Bioactive Compounds with Significant Anti- Rheumatoid Arthritis Effect Isolated for the First time from Leaves of Bougainvillea spectabilis

Author(s):  
Amal H. Ahmed ◽  
Asmaa S. Abd Elkarim

Objective: The aim of this work is to identify and purify bioactive compounds from 70℅ aqueous methanolic extract (AME) of B. spectabilis leaves collected in Cairo, Egypt and assessed their rheumatoid arthritis activity. Methods: The methanolic extract of B. spectabilis leaves was fractionated and subjected to different chromatographic techniques to isolate pure new compounds which were identified by one dimensional and two dimensional nuclear magnetic resonance (NMR) spectroscopic analyses and mass spectrometric methods. The isolated compounds were evaluated for their anti-inflammatory activity on adjuvant induced chronic rheumatoid arthritis. Results & Discussion: Seven bioactive compounds were purified and identified for the first time from the methanolic extract of Bougainvillea spectabilis leaves; secologanin dimethyl acetal, α- and β- amyrin, α- and β- amyrin acetate, Kaempferol and kaempferol- 3 – O- rhamnoside. The previously mentioned compounds had significant effect against rheumatoid arthritis. Conclusion: The seven compounds isolated from the methanolic extract of B. spectabilis leaves showed strong antirheumatoid arthritis activity.

Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 1951 ◽  
Author(s):  
Thi-Bach-Le Nguyen ◽  
Olivier Delalande ◽  
Isabelle Rouaud ◽  
Solenn Ferron ◽  
Laura Chaillot ◽  
...  

Two compounds (1) and (2) containing tert-butylphenol groups were, for the first time, produced during the culture of Paenibacillus odorifer, a bacterial strain associated with the crustose lichen, Rhizocarpon geographicum. Their entire structures were identified by one-dimensional (1D) and two-dimensional (2D) NMR and high-resolution electrospray ionisation mass spectrometry (HRESIMS) spectroscopic analyses. Among them, Compound 1 exhibited significant cytotoxicity against B16 murine melanoma and HaCaT human keratinocyte cell lines with micromolar half maximal inhibitory concentration (IC50) values. Furthermore, after supplementation studies, a putative biosynthesis pathway was proposed for Compound 1 throughout a bioconversion by this bacterial strain of butylated hydroxyanisole (BHA), an antioxidant polymer additive.


Planta Medica ◽  
2018 ◽  
Vol 84 (18) ◽  
pp. 1340-1347 ◽  
Author(s):  
Sin-Ling Wang ◽  
Hsiang-Ruei Liao ◽  
Ming-Jen Cheng ◽  
Chih-Wen Shu ◽  
Chun-Lin Chen ◽  
...  

AbstractFour new 2-(2-phenylethyl)-4H-chromen-4-one derivatives, 6-hydroxy-5-methoxy-2-[2-(4′-methoxyphenyl)ethyl]chromone (1), 6,7-dimethoxy-2-[2-(2′-hydroxyphenyl)ethyl]chromone (2), 5-hydroxy-6-methoxy-2-[2-(3′-methoxyphenyl)ethyl]-chromone (3), and 7-chloro-8-hydroxy-2-[2-(4′-methoxyphenyl)ethyl]chromone (4), have been isolated from the resinous wood of Aquilaria sinensis, together with 16 known compounds (5–20). Among these, 7-methoxy-2-[2-(4′-methoxyphenyl)ethyl]chromone (5) was isolated from a natural source for the first time. The structures of the new compounds were established by spectroscopic analyses (1D and 2D NMR, HR-ESI-MS, IR, UV). Nine compounds, including 1 showed more than 80% inhibition of superoxide anion generation by human neutrophils in response to formyl-L-methionyl-L-leucyl-L-phenylalanine at 50 µM.


2020 ◽  
Vol 21 (3) ◽  
pp. 219-225
Author(s):  
Amal H. Ahmed

Objective: To isolate and identify new compounds from the methanolic extract of Callistemon viminalis leaves collected in Cairo, Egypt and evaluate its cytotoxic and hepatoprotective potentials. Method: The methanolic extract of Callistemon viminalis leaves was fractionated and subjected to different chromatographic techniques to isolate pure, new compounds which were identified by nuclear magnetic resonance (NMR), spectroscopic analysis and mass spectrometric methods. The methanolic extract of the leaves was assessed for its cytotoxic and hepatoprotective activities against Hepatocellular carcinoma cells (Hep G-2 cell line) by estimating the viability of the HepG2 cells by the MTT reduction assay. Results: Six compounds were isolated and identified for the first time from the methanolic extract of Callistemon viminalis leaves, three compounds are new flavonoids namely; 3-O-[α-L-arabinopyranosyl- (1→2)-α-L-arabinopyranosyl)]-3′-O-methylquercetin (C1); 5,7,3',4' tetrahydroxy isoflavone-7-O-α- L-1C4- rhamnopyranosyl (1'''-6'')-O-β-D-4C1-glucopyranoside (C2) and 6-methyl-5,7-dihydroxy-4'- methoxyflavone (C6) along with the three known ones; hyperoside (C3), rutin (C4) and isoquercitrin (C5). Conclusion: The methanolic extract of the leaves showed strong cytotoxic activity against Hepatocellular carcinoma cells (Hep G-2 cell line) and weak hepatoprotective effect.


