Structural elucidation of two new compounds from Artemisia ordosica and their antioxidative activity

2019 ◽  
Vol 74 (10) ◽  
pp. 699-702
Author(s):  
Guo-Hua Wu ◽  
Qing-Hu Wang ◽  
Xiang He ◽  
Wen-Qiang Bao ◽  
Bi-Li-Ge-Tu Pa
Keyword(s):  
Antioxidant Activities ◽  
Radical Scavenging ◽  
2D Nmr ◽  
Resonance Spectroscopy ◽  
Ionization Mass ◽  
Artemisia Ordosica ◽  
One Dimensional ◽  
Scavenging Capacity ◽  
Nmr Techniques ◽  
New Compounds

AbstractTwo new compounds, namely, arteordosin A (1) and arteordosin B (2), were isolated from the CHCl3 extract of Artemisia ordosica. This is the first report on the structure elucidation of arteordosin A (1) and arteordosin B (2) based on spectroscopic methods including electrospray ionization mass spectrometry, one-dimensional (1D) nuclear magnetic resonance spectroscopy (NMR) and 2D NMR techniques. Antioxidant activities of the compounds were measured for their radical scavenging capacity using 2,2-diphenyl-1-picrylhydrazyl. Compound 1 (IC50 of 1.01 mg mL−1) showed antioxidant activity similar to the standard reference ascorbic acid (IC50 of 0.98 mg mL−1) and is more active than compound 2 (IC50 of 1.87 mg mL−1). In conclusion, arteordosin A (1) and arteordosin B (2) may be used as potential antihyperlipidemic agent in routine clinical practice.

scholarly journals Isolation and Characterization of Two New Antimicrobial Acids from Quercus incana (Bluejack Oak)

2018 ◽  
Vol 2018 ◽  
pp. 1-5
Author(s):  
Rizwana Sarwar ◽  
Umar Farooq ◽  
Sadia Naz ◽  
Nadia Riaz ◽  
Syed Majid Bukhari ◽  
...  
Keyword(s):  
Ethyl Acetate Fraction ◽  
Structural Formula ◽  
2D Nmr ◽  
Spectroscopic Technique ◽  
Pentanoic Acid ◽  
One Dimensional ◽  
Isolation And Characterization ◽  
Nmr Techniques ◽  
New Compounds

Two new compounds [1-2] were purified from ethyl acetate fraction of Quercus incana. The structure of these compounds is mainly established by using advanced spectroscopic technique such as UV, IR, one-dimensional (ID) and two-dimensional (2D) NMR techniques, and EI mass. The structural formula was deduced to be 4-hydroxydecanoic acid [1] and 4-hydroxy-3-(hydroxymethyl) pentanoic acid [2]. Both isolated compounds were tested for their antimicrobial potential and showed promising antifungal activity against Aspergillus niger and Aspergillus flavus.

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.

ANTIOXIDANT ACTIVITIES OF EXTRACTS FROM THE LEAVES AND STEM BARKS OF Artocarpus scortechinii KING

2015 ◽  
Vol 77 (2) ◽  
Author(s):  
Shajarahtunnur Jamil ◽  
Norazah Basar ◽  
Norzafneza Mohd Arriffin
Keyword(s):  
Ethyl Acetate ◽  
Gallic Acid ◽  
Phenolic Content ◽  
Ethyl Acetate Extract ◽  
Antioxidant Activities ◽  
Radical Scavenging ◽  
Dry Weight ◽  
Calibration Graph ◽  
Total Phenolic ◽  
Scavenging Capacity

