scholarly journals Four New Flavonoids Isolated from the Aerial Parts of Cadaba rotundifolia Forssk. (Qadab)

Molecules ◽  
2019 ◽  
Vol 24 (11) ◽  
pp. 2167 ◽  
Author(s):  
Gadah Abdulaziz Al-Hamoud ◽  
Raha Saud Orfali ◽  
Sachiko Sugimoto ◽  
Yoshi Yamano ◽  
Nafee Alothyqi ◽  
...  
Keyword(s):  
Saudi Arabia ◽  
Chemical Constituents ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
2D Nmr ◽  
Phytochemical Study ◽  
Aerial Parts ◽  
Glycation End Products ◽  
Ic50 Values ◽  
New Compounds

Cadaba rotundifolia (Forssk.) (family: Capparaceae; common name: Qadab) is one of four species that grow in the Red Sea costal region in the Kingdom of Saudi Arabia. The roots and leaves of C. rotundifolia is traditionally used to treat tumors and abscesses in Sudan. A previous phytochemical study of the roots yielded a quaternary alkaloid, but no report on chemical constituents of the aerial parts of the C. rotundifolia growing in Saudi Arabia has been issued so far. Oxidative stress and advanced glycation end products (AGEs) are thought as causal factors in many degenerative diseases, such as Alzheimer’s disease, diabetes, atherosclerosis and aging. In this study, a total of twenty compounds, including four previously undescribed acylated kaempferol glucosides, were isolated from the aerial parts of C. rotundifolia collected in Saudi Arabia. These new compounds were identified as kaempferol 3-O-[2-O-(trans-feruloyl)-3-O-β-d-glucopyranosyl]-β-d-glucopyranoside (1), kaempferol 3-O-β-neohesperidoside-7-O-[2-O-(cis-p-coumaroyl)-3-O-β-d-glucopyranosyl]-β-d-glucopyranoside (2), kaempferol 3-O-[2,6-di-O-α-l-rhamnopyranosyl]-β-d-glucopyranoside-7-O-[6-O-(trans-feruloyl)]-β-d-glucopyranoside (3) and kaempferol 3-O-[2,6-di-O-α-l-rhamnopyranosyl]-β-d-glucopyranoside-7-O-[6-O-(trans-p-coumaroyl)]-β-d-glucopyranoside (4). Their structures were established based on UV-visible, 1D, 2D NMR, and HR-ESI-MS analyses. Of the assayed compounds, 17 and 18 showed potent radical scavenging activity with IC50 values of 14.5 and 11.7 µM, respectively, and inhibitory activity toward AGEs together with compound 7 with IC50 values 96.5, 34.9 and 85.5 µM, respectively.

scholarly journals Chemical Constituents and Antioxidant Activity of a Polar Extract from Pituranthos battandieri Maire

2017 ◽  
Vol 9 (4) ◽  
Author(s):  
Esseid Chahrazed ◽  
Hamadou Meriem Hadjer ◽  
Ameddah Souad ◽  
Ahmed Menad ◽  
León Francisco ◽  
...  
Keyword(s):  
Chemical Constituents ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Ammonium Thiocyanate ◽  
Lipid Peroxides ◽  
Scavenging Activity ◽  
Aerial Parts ◽  
Phytochemical Investigation ◽  
Ic50 Values ◽  
Aqueous Meoh

Phytochemical investigation of the n-butanol soluble part of the aqueous-MeOH extract of the aerial parts of Pituranthos battandieri Maire collected from the region of Bechar in the south-west of Algeria, led to the isolation and structural elucidation of mannitol 1, xanthotoxol 2, 8-(6’,7’-dihydroxygeranyloxy)-psoralen 3 and isorhamnetin 3-O-ß-Dglucopyranoside (cacticin) 4. The structures were established by spectral analyses, mainly ESI-HRMS, UV and NMR experiments ( 1H, 13C, DEPT, COSY, HSQC and HMBC) and comparison with literature data. All these compounds were described for the first time from this endemic species. The free radical scavenging activity of this extract was determined by 2,2-diphenyl-1-picrylhydrazyl (DPPH• ) and hydrogen peroxide (H2O2) scavenging activity models. Antihemolytic property was performed using H2O2 induced red blood cell hemolysis model. Antiperoxidative effect was evaluated using lipid peroxidation-ammonium thiocyanate model. Both DPPH and H2O2 assays indicated antioxidant ability of n-BuOH extract of P. battandieri (BEPB), that were reflected by IC50 values 876.16±7.96 µg/mL and 603.8±71.06 µg/mL, respectively. In addition, the results of the present study clearly indicated that BEPB inhibited rat erythrocytes hemolysis induced by H2O2 in a dose dependent way with IC50 value 782.38±89.97 μg/mL. The inhibition of lipid peroxides generated from linoleic acid was recorded at IC50: 496.04±117.06 µg/mL. The antiperoxidative and the antihemolytic activities of P. battandieri appear as a consequence of synergistic interactions between active constituents among them mannitol 1, the furanocoumarins 2 and 3, and the flavonoid 4.

