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 ◽  
...  

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.

2014 ◽  
Vol 9 (8) ◽  
pp. 1934578X1400900
Author(s):  
Plamen N. Penchev ◽  
Stefka R. Nachkova ◽  
Tonka A. Vasileva ◽  
Petko I. Bozov

The 1H and 13C NMR spectra of the neo-clerodane diterpenoid scutecyprin were completely assigned by using a combination of 2D NMR experiments, which included 1H-1H COSY, HSQC, HMBC and NOESY sequences.


2004 ◽  
Vol 59 (3) ◽  
pp. 329-333 ◽  
Author(s):  
Viqar U. Ahmad ◽  
Javid Hussain ◽  
Hidayat Hussain ◽  
Umar Farooq ◽  
Erum Akber ◽  
...  

Two new ceramides have been isolated from Tanacetum artemisioides, besides the known constituents β -sitosterol and β -sitosterol glycoside. The structure elucidation of the isolated new compounds was based primarily on 1D and 2D NMR analysis, including COSY, HMQC, HMBC correlations. The compound 1 and 2 showed inhibitory activity against acetylcholinesterase


2019 ◽  
Vol 84 (4) ◽  
pp. 343-353
Author(s):  
Lina Rekovic ◽  
Lidija Kosychova ◽  
Irina Bratkovskaja ◽  
Regina Vidziunaite

Three new 1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one oximes were synthesized and characterized by the methods of 1H- and 13C-NMR, IR and elemental analysis. Along with previously described compounds bearing one additional methyl group on the 5th nitrogen atom, the new compounds were characterized in bulk by UV?Vis and fluorescence spectroscopy in various solvents. The influence of the nature of the organic solvent on the spectra of the title compounds was investigated and is discussed.


2018 ◽  
Vol 2018 ◽  
pp. 1-8 ◽  
Author(s):  
Nguyen Phuong Thao ◽  
Pham Thanh Binh ◽  
Nguyen Thi Luyen ◽  
Ta Manh Hung ◽  
Nguyen Hai Dang ◽  
...  

As part of an ongoing search for new natural products from medicinal plants to treat type 2 diabetes, two new compounds, a megastigmane sesquiterpenoid sulfonic acid (1) and a new cyclohexylethanoid derivative (2), and seven related known compounds (3–9) were isolated from the leaves of Wedelia chinensis (Osbeck.) Merr. The structures of the compounds were conducted via interpretation of their spectroscopic data (1D and 2D NMR, IR, and MS), and the absolute configurations of compound 1 were determined by the modified Mosher’s method. The MeOH extract of W. chinensis was found to inhibit α-amylase and α-glucosidase inhibitory activities as well as by the compounds isolated from this extract. Furthermore, compound 7 showed the strongest effect with IC50 values of 112.8 ± 15.1 μg/mL (against α-amylase) and 785.9 ± 12.7 μg/mL (against α-glucosidase). Compounds 1, 8, and 9 showed moderate α-amylase and α-glucosidase inhibitory effects. Other compounds showed weak or did not show any effect on both enzymes. The results suggested that the antidiabetic properties from the leaves of W. chinensis are not simply a result of each isolated compound but are due to other components such as the accessibility of polyphenolic groups to α-amylase and α-glucosidase activities.


2020 ◽  
Vol 15 (10) ◽  
pp. 1934578X2093378
Author(s):  
Josep Coll Toledano

The present review of NMR spectroscopic structural elucidation data of new compounds isolated from Scutellaria species is focused on the title compounds, displaying a peculiar 13-spiro feature. It contains a compilation of 1H and 13C NMR data of these diterpenoids grouped by similar substitution patterns. Comparing shielding effects pointed out not only the identity of some compounds (already reported) but also potential misassignments and convenient revisions to get unambiguous structural proposals.


2008 ◽  
Vol 73 (8-9) ◽  
pp. 781-791 ◽  
Author(s):  
Asif Husain ◽  
F.J. Ahmad ◽  
Mohd Ajmal ◽  
Priyanka Ahuja

A novel series of 1-(4-phenoxyphenyl)-3-[5-(substituted aryl)-1,3,4-oxa- diazol-2-yl]propan-1-one was synthesized by reaction of 3-(4-phenoxybenzoyl)propionic acid with several aryl acid hydrazides in phosphorus oxychloride. The structures of the compounds were supported by IR, 1H- and 13C-NMR, MS data and elemental analysis results. These compounds were tested for their anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation actions. A few compounds were found to have very good anti-inflammatory activity in the carrageenan-induced rat paw edema test, while a fair number of the compounds showed significant analgesic activity in the acetic acid-induced writhing test. These new compounds showed very low ulcerogenic action with reduced malondialdehyde content (MDA), which is one of the by-products of lipid peroxidation.


2011 ◽  
Vol 6 (9) ◽  
pp. 1934578X1100600 ◽  
Author(s):  
Liva Harinantenaina ◽  
Peggy J. Brodie ◽  
Martin W. Callmander ◽  
Richard Randrianaivo ◽  
Stephan Rakotonandrasana ◽  
...  

Bioassay guided fractionation of the ethanol extract of a new endemic species of the genus Astrotrichilia led to the isolation of the new antiproliferative 3-(4′-hydroxy-2′,3′-dihydroprenyl)-4,6-dimethoxy-5-methylcoumarin, named astrotricoumarin (8) with an IC50 value of 6.8 μM against the A2780 cell line. The structure of compound 8 was elucidated on the basis of its physical and spectroscopic data, including extensive 1D- and 2D-NMR analysis.


2016 ◽  
Vol 11 (11) ◽  
pp. 1934578X1601101 ◽  
Author(s):  
Sarbast A. Mahmud ◽  
Omar A.M Al-Habib ◽  
Serena Bugoni ◽  
Marco Clericuzio ◽  
Giovanni Vidari

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.


Molecules ◽  
2019 ◽  
Vol 24 (17) ◽  
pp. 3069 ◽  
Author(s):  
Ashraf A. Aly ◽  
Nasr K. Mohamed ◽  
Alaa A. Hassan ◽  
Kamal M. El-Shaieb ◽  
Maysa M. Makhlouf ◽  
...  

The reactions of dialkyl acetylenedicarboxylates with various 2-oxo-acenaphthoquinylidene- and 4-acetyl[2.2]paracyclophanylidene-thiosemicarbazones were investigated. Using simple experimental procedures, 1,3-Thiazolidin-4-ones derived from acenaphthequinone or [2.2]paracyclophane were obtained as major products in good yields. In the case of allyl derivative of acenaphthoquinylidene-thiosemicarbazones, a complex structure of tetramethyl 5-(2-(((Z,E)-N-allyl-N′-(2-oxoacenaphthylen-1(2H)-ylidene)carbamohydrazonoyl)thio)-1,2,3-tris-(methoxycarbonyl)-cyclopropyl)-4-methoxy-7-oxabicyclo[2.2.1]hepta-2,5-diene-1,2,3,6-tetracarboxylate was formed. Single crystal X-ray analysis was used as an efficient tool to confirm the structure of the synthesized compounds as well as different spectroscopic data (1H-NMR, 13C-NMR, 2D-NMR, mass spectrometry and elemental analysis). The mechanism of the obtained products was discussed.


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