scholarly journals A New Ursane-type Triterpenoid and Other Constituents from the Leaves of Crataegus azarolus var. aronia

2016 ◽  
Vol 11 (11) ◽  
pp. 1934578X1601101 ◽  
Author(s):  
Sarbast A. Mahmud ◽  
Omar A.M Al-Habib ◽  
Serena Bugoni ◽  
Marco Clericuzio ◽  
Giovanni Vidari
Keyword(s):  
Cardiovascular Disease ◽  
Phenolic Compounds ◽  
Medicinal Plant ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Triterpene Acid ◽  
Etoac Extract ◽  
Triterpene Acids

A new ursane-type triterpene acid, named azarolic acid (1), along with four known phenolic compounds and four known triterpene acids, was isolated from the crude EtOAc extract of the leaves of Crataegus azarolus var. aronia L. The structure of 1 was determined from 1D and 2D NMR spectroscopic data. Euscaphic acid showed high anti-vasoconstriction effects on aortic rings, supporting the use of this medicinal plant in cardiovascular disease.

scholarly journals Triterpenoids from Euphorbia maculata and Their Anti-Inflammatory Effects

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2112 ◽  
Author(s):  
Yi Sun ◽  
Liang-liang Gao ◽  
Meng-yue Tang ◽  
Bao-min Feng ◽  
Yue-hu Pei ◽  
...  
Keyword(s):  
Medicinal Plant ◽  
13C Nmr ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Nmr Analysis ◽  
Chemopreventive Agents ◽  
1H And 13C Nmr ◽  
Anti Inflammatory ◽  
New Compounds

Euphorbia maculata is a medicinal plant of the Euphorbiaceae family, which can produce anti-inflammatory and cancer chemopreventive agents of triterpenoids. The present study reports on the bioactive triterpenoids of this plant. Two new lanostane-type triterpenoids, named (3S,4S,7S,9R)-4-methyl-3,7-dihydroxy-7(8→9) abeo-lanost-24(28)-en-8-one (1) and 24-hydroperoxylanost-7,25-dien-3β-ol (2), together with 15 known triterpene derivatives, were isolated from Euphorbia maculata. The structures of the new compounds were determined on the basis of extensive spectroscopic data (UV, MS, 1H and 13C-NMR, and 2D NMR) analysis. All tetracyclic triterpenoids (1–11) were evaluated for their anti-inflammatory effects in the test of TPA-induced inflammation (1 μg/ear) in mice. The triterpenes exhibited significant anti-inflammatory activities.

Trichopyrone and Other Constituents from the Marine Sponge-Derived Fungus Trichoderma sp.

2009 ◽  
Vol 64 (3-4) ◽  
pp. 186-192 ◽  
Author(s):  
Ahmed Abdel-Lateff ◽  
Katja Fisch ◽  
Anthony D. Wright
Keyword(s):  
Spectroscopic Data ◽  
Biological Activities ◽  
Trichoderma Viride ◽  
Radical Scavenging ◽  
2D Nmr ◽  
Etoac Extract ◽  
Trichoderma Sp ◽  
The Caribbean ◽  
Radical Scavenging Properties ◽  
Hiv 1

The fungus Trichoderma viride was isolated from the Caribbean sponge Agelas dispar, which was collected from waters around the island of Dominica. Its EtOAc extract, exhibiting mild radical scavenging properties, was mass cultivated and found to produce a new pyranone derivative, trichopyrone (1), and ten compounds, namely four sorbicillinoid polyketide derivatives, trichodermanone A-D (2 - 5), two hexaketide derivatives, rezishanone (6) and vertinolide (7), three known dodecaketides, trichodimerol (8), bislongiquinolide (trichotetronine, 9), and bisvertinol (10), as well as 2-furancarboxylic acid (11). The structures of all compounds were determined by interpretation of their spectroscopic data (1D and 2D NMR, MS, UV and IR). The biological activities of all isolates were evaluated in a series of bioassays (radical scavenging, antioxidant, antimicrobial, inhibition of HIV-1 RT). The majority had very weak or no effects in the applied test systems

scholarly journals Phenylhydrazone and Quinazoline Derivatives from the Cold-Seep-Derived Fungus Penicillium oxalicum