scholarly journals Synthesis and characterization of new 4-aryl-2-(2-oxopropoxy)-6-(2,5-dichlorothiophene)nicotinonitrile and their furo[2,3-b]pyridine derivatives: Assessment of antioxidant and biological activity

2018 ◽  
Vol 9 (4) ◽  
pp. 375-381 ◽  
Author(s):  
Mahmoud Al‐Refai ◽  
Mohammad Ibrahim ◽  
Abdullah Al‐Fawwaz ◽  
Armin Geyer
Keyword(s):  
Antioxidant Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
2D Nmr ◽  
Pyridine Derivatives ◽  
Esi Ms ◽  
Scavenging Effect ◽  
Radical Scavenging Effect ◽  
New Compounds

A new series of furo[2,3-b]pyridine derivatives bearing aryl substituents were synthesized in two steps, where, the cyano-(2H)-pyridones (1a-l) were converted to the corresponding nicotinonitriles (2a-l), followed by the Thorpe-Ziegler ring cyclization to the furo[2,3-b]pyridine derivatives (3a-l). All new compounds were characterized by 1D-NMR experiments (1H and 13C) and 2D-NMR experiments (COSY, HMBC and HSQC), as well as ESI-MS and HR-ESI-MS data. The new compounds were screened for their antioxidant activities by 2,2-diphenyl-1-picryl-hydrazylhydrate (DPPH) free radical assay. The highest radical scavenging effect was observed for nicotinonitriles 2d, 2h and 2l and furo[2,3-b]pyridines 3b, 3f and 3j by methanolic solvent at 4.0 mg/mL concentration. Remarkably, all nicotinonitriles and furo[2,3-b]pyridine exhibited a significant radical scavenging activity after 24 and 48 hours compared with 0.5 hour.

scholarly journals Chemical composition and antioxidant activity of Astragalus monspessulanus L. growing in semiarid areas of Algeria

2018 ◽  
Vol 83 (1) ◽  
pp. 31-38 ◽  
Author(s):  
Sawsen Bourezzane ◽  
Hamada Haba ◽  
Christophe Long ◽  
Mohammed Benkhaled
Keyword(s):  
Antioxidant Activity ◽  
Antioxidant Activities ◽  
Optical Rotation ◽  
Radical Scavenging ◽  
2D Nmr ◽  
Test Method ◽  
Phytochemical Study ◽  
Butanol Extract ◽  
Aerial Parts ◽  
Nmr Techniques

This paper reports a phytochemical study of the aerial parts of Astragalus monspessulanus L. growing in Algeria. It deals with the isolation and structure elucidation of 13 known compounds. From the n-butanol extract, seven flavonoids 1?7, two saponins and one lignan were isolated. In addition, two phytosterols and one triterpenoid were isolated from the ethyl acetate extract. The structures of all the isolated products were determined by using 1D and 2D-NMR techniques, measurement of optical rotation, mass spectrometry ESI-MS and by comparison with literature data. Furthermore, the antioxidant activity of the n-butanol extract of the aerial parts of Astragalus monspessulanus L. was investigated using the DPPH radical scavenging and ferrous ion chelating assays. The n-butanol extract showed low (EC50 = 2.09?0.434 mg mL-1) to moderate (IC50 = 63.60?0.01 ?g mL-1) antioxidant activities depending on the test method.

scholarly journals Analysis of Chemical Composition and Assessment of Cytotoxic, Antimicrobial, and Antioxidant Activities of the Essential Oil of Meriandra dianthera Growing in Saudi Arabia