Marine Drugs ◽  
2019 ◽  
Vol 17 (8) ◽  
pp. 461
Author(s):  
Tseng ◽  
Ahmed ◽  
Huang ◽  
Tsai ◽  
Tai ◽  
...  

Two new capnosane-based diterpenoids, flaccidenol A (1) and 7-epi-pavidolide D (2), two new cembranoids, flaccidodioxide (3) and flaccidodiol (4), and three known compounds 5 to 7 were characterized from the marine soft coral Klyxum flaccidum, collected off the coast of the island of Pratas. The structures of the new compounds were determined by extensive spectroscopic analyses, including 1D and 2D nuclear magnetic resonance (NMR) spectroscopy, and spectroscopic data comparison with related structures. The rare capnosane diterpenoids were isolated herein from the genus Klyxum for the first time. The cytotoxicity of compounds 1 to 7 against the proliferation of a limited panel of cancer cell lines was assayed. The isolated diterpenoids also exhibited anti-inflammatory activity through suppression of superoxide anion generation and elastase release in the N-formyl-methionyl-leucyl-phenylalanine/cytochalasin B (fMLF/CB)-stimulated human neutrophils. Furthermore, 1 and 7 also exhibited cytotoxicity toward the tested cancer cells, and 7 could effectively inhibit elastase release. It is worth noting that the biological activities of 7 are reported for the first time in this paper.


Marine Drugs ◽  
2020 ◽  
Vol 18 (3) ◽  
pp. 132 ◽  
Author(s):  
Jing-Shuai Wu ◽  
Xiao-Hui Shi ◽  
Guang-Shan Yao ◽  
Chang-Lun Shao ◽  
Xiu-Mei Fu ◽  
...  

Aspergillus terreus has been reported to produce many secondary metabolites that exhibit potential bioactivities, such as antibiotic, hypoglycemic, and lipid-lowering activities. In the present study, two new thiodiketopiperazines, emestrins L (1) and M (2), together with five known analogues (3–7), and five known dihydroisocoumarins (8–12), were obtained from the marine-derived fungus Aspergillus terreus RA2905. The structures of the new compounds were elucidated by analysis of the comprehensive spectroscopic data, including high-resolution electrospray ionization mass spectrometry (HRESIMS), one-dimensional (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR), and electronic circular dichroism (ECD) data. This is the first time that the spectroscopic data of compounds 3, 8, and 9 have been reported. Compound 3 displayed antibacterial activity against Pseudomonas aeruginosa (minimum inhibitory concentration (MIC) = 32 μg/mL) and antifungal activity against Candida albicans (MIC = 32 μg/mL). In addition, compound 3 exhibited an inhibitory effect on protein tyrosine phosphatase 1 B (PTP1B), an important hypoglycemic target, with an inhibitory concentration (IC)50 value of 12.25 μM.


2011 ◽  
Vol 66 (7) ◽  
pp. 733-739
Author(s):  
Wen Jun He ◽  
Zhao Hui Fu ◽  
Hong Jin Han ◽  
He Yan ◽  
Guang Zhi Zeng ◽  
...  

Seven new compounds, including three benzoic acid allopyranosides keteleeroside A (1), keteleeroside B (2) and keteleeroside C (3), and four lignan glycosides 3’-demethylicariside E3 (4), isocupressoside B (5), 3-methoxyisocupressoside B (6), and isomassonianoside B (7), along with five known compounds (8 - 12), were isolated from the n-butanol part of the methanolic extract of the twigs of Keteleeria evelyniana. The structures of these compounds were elucidated mainly by the analysis of their NMR and MS data. All compounds were isolated from this genus for the first time. The skeleton of lignan glycoside 4 was isolated from the Pinaceae family for the first time. All compounds were evaluated for antimicrobial activity against Candida albicans and Staphylococcus aureus, and their cytotoxic activity against K562, HT-29, B16, BGC-823, BEL-7402, SGC-7901, U251, and A549 cancer cell lines was studied. Results indicated that none of the compounds showed antimicrobial or cytotoxic activity.


1972 ◽  
Vol 1 (1) ◽  
pp. 2-4 ◽  
Author(s):  
Irena Zimmermann-górska ◽  
Marja Routavaara ◽  
Jukka Martio ◽  
Zimmermann-górska

2019 ◽  
Vol 23 (17) ◽  
pp. 1857-1866
Author(s):  
Munawar Hussain ◽  
Zaheer Ahmed ◽  
Shamsun N. Khan ◽  
Syed A. A. Shah ◽  
Rizwana Razi ◽  
...  

Three new 5-deoxyflavonoid and dihydroflavonoids 2, 3 and 4 have been isolated from the methanolic extract of Abutioln pakistanicum aerial parts, for which structures were elucidated explicitly by extensive MS- and NMR-experiments. In addition to these, 3,7,4′-trihydroxy-3′-methoxy flavonol (1) is reported for the first time from Abutioln pakistanicum. Compound 2 and 4 are p-coumaric acid esters while compounds 2–4 exhibited α-glucosidase inhibitory activity. Docking studies indicated that the ability of flavonoids 2, 3 and 4 to form multiple hydrogen bonds with catalytically important residues is decisive hence is responsible for the inhibition activity. The docking results signified the observed in-vitro activity quite well which is in accordance with previously obtained conclusion that phenol moiety and hydroxyl group are critical for the inhibition of α-glucosidase enzyme.


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