Marine Drugs ◽  
2020 ◽  
Vol 19 (1) ◽  
pp. 9
Author(s):  
Ya-Ping Liu ◽  
Sheng-Tao Fang ◽  
Zhen-Zhen Shi ◽  
Bin-Gui Wang ◽  
Xiao-Nian Li ◽  
...  
Keyword(s):  
Deep Sea ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Penicillium Oxalicum ◽  
Marine Phytoplankton ◽  
Cold Seep ◽  
Phytoplankton Species ◽  
X Ray ◽  
X Ray Crystallography ◽  
Quinazoline Derivatives

Three new phenylhydrazones, penoxahydrazones A–C (compounds 1–3), and two new quinazolines, penoxazolones A (compound 4) and B (compound 5), with unique linkages were isolated from the fungus Penicillium oxalicum obtained from the deep sea cold seep. Their structures and relative configurations were assigned by analysis of 1D/2D NMR and mass spectroscopic data, and the absolute configurations of 1, 4, and 5 were established on the basis of X-ray crystallography or ECD calculations. Compound 1 represents the first natural phenylhydrazone-bearing steroid, while compounds 2 and 3 are rarely occurring phenylhydrazone tautomers. Compounds 4 and 5 are enantiomers that feature quinazoline and cinnamic acid units. Some isolates exhibited inhibition of several marine phytoplankton species and marine-derived bacteria.

Phenolic compounds from an Algerian medicinal plant (Pallenis spinosa): simulated gastrointestinal digestion, characterization, biological and enzymatic activities

2021 ◽  
Author(s):  
Hanane Amrani-Allalou ◽  
Lila Boulekbache ◽  
Luana Izzo ◽  
Lynda Arkoub-Djermoune ◽  
Mohamed Lamine Freidja ◽  
...  
Keyword(s):  
Phenolic Compounds ◽  
Medicinal Plant ◽  
Folk Medicine ◽  
Enzymatic Activities ◽  
Gastrointestinal Digestion ◽  
Oral Infections ◽  
Simulated Gastrointestinal Digestion

Pallenis spinosa is a medicinal plant which is used in folk medicine as curative or preventive remedies for various diseases such diabetes, respiratory and oral infections. Individual phenolic compounds from...

scholarly journals Triterpene Acid and Phenolics from Ancient Apples of Friuli Venezia Giulia as Nutraceutical Ingredients: LC-MS Study and In Vitro Activities

Molecules ◽  
2019 ◽  
Vol 24 (6) ◽  
pp. 1109 ◽  
Author(s):  
Stefania Sut ◽  
Gokhan Zengin ◽  
Filippo Maggi ◽  
Mario Malagoli ◽  
Stefano Dall’Acqua
Keyword(s):  
Radical Scavenging ◽  
Reducing Power ◽  
Total Phenolic ◽  
Inhibitory Effects ◽  
Triterpene Acid ◽  
Beneficial Effects ◽  
Triterpene Acids ◽  
Phenolic Constituents ◽  
Friuli Venezia Giulia

Triterpene acid and phenolic constituents from nine ancient varieties of apple (Malus domestica) fruits cultivated in Fanna, Friuli Venezia Giulia region, northeast Italy, were analyzed and compared with four commercial apples (‘Golden Delicious’, ‘Red Delicious’, ‘Granny Smith’ and ‘Royal Gala’). Total phenolic and flavonoid contents were measured by spectrophotometric assays. The quali-quantitative fingerprint of secondary metabolites including triterpene acid was obtained by LC-DAD-(ESI)-MS and LC-(APCI)-MS, respectively. Based on the two LC-MS datasets, multivariate analysis was used to compare the composition of ancient fruit varieties with those of four commercial apples. Significant differences related mainly to the pattern of triterpene acids were found. Pomolic, euscaphyc, maslinic and ursolic acids are the most abundant triterpene in ancient varieties pulps and peels, while ursolic and oleanolic acids were prevalent in the commercial fruits. Also, the content of the phenolic compounds phloretin-2-O-xyloglucoside and quercetin-3-O-arabinoside was greater in ancient apple varieties. The antioxidant (radical scavenging, reducing power, metal chelating and phosphomolybdenum assays) and enzyme inhibitory effects (against cholinesterase, tyrosinase, amylase and glucosidase) of the samples were investigated in vitro. Antioxidant assays showed that the peels were more active than pulps. However, all the samples exhibited similar enzyme inhibitory effects. Ancient Friuli Venezia Giulia apple cultivars can be a source of chlorogenic acid and various triterpene acids, which are known for their potential anti-inflammatory activity and beneficial effects on lipid and glucose metabolism. Our results make these ancient varieties suitable for the development of new nutraceutical ingredients.

scholarly journals Antimicrobial Coumarins from the Stem Bark of Afraegle paniculata