Molecules ◽  
2019 ◽  
Vol 24 (14) ◽  
pp. 2647 ◽  
Author(s):  
Ramzi A. Mothana ◽  
Fahd A. Nasr ◽  
Jamal M. Khaled ◽  
Mohammed AL-Zharani ◽  
Omar M. Noman ◽  
...  
Keyword(s):  
Saudi Arabia ◽  
Essential Oil ◽  
Antioxidant Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Strong Activity ◽  
Minimum Fungicidal Concentration ◽  
Ic50 Values ◽  
Total Oil ◽  
Mcf 7

The essential oil of Meriandra dianthera (Konig ex Roxb.) Benth. (Synonym: Meriandra bengalensis, Lamiaceae) collected from Saudi Arabia was studied utilizing GC and GC/MS. Forty four constituents were identified, representing 96.8% of the total oil. The M. dianthera essential oil (MDEO) was characterized by a high content of oxygenated monoterpenes (76.2%). Camphor (54.3%) was the major compound in MDEO followed by 1,8-cineole (12.2%) and camphene (10.4%). Moreover, MDEO was assessed for its cytotoxic, antimicrobial, and antioxidant activities. MDEO demonstrated an interesting cytotoxic activity against all cancer cell lines with IC50 values of 83.6 to 91.2 μg/mL, especially against MCF-7 cancer cells. Using labeling with annexin VFITC and/or propidium iodide (PI) dyes and flow cytometer analysis, the apoptosis induction was quantitatively confirmed for MCF-7 cells. The MDEO exhibited a considerable antimicrobial activity against all bacterial and fungal strains with minimum inhibitory concentration (MIC)-values of 0.07 to 1.25 mg/mL. The most sensitive microbial strain was Staphylococcus aureus (MIC: 0.07 mg/mL). Minimum bactericidal concentration (MBC) or minimum fungicidal concentration (MFC) values were determined one time higher than that of MIC’s. Additionally, the MDEO revealed a strong activity for reducing β-carotene bleaching with a total antioxidant value of 72.6% and significant DPPH free radical scavenging activity (78.4%) at the concentration 1000 μg/mL.

scholarly journals Chemical Constituents of Cassia abbreviata and Their Anti-HIV-1 Activity

Molecules ◽  
2021 ◽  
Vol 26 (9) ◽  
pp. 2455
Author(s):  
Xianwen Yang ◽  
Zhihui He ◽  
Yue Zheng ◽  
Ning Wang ◽  
Martin Mulinge ◽  
...  
Keyword(s):  
Palmitic Acid ◽  
Crude Extract ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Chemical Structures ◽  
Spectroscopic Analyses ◽  
Ic50 Values ◽  
New Compounds ◽  
Anti Hiv ◽  
Hiv 1

Three new (1–3) and 25 known compounds were isolated from the crude extract of Cassia abbreviata. The chemical structures of new compounds were established by extensive spectroscopic analyses including 1D and 2D NMR and HRESIMS. Cassiabrevone (1) is the first heterodimer of guibourtinidol and planchol A. Compound 2 was a new chalcane, while 3 was a new naphthalene. Cassiabrevone (1), guibourtinidol-(4α→8)-epiafzelechin (4), taxifolin (8), oleanolic acid (17), piceatannol (22), and palmitic acid (28), exhibited potent anti-HIV-1 activity with IC50 values of 11.89 µM, 15.39 µM, 49.04 µM, 7.95 µM, 3.58 µM, and 15.97 µM, respectively.

scholarly journals Chemical Constituents of the Deep-Sea-Derived Penicillium solitum

Marine Drugs ◽  
2021 ◽  
Vol 19 (10) ◽  
pp. 580
Author(s):  
Zhi-Hui He ◽  
Jia Wu ◽  
Lin Xu ◽  
Man-Yi Hu ◽  
Ming-Ming Xie ◽  
...  
Keyword(s):  
Deep Sea ◽  
Chemical Constituents ◽  
A549 Cells ◽  
Acid Methyl Ester ◽  
2D Nmr ◽  
Positive Control ◽  
Ic50 Values ◽  
Penicillium Solitum ◽  
New Compounds