The antioxidant activities of extracts (n-hexane, dichloromethane, ethyl acetate and methanol) from the leaves and stem barks of Artocarpus scortechinii were evaluated using various biochemical assays. The quantification of the Total Antioxidant Capacity was measured using ferric reducing antioxidant potential (FRAP) and 2,2'-azino-bis(3-ethyl-benzothiazoline-6-sulphonic acid) (ABTS) assays. While, the qualitative of The Total Phenolic Content (TPC) was determined via standard gallic acid calibration graph which was expressed as mg gallic acid equivalent (GAE)/g of dry weight (dw) using Folin Ciocalteau’s reagent. Among all the extracts tested, the methanolic extract of the stem barks showed the highest phenolic content with TPC value of 136.84 mg GAE/g dry weight (dw). FRAP results were expressed as mM equivalent to FeSO4.7H2O by calculating from the standard FeSO4.7H2O calibration graph. The ethyl acetate extract of the stem barks showed the most significant reducing potential in the range between 0.27-2.47 mM FRAP. ABTS+˙ radical scavenging capacity showed that the ethyl acetate extract of the stem barks had the highest scavenging capacity at concentration 1.0 mM with percentage of 90.9%.

scholarly journals Natalenamides A–C, Cyclic Tripeptides from the Termite-Associated Actinomadura sp. RB99

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 3003 ◽  
Author(s):  
Seoung Rak Lee ◽  
Dahae Lee ◽  
Jae Sik Yu ◽  
René Benndorf ◽  
Sullim Lee ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Cyclic Peptides ◽  
Culture Broth ◽  
Resonance Spectroscopy ◽  
Ionization Mass ◽  
Inhibitory Effects ◽  
Associated Bacteria ◽  
Chemical Structures ◽  
New Compounds ◽  
Powerful Strategy

In recent years, investigations into the biochemistry of insect-associated bacteria have increased. When combined with analytical dereplication processes, these studies provide a powerful strategy to identify structurally and/or biologically novel compounds. Non-ribosomally synthesized cyclic peptides have a broad bioactivity spectrum with high medicinal potential. Here, we report the discovery of three new cyclic tripeptides: natalenamides A–C (compounds 1–3). These compounds were identified from the culture broth of the fungus-growing termite-associated Actinomadura sp. RB99 using a liquid chromatography (LC)/ultraviolet (UV)/mass spectrometry (MS)-based dereplication method. Chemical structures of the new compounds (1–3) were established by analysis of comprehensive spectroscopic methods, including one-dimensional (1H and 13C) and two-dimensional (1H-1H-COSY, HSQC, HMBC) nuclear magnetic resonance spectroscopy (NMR), together with high-resolution electrospray ionization mass spectrometry (HR-ESIMS) data. The absolute configurations of the new compounds were elucidated using Marfey’s analysis. Through several bioactivity tests for the tripeptides, we found that compound 3 exhibited significant inhibitory effects on 3-isobutyl-1-methylxanthine (IBMX)-induced melanin production. The effect of compound 3 was similar to that of kojic acid, a compound extensively used as a cosmetic material with a skin-whitening effect.

scholarly journals Conjugated Polyene Ketones From the Marine Sponge Clathria (Thalysias) Reinwardti (Vosmaer, 1880) and Their Cytotoxic Activity

2021 ◽  
Vol 16 (9) ◽  
pp. 1934578X2110437
Author(s):  
Bui H. Tai ◽  
Dan T. Hang ◽  
Do T. Trang ◽  
Pham H. Yen ◽  
Phan T. T. Huong ◽  
...  
Keyword(s):  
Cytotoxic Activity ◽  
Marine Sponge ◽  
Human Cancer ◽  
2D Nmr ◽  
Ionization Mass ◽  
Hep G2 ◽  
Human Cancer Cells ◽  
Resolution Electron ◽  
New Compounds ◽  
First Time

