitosan. Anti-oxidant analysis such as DPPH radical scavenging activity and reducing power revealed the antioxidant ability of chitooligosaccharides. Among the four COS, pepsin-COS had the highest DPPH radical scavenging and reducing power activity. According to the patterns of molecular weight reduction, antioxidant properties, thermal behavior properties, four enzymes α- amylase, β-amylase, pepsin and papain found suitable for hydrolyzing chitosan into chitooligosaccharide. As it is superior to chitosan, chitooligosaccharide can be utilized in food industry as bio-preservatives to enhance the quality, safety and shelf life of the products.


Author(s):  
Tran Thi Ai My ◽  
Le Trung Hieu ◽  
Nguyen Thi Thanh Hai ◽  
Ton Nu My Phuong ◽  
Huynh Thi Phuong Loan ◽  
...  

Antioxidant activities of essential oils from leaves of Piper betle L. (T) and Cleistocalyx operculatus L. (V), and aerial parts of Ageratum conyzoides L. (H) natively grown in Thua Thien Hue province of Vietnam were investigated.Quantitative structure–activity relationship (QSAR) model was constructed from the 27 compounds including 4-hydroxy-chromene-2H-one and its derivatives. DPPH (1,1-diphenyl-2-picrylhydrazyl) radical scavenging activity was applied to estimate the antioxidant property of these essential oils through IC50 (mg/mL) values. QSAR model is used to predict the radical scavenging activity IC50 mg/mL of T, V, and H. The results indicate that there is a good agreement between the experimental data and the predicted values using the QSAR model. The three essential oils display the DPPH radical scavenging activities with the IC50 values being in the order of T > H > V of 3.71 mg/mL,596.44 mg/mL and 637.03 mg/mL, respectively. The essential oil of T exhibits the strong DPPH radical scavenging activity that is close to the reference compound ascorbic acid (IC50 value of 3.03 mg /mL).


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