2010 ◽  
Vol 5 (4) ◽  
pp. 1934578X1000500 ◽  
Author(s):  
Valerie Beatrice Tsassi ◽  
Hidayat Hussain ◽  
Bouberte Yemele Meffo ◽  
Simeon F. Kouam ◽  
Etienne Dongo ◽  
...  
Keyword(s):  
Natural Product ◽  
Dimethyl Ether ◽  
Spectroscopic Data ◽  
2D Nmr ◽  
Stem Bark

Eight compounds were isolated from the stem bark of the plant Afraegle paniculata. One of them, a dimethyl ether of S-trans-marmin (1), is reported as a new natural product. The structures were determined by comprehensive analyses of their 1D and 2D NMR spectroscopic and HREIMS data. The remaining seven known compounds, identified by comparing their spectroscopic data with those reported in the literature, were S-trans-marmin (2), psoralene (3), bergaptene (4), imperatorin (5), 2-(4-hydroxy-3,5-dimethoxyphenyl)-3-hydroxymethyl-2,3-dihydro-1,4,5-trioxaphenanthren-6-one (6), xanthoxyletin (7), and β-sitosterol glucopyranoside. Preliminary studies indicated that compounds 2, 3, 5, and 7 showed potent antibacterial, fungicidal, and algicidal properties, while 6 showed only moderate algicidal property.

scholarly journals Synthesis and Evaluation of Anticancer Activities of Novel C-28 Guanidine-Functionalized Triterpene Acid Derivatives

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 3000 ◽  
Author(s):  
Anna Spivak ◽  
Rezeda Khalitova ◽  
Darya Nedopekina ◽  
Lilya Dzhemileva ◽  
Milyausha Yunusbaeva ◽  
...  
Keyword(s):  
Human Fibroblasts ◽  
Human Tumor ◽  
Jurkat Cells ◽  
Anticancer Activities ◽  
Triterpene Acid ◽  
Guanidine Group ◽  
Triterpene Acids ◽  
Cycle Arrest ◽  
Normal Human ◽  
Derivatives Of

Triterpene acids, namely, 20,29-dihydrobetulinic acid (BA), ursolic acid (UA) and oleanolic acid (OA) were converted into C-28-amino-functionalized triterpenoids 4–7, 8a, 15, 18 and 20. These compounds served as precursors for the synthesis of novel guanidine-functionalized triterpene acid derivatives 9b–12b, 15c, 18c and 20c. The influence of the guanidine group on the antitumor properties of triterpenoids was investigated. The cytotoxicity was tested on five human tumor cell lines (Jurkat, K562, U937, HEK, and Hela), and compared with the tests on normal human fibroblasts. The antitumor activities of the most tested guanidine derivatives was lower, than that of corresponding amines, but triterpenoids with the guanidine group were less toxic towards human fibroblasts. The introduction of the tris(hydroxymethyl)aminomethane moiety into the molecules of triterpene acids markedly enhanced the cytotoxic activity of the resulting conjugates 15, 15c, 18b,c and 20b,c irrespective of the triterpene skeleton type. The dihydrobetulinic acid amine 15, its guanidinium derivative 15c and guanidinium derivatives of ursolic and oleanolic acids 18c and 20c were selected for extended biological investigations in Jurkat cells, which demonstrated that the antitumor activity of these compounds is mediated by induction of cell cycle arrest at the S-phase and apoptosis.

scholarly journals Restricticin B from the Marine Fungus Penicillium janthinellum and Its Inhibitory Activity on the NO Production in BV-2 Microglia Cells

2020 ◽  
Author(s):  
Byeonung-Kyu Choi ◽  
Shin-Young Park ◽  
Song-Hee Jo ◽  
Dong-Kug Choi ◽  
Phan Thi Hoai Trinh ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Optical Rotation ◽  
2D Nmr ◽  
Marine Fungus ◽  
No Production ◽  
Spectroscopy Data ◽  
Penicillium Janthinellum ◽  
Etoac Extract ◽  
Data Comparison ◽  
Nmr Data

A new compound containing a triene, a tetrahydropyran ring and glycine ester functionalities, restricticin B (1), together with four known compounds (2-5) were obtained from the EtOAc extract of the marine fungus Penicillium janthinellum. The planar structure of 1 was determined by detailed analyses of MS, 1D and 2D NMR data. The relative and absolute configurations of 1 were established via analyses of NOESY spectroscopy data, comparison of optical rotation values with those of restricticin derivatives reported and electronic circular dichroism (ECD). All the compounds were screened for their anti-neuroinflammatory effects in lipopolysaccharide (LPS)-induced BV-2 microglia cells. Restricticin B (1) and N-acetyl restricticin (2) exhibited anti-neuroinflammatory effects by suppressing the production of pro-inflammatory mediators in activated microglial cells.

scholarly journals A NEW CYTOTOXIC DOLABELLANE FROM THE INDONESIAN SOFT CORAL Anthelia sp.