Five conjugated polyene ketones (1-5) were isolated from the methanol extract of the marine sponge Clathria ( Thalysias) reinwardti (Vosmaer, 1880) living in the coastal waters of Vietnam. Their structures were determined to be 8-(2′,3′,4′-trimethylphenyl)-6-methyl-oct-3( E),5( E),7( E)-trien-2-one (1), 13-apoastaxanthinone (2), 9-apoastaxanthinone (3), 2,3-dehydro-4-oxo- β-ionone (4), and 4-(2′,3′,4′-trimethylphenyl)-but-3( E)-en-2-one (5), by extensive analysis of high-resolution electron spray ionization mass spectrum (HR-ESI-MS), one-dimensional, and two-dimensional (2D) nuclear magnetic resonance (NMR) spectra, as well as by comparison of the spectral data with those reported in the literature. Compound 1 was new, compounds 2 to 4 were isolated from nature for the first time, and the chemical structure as well as the NMR assignments, of 5 were indicated by 2D NMR for the first time. Additionally, compound 5 exhibited cytotoxic activity against the human cancer cells SK-LU-1, SK-Mel-2, MCF-7, and Hep-G2 with half-minimal inhibitory concentration (IC50) values of 15.12 ± 3.43, 17.41 ± 2.83, 33.12 ± 3.39, and 34.38 ± 3.52 µM, respectively, but displayed only a weak cytotoxic effect on the normal HEK-239A cells (IC50 64.67 ± 3.67 µM). Compound 5 also significantly increased Caspase-3 activity in SK-LU-1 cells at concentrations of 10, 15, and 20 µM.

scholarly journals Secondary Metabolites of the Endophytic Fungus Chaetomium globosum Isolated From Coptis chinensis

2021 ◽  
Vol 16 (9) ◽  
pp. 1934578X2110445
Author(s):  
Jia-Cheng Ji ◽  
Pan-Pan Wei ◽  
Xiao-Yang Han ◽  
Zheng-Hui Li ◽  
Hong-Lian Ai ◽  
...  
Keyword(s):  
Endophytic Fungus ◽  
Early Childhood Development ◽  
Childhood Development ◽  
Chaetomium Globosum ◽  
Resonance Spectroscopy ◽  
Ionization Mass ◽  
Two Dimensional ◽  
Coptis Chinensis ◽  
Relative Configuration ◽  
One Dimensional

A new steroid, chaetglotone (1), together with 3 known compounds (2-4), were isolated from Chaetomium globosum, which is an endophytic fungus isolated from the root of Coptis chinensis Franch . The new compound was characterized by one-dimensional and two-dimensional nuclear magnetic resonance spectroscopy and high-resolution electrospray ionization mass spectrometer. The relative configuration and absolute configuration of 1 were further determined via the DP4 + and Early Childhood Development protocols, separately.

scholarly journals Unusual Polyhydroxylated Steroids from the Starfish Anthenoides laevigatus, Collected off the Coastal Waters of Vietnam

Molecules ◽  
2020 ◽  
Vol 25 (6) ◽  
pp. 1440
Author(s):  
Alla A. Kicha ◽  
Dinh T. Ha ◽  
Timofey V. Malyarenko ◽  
Anatoly I. Kalinovsky ◽  
Roman S. Popov ◽  
...  
Keyword(s):  
Coastal Waters ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Cytotoxic Effects ◽  
One Dimensional ◽  
The Common ◽  
Polyhydroxylated Steroids ◽  
New Compounds ◽  
Ht 29 ◽  
Inhibit Cell Proliferation

Four new polyhydroxylated steroids 1–4 were isolated along with two previously known related steroids 5 and 6 from the methanolic extract of the starfish Anthenoides laevigatus collected off the coastal waters of Vietnam. Structures of new compounds were substantially elucidated by one-dimensional (1D) and two-dimensional (2D) NMR spectroscopy and HRESIMS techniques. Heptaol 1 and hexaol 2 contain the common 5α-cholestane skeleton, while hexaol 3 and heptaol 4 have the rare among starfish steroid compounds 5β-cholestane skeleton. Compounds 1, 5, and 6 do not show cytotoxic effects against normal JB6 Cl41 and cancer HT-29 and MDA-MB-231 cells, however they inhibit cell proliferation and colony formation of cancer HT-29 and MDA-MB-231 cells.

scholarly journals Phenolic Compounds, Antioxidant Activities, and Inhibitory Effects on Digestive Enzymes of Different Cultivars of Okra (Abelmoschus esculentus)