A systematic chemical investigation of the deep-sea-derived fungus Penicillium solitum MCCC 3A00215 resulted in the isolation of one novel polyketide (1), two new alkaloids (2 and 3), and 22 known (4–25) compounds. The structures of the new compounds were established mainly on the basis of exhaustive analysis of 1D and 2D NMR data. Viridicatol (13) displayed moderate anti-tumor activities against PANC-1, Hela, and A549 cells with IC50 values of around 20 μM. Moreover, 13 displayed potent in vitro anti-food allergic activity with an IC50 value of 13 μM, compared to that of 92 μM for the positive control, loratadine, while indole-3-acetic acid methyl ester (9) and penicopeptide A (10) showed moderate effects (IC50 = 50 and 58 μM, respectively).

scholarly journals Phenolic Compounds from the Aerial Parts of Adenophora triphylla (Thunb.) A. DC. var. triphylla and their Free Radical Scavenging Activity

2020 ◽  
Vol 8 (1) ◽  
pp. 12-16
Author(s):  
Kengo Hori ◽  
Hari Prasad Devkota
Keyword(s):  
Free Radical ◽  
Chlorogenic Acid ◽  
Chemical Constituents ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Free Radical Scavenging ◽  
Free Radical Scavenging Activity ◽  
Scavenging Activity ◽  
Aerial Parts ◽  
Phenolic Components

Adenophora triphylla (Thunb.) A. DC. var. triphylla (Family: Campanulaceae) is distributed in Japan, Korea, and China. It is locally known as “Saiyousyajin” in Japan and the roots are used in traditional medicine to treat chronic bronchitis and whooping cough, and also as anti-inflammatory and anti-tussive agents. Till now, there is no report on the chemical constituents of aerial parts. Thus, the main aim of this study was to isolate and identify major chemical constituents of aerial parts of A. triphylla var. triphylla, and to evaluate their free radical scavenging activity. The 70% methanol extract of the aerial parts was subjected to repeated column chromatography using MCI gel CHP-20P, Sephadex LH-20, ODS and silica gel columns to isolate the five phenolic components (1-5). Free radical scavenging activity of the extract and compounds was evaluated using 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radical scavenging activity method. The structures of the isolated compounds were elucidated as luteolin (1), luteolin 4’-O-b-glucopyranoside (2), luteolin 7-O-b-glucopyranoside (3), luteolin 7-O-neohesperidoside (4) and chlorogenic acid (5) based on their nuclear magnetic resonance (NMR) spectral data and comparison with literature values. All these compounds were isolated for the first time from A. triphylla var. triphylla. Extract showed weak free radical scavenging activity. Among isolated compounds, luteolin (1), luteolin 7-O-b-glucopyranoside (3), luteolin 7-O-neohesperidoside (4) and chlorogenic acid (5) showed potent free radical scavenging activity. Results from this study suggest that the aerial parts of A. triphylla var. triphylla might be a potential plant source for the development of functional foods, however further detailed research is necessary.

scholarly journals New Flavonoids from Baeckea Frutescens and their Antioxidant Activity

2008 ◽  
Vol 3 (5) ◽  
pp. 1934578X0800300 ◽  
Author(s):  
Tran Hong Quang ◽  
Nguyen Xuan Cuong ◽  
Chau Van Minh ◽  
Phan Van Kiem
Keyword(s):  
Antioxidant Activity ◽  
Ethyl Acetate Extract ◽  
Radical Scavenging ◽  
2D Nmr ◽  
Flavonoid Glycosides ◽  
Dpph Radical ◽  
Aerial Parts ◽  
Baeckea Frutescens ◽  
New Compounds ◽  
Dpph Radical Scavenging

From the ethyl acetate extract of the aerial parts of Baeckea frutescens, a new flavonoid, 6,8-di- C-methylkaempferol (1), and three new flavonoid glycosides, 6,8-di- C-methylkaempferol 3- O-α-L-rhamnopyranoside (2), 6- C-methylquercetin 3- O-α-L-rhamnopyranoside (3), and 6- C-methylquercetin 4′- O-β-D-glucopyranoside (4), along with four known flavonoids were isolated. Their structures were elucidated by extensive spectroscopic methods including 1D and 2D NMR experiments, as well as ESI-MS analysis. All the new compounds were tested for their antioxidant activity in the 1,1-diphenyl-2-pecrylhydrazyl (DPPH) radical scavenging assay system. Compounds 3 and 4 showed potent activity with IC50 values of 12.1 ± 0.5 and 13.5 ± 0.9 (μM), respectively.