2013 ◽  
Vol 13 (3) ◽  
pp. 216-220 ◽  
Author(s):  
Anggia Murni ◽  
Novriyandi Hanif ◽  
Junichi Tanaka
Keyword(s):  
Mass Spectrometry ◽  
Drug Development ◽  
Ethyl Acetate ◽  
Spectroscopic Data ◽  
Soft Coral ◽  
Ethyl Acetate Extract ◽  
2D Nmr ◽  
Cancer Drug ◽  
Nmr Data ◽  
Anti Cancer

One new dolabellane (1) and two known diterpenoids stolonidiol (2) and clavinflol B (3) have been isolated from the ethyl acetate extract of the Indonesian soft coral Anthelia sp. A new compound 1 exhibited a moderate cytotoxicity against NBT-T2 cells at 10 µg/mL, while known compounds 2 and 3 showed cytotoxicity at 1 and 0.5 µg/mL, respectively. Structure of the new compound 1 was elucidated by interpretation of NMR spectroscopic data (1D and 2D NMR data) and mass spectrometry (ESIMS data) as well as comparison with those of related ones. This finding should be useful for anti cancer drug development of the promising dolabellane-types compound.

scholarly journals ANALISIS KANDUNGAN GIZI EKSTRAK KULIT SALAK PRODUKSI KELOMPOK TANI ABIAN SALAK DESA SIBETAN SEBAGAI UPAYA PENGEMBANGAN POTENSI PRODUK PANGAN LOKAL

2016 ◽  
Vol 4 (2) ◽  
Author(s):  
Dhyana Putri
Keyword(s):  
Cardiovascular Disease ◽  
Antioxidant Activity ◽  
Phenolic Compounds ◽  
Local Food ◽  
Natural Antioxidants ◽  
Descriptive Study ◽  
Boiling Process ◽  
Processed Products ◽  
Water Dilution ◽  
Water Ratio

BackgroundSnakefruit more technically known as ‘Salak’ (Salacca sp) is native fruit of Indonesia regarded as exotic fruit that can consumed not only its flesh fruit but also its skin in the form of extract as it has an efficacy. Extract of snakefruit rind can be proceed into a healthy beverages that contains phenolic compounds which known as natural antioxidants. ObjectiveThis study aimed to describe the content of nutrients such as carbohydrates, proteins, and antioxidants in the extract of snakefruit rind products. This data will be useful as information material to local food industryas well as further research on the processed products for health. Methods This research is a descriptive study that examines the content of carbohydrates, protein, and antioxidants in the extract of snakefruit rind products. Samples were rind of snakefruit with various concentration masses, in water ratio 1%, 5%, 10%, and non compositions. ResultCarbohydrate, protein, antioxidant capacity and IC50 respectively for each composition, are (1) the composition of the 1%: -0.04%; 0.21%; 20.70 ppm, 426.58 ppm; (2) the composition of 5%: 0.82%; 0.20%; 73.40 ppm; 151.41 ppm; (3) the composition of 10%: 0.93%; 0.20%; 110.29 ppm; 87.11 ppm; (4) non composition: 28.14%; 44.90%; 215.10 ppm; 56.10 ppm, and non composition: 1.00%; 0.00%; 25.73 ppm; 92.18 ppm. The most potential nutrient compound in extract of snakefruit rind is the antioxidant, which produced as beverages like tea product. The composition of 10% is the most active category of antioxidant activity, whereas 5% in medium category, and composition of 1% in weak category. Carbohydrates and proteins compound are gradually lower in each composition, caused by boiling process due to the process of water dilution. ConclusionsThis study revealed that extract of snakefruit rind can produced as healthy beverages (such as tea), as it is a potential wastes treatment for local food products. The extract of snakefruit rind consist of nutrition just like proteins, carbohydrates which are great for health and also contains lots of a powerful antioxidant and works well to prevent cardiovascular disease, strokes, and even cancer, prevent allergies, increase fertility, and boost immunity. Keywords: Rind of snakefruit. Antioxidant, Tea

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