Molecules ◽  
2020 ◽  
Vol 25 (6) ◽  
pp. 1276
Author(s):  
Ding-Tao Wu ◽  
Xi-Rui Nie ◽  
Dan-Dan Shen ◽  
Hong-Yi Li ◽  
Li Zhao ◽  
...  
Keyword(s):  
Phenolic Compounds ◽  
Digestive Enzymes ◽  
High Performance ◽  
Antioxidant Activities ◽  
Radical Scavenging ◽  
Natural Antioxidants ◽  
Inhibitory Effects ◽  
Antioxidant Power ◽  
Radical Scavenging Capacity ◽  
Scavenging Capacity

In this study, the phenolic profiles and bioactivities of five representative cultivars of okra collected in China were investigated. Noticeable variations of phenolic compounds and their bioactivities were observed among these different cultivars of okra. The contents of total flavonoids (TFC) in “Shuiguo”, “Kalong 8”, “Kalong 3”, “Wufu”, and “Royal red” ranged from 1.75 to 3.39 mg RE/g DW, of which “Shuiguo” showed the highest TFC. Moreover, five individual phenolic compounds were found in okra by high performance liquid chromatography analysis, including isoquercitrin, protocatechuic acid, quercetin-3-O-gentiobioside, quercetin, and rutin, while isoquercitrin and quercetin-3-O-gentiobioside were detected as the main phenolic compounds in okra. Moreover, all tested okra exhibited significant antioxidant activities (2,2-diphenyl-1-picrylhydrazyl radical scavenging capacity, 2,2’-azino-bis (3-ethylenzthiazoline-6-sulphonic acid) radical scavenging capacity, and ferric reducing antioxidant power) and inhibitory effects on digestive enzymes (lipase, α-glucosidase, and α-amylase). Indeed, “Shuiguo” exhibited much better antioxidant activities and inhibitory activities on digestive enzymes, which might be attributed to its high TFC. Results suggested that okra, especially “Shuiguo”, could be developed as natural antioxidants and inhibitors against hyperlipidemia and hyperglycemia in the fields of functional foods and pharmaceuticals, which could meet the increasing demand for high-quality okra with health-promoting properties in China.

scholarly journals Identification of Two New Phenanthrenes from Dendrobii Herba and Their Cytotoxicity towards Human Hypopharynx Squamous Carcinoma Cell (FaDu)

Molecules ◽  
2019 ◽  
Vol 24 (12) ◽  
pp. 2339 ◽  
Author(s):  
Bomi Nam ◽  
Seung Mok Ryu ◽  
Dongho Lee ◽  
Chan-Hun Jung ◽  
Chang Hyun Jin ◽  
...  
Keyword(s):  
Mass Spectra ◽  
Carcinoma Cell ◽  
Soluble Fraction ◽  
Spectroscopic Method ◽  
Squamous Carcinoma ◽  
2D Nmr ◽  
Ionization Mass ◽  
One Dimensional ◽  
Ic50 Values ◽  
Squamous Carcinoma Cell

Two new phenanthrenes, (1R,2R)-1,7-hydroxy-2,8-methoxy-2,3-dihydrophenanthrene-4(1H)-one (1) and 2,7-dihydroxy-phenanthrene-1,4-dione (2), were isolated from the ethyl acetate-soluble fraction of Dendrobii Herba, together with seven known phenanthrenes (3–9), two bibenzyls (10–12), and a lignan (13). Structures of 1 and 2 were elucidated by analyzing one-dimensional (1D) and two-dimensional (2D)-NMR and High-resolution electrospray ionization mass spectra (HR-ESI-MS) data. The absolute configuration of compound 1 was confirmed by the circular dichroism (CD) spectroscopic method. In cytotoxicity assay using FaDu human hypopharynx squamous carcinoma cell line, compounds 3–6, 8, 10, and 12 showed activities, with IC50 values that ranged from 2.55 to 17.70 μM.

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