scholarly journals Persicaria lapathifolia Essential Oil: Chemical Constituents, Antioxidant Activity, and Allelopathic Effect on the Weed Echinochloa colona

Plants ◽  
2021 ◽  
Vol 10 (9) ◽  
pp. 1798
Author(s):  
Ahmed M. Abd-ElGawad ◽  
Giuliano Bonanomi ◽  
Sarah A. Al-Rashed ◽  
Abdelsamed I. Elshamy
Keyword(s):  
Antioxidant Activity ◽  
Ascorbic Acid ◽  
Essential Oil ◽  
Bioactive Compounds ◽  
Chemical Constituents ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Allelopathic Effect ◽  
Dependent Manner ◽  
Ic50 Values

The exploration of new green, ecofriendly bioactive compounds has attracted the attention of researchers and scientists worldwide to avoid the harmful effects of chemically synthesized compounds. Persicaria lapathifolia has been reported to have various bioactive compounds, while its essential oil (EO) has not been determined yet. The current work dealt with the first description of the chemical composition of the EO from the aerial parts of P. lapathifolia, along with studying its free radical scavenging activity and herbicidal effect on the weed Echinochloa colona. Twenty-one volatile compounds were identified via GC–MS analysis. Nonterpenoids were the main components, with a relative concentration of 58.69%, in addition to terpenoids (37.86%) and carotenoid-derived compounds (1.75%). n-dodecanal (22.61%), α-humulene (11.29%), 2,4-dimethylicosane (8.97%), 2E-hexenoic acid (8.04%), γ-nonalactone (3.51%), and limonene (3.09%) were characterized as main compounds. The extracted EO exhibited substantial allelopathic activity against the germination, seedling root, and shoot growth of the weed E. colona in a dose-dependent manner, showing IC50 values of 77.27, 60.84, and 33.80 mg L−1, respectively. In addition, the P. lapathifolia EO showed substantial antioxidant activity compared to ascorbic acid as a standard antioxidant. The EO attained IC50 values of 159.69 and 230.43 mg L−1, for DPPH and ABTS, respectively, while ascorbic acid exhibited IC50 values 47.49 and 56.68 mg L−1, respectively. The present results showed that the emergent leafy stems of aquatic plants such as P. lapathifolia have considerably low content of the EO, which exhibited substantial activities such as antioxidant and allelopathic activities. Further study is recommended to evaluate the effects of various environmental and climatic conditions on the production and composition of the EOs of P. lapathifolia.

scholarly journals Chemical Constituents of the Marine-Derived Fungus Aspergillus sp. SCS-KFD66

Marine Drugs ◽  
2018 ◽  
Vol 16 (12) ◽  
pp. 468 ◽  
Author(s):  
Chang-Liang An ◽  
Fan-Dong Kong ◽  
Qing-Yun Ma ◽  
Qing-Yi Xie ◽  
Jing-Zhe Yuan ◽  
...  
Keyword(s):  
Fermentation Broth ◽  
Chemical Constituents ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
X Ray Diffraction ◽  
Growth Inhibitory ◽  
Growth Inhibitory Activity ◽  
Aspergillus Sp ◽  
New Compounds ◽  
Dpph Radical Scavenging

Five new compounds named asperpenes A-C (1–3), 12,13-dedihydroversiol (4), and methyl 6-oxo-3,6-dihydro-2H-pyran-4-carboxylate (5), along with 10 known compounds (6–15), were isolated from the fermentation broth of Aspergillus sp. SCS-KFD66 associated with a bivalve mollusk, Sanguinolaria chinensis, collected from Haikou Bay, China. The structures of the compounds, including the absolute configurations of their stereogenic carbons, were unambiguously determined by spectroscopic data, single-crystal X-ray diffraction analysis, and electronic circular dichroism (ECD) spectral analysis, along with quantum ECD calculations. The growth inhibitory activity of the compounds against four pathogenic bacterial (Escherichia coli ATCC 25922, Staphylococcus aureus ATCC 6538, Listeria monocytogenes ATCC 1911, and Bacillus subtilis ATCC 6633), their enzyme inhibitory activities against acetylcholinesterase and α-glucosidase, and their DPPH radical scavenging activity were evaluated.

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