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Author(s):  
Takumi Watanabe ◽  
Kayo Terada ◽  
Shogo Takemura ◽  
Hiroyasu Masunaga ◽  
Kousuke Tsuchiya ◽  
...  
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2022 ◽  
Vol 2022 ◽  
pp. 1-9
Author(s):  
Chuanqi Xie ◽  
Shufen Wang ◽  
Mingyuan Cao ◽  
Wei Xiong ◽  
Lei Wu

Inflammation is generally considered a key risk factor in the progress of several chronic diseases, such as arthritis, gastritis, and hepatitis. Natural products with anti-inflammatory ability have played a great role in the process of overcoming these inflammatory diseases. In this study, we evaluated the anti-inflammatory activities of ten natural compounds derived from lotus seedpod and discovered (E)-9-octadecenoic acid ethyl ester (E9OAEE) inhibited the production of nitric oxide (NO) optimally in lipopolysaccharide (LPS)-induced RAW264.7 macrophages. Furthermore, we explored the effects of E9OAEE on inflammatory responses and the underlying mechanisms in LPS-induced RAW264.7 macrophages. The results indicated that E9OAEE significantly suppressed the production of NO, prostaglandin E2 (PGE2), and tumour necrosis factor-α (TNFα) in a dose-dependent manner. The protein expression and mRNA levels of inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX2) were inhibited by pretreatment of E9OAEE. Furthermore, E9OAEE restrained the phosphorylation of mitogen-activated protein kinase (MAPKs) family members, ERK, P38, and JNK stimulated by LPS-treated for 30 min and prevented the nuclear translocation of nuclear factor-kappa B (NF-κB) prompted by LPS-treated for 6 h in RAW264.7 macrophages. Taken together, we discovered an anti-inflammatory component from lotus seedpod and identified E9OAEE attenuated the inflammatory response in LPS-induced RAW264.7 macrophages probably by regulating the activation of MAPKs and NF-κB signalling pathways, which would provide some base for the development of new anti-inflammatory drugs.


2021 ◽  
Vol 2 (6) ◽  
pp. 1-4
Author(s):  
Ruey J. Yu

Our research reveals that non-toxic creatine derivatives, especially N-acetyl-creatine ethyl ester, to be therapeutically effective on topical application or by superficial subcutaneous injection over sites of pain to rapidly alleviate or eliminate pain associated with various inflammatory conditions including arthritis, acute common headache, osteoarthritis, psoriatic arthritis, rheumatoid arthritis and various other pains associated with inflammation.


Molecules ◽  
2021 ◽  
Vol 26 (24) ◽  
pp. 7676
Author(s):  
Muddaser Shah ◽  
Waheed Murad ◽  
Najeeb Ur Rehman ◽  
Sidra Mubin ◽  
Jamal Nasser Al-Sabahi ◽  
...  

The current study aimed to explore the crude oils obtained from the n-hexane fraction of Scutellaria edelbergii and further analyzed, for the first time, for their chemical composition, in vitro antibacterial, antifungal, antioxidant, antidiabetic, and in vivo anti-inflammatory, and analgesic activities. For the phytochemical composition, the oils proceeded to gas chromatography-mass spectrometry (GC-MS) analysis and from the resultant chromatogram, 42 bioactive constituents were identified. Among them, the major components were linoleic acid ethyl ester (19.67%) followed by ethyl oleate (18.45%), linolenic acid methyl ester (11.67%), and palmitic acid ethyl ester (11.01%). Tetrazolium 96-well plate MTT assay and agar-well diffusion methods were used to evaluate the isolated oil for its minimum inhibitory concentrations (MIC), minimum bactericidal concentration (MBC), half-maximal inhibitory concentrations (IC50), and zone of inhibitions that could determine the potential antimicrobial efficacy’s. Substantial antibacterial activities were observed against the clinical isolates comprising of three Gram-negative bacteria, viz., Escherichia coli, Klebsiella pneumoniae, and Pseudomonas aeruginosa, and one Gram-positive bacterial strain, Enterococcus faecalis. The oils were also effective against Candida albicans and Fusarium oxysporum when evaluated for their antifungal potential. Moreover, significant antioxidant potential with IC50 values of 136.4 and 161.5 µg/mL for extracted oil was evaluated through DPPH (1,1-Diphenyl-2-picryl-hydrazyl) and ABTS assays compared with standard ascorbic acid where the IC50 values were 44.49 and 67.78 µg/mL, respectively, against the tested free radicals. The oils was also potent, inhibiting the α-glucosidase (IC50 5.45 ± 0.42 µg/mL) enzyme compared to the standard. Anti-glucosidase potential was visualized through molecular docking simulations where ten compounds of the oil were found to be the leading inhibitors of the selected enzyme based on interactions, binding energy, and binding affinity. The oil was found to be an effective anti-inflammatory (61%) agent compared with diclofenac sodium (70.92%) via the carrageenan-induced assay. An appreciable (48.28%) analgesic activity in correlation with the standard aspirin was observed through the acetic acid-induced writhing bioassay. The oil from the n-hexane fraction of S. edelbergii contained valuable bioactive constituents that can act as in vitro biological and in vivo pharmacological agents. However, further studies are needed to uncover individual responsible compounds of the observed biological potentials which would be helpful in devising novel drugs.


2021 ◽  
Vol 29 (4) ◽  
pp. 738-750
Author(s):  
Han-Ju Chien ◽  
Yi-Chun Ma ◽  
Yi-Feng Zheng ◽  
Cheng-Yu Kuo ◽  
Wei-Chen Wang ◽  
...  

2021 ◽  
Vol 10 (16) ◽  
pp. e338101623706
Author(s):  
Flávia Santina Pelissari Quinalha ◽  
Luciana Pelissari Manin ◽  
Marina Masetto Antunes ◽  
Guilherme Godoy ◽  
Marília Bellanda Galuch ◽  
...  

Omega-3 long-chain polyunsaturated fatty acids (n-3 LC-PUFA), such as eicosapentaenoic acid (EPA) and docosahexaenoic acid (DHA) play an important role in human health. Fish oils enriched with EPA and DHA have commercialized in triacylglycerol (TAG) and ethyl ester forms (EE). In this study, we compared the impact of diets containing fish oil in ethyl ester and triacylglycerol forms as a lipid source in five different tissues as liver, skeleteral muscle, brain, and epididymal white adipose tissue (WAT). The DHA levels were higher in the WAT and skeletal muscle of TAG and EE groups in comparison with the SB group. The body weight and brain, liver, epididymal WAT, and gastrocnemius muscle weights, and serum glucose, TG, cholesterol were not different between the groups. Thus, we conclude that EPA and DHA in the form of EE or TAG influence the fatty acids composition of different tissues.


Catalysts ◽  
2021 ◽  
Vol 11 (12) ◽  
pp. 1440
Author(s):  
Francesco Presini ◽  
Graziano Di Carmine ◽  
Pier Paolo Giovannini ◽  
Virginia Cristofori ◽  
Lindomar Alberto Lerin ◽  
...  

2,3-dihydroxy-2-methylbutyric acid, also known as 2,3-dimethylglyceric acid, constitutes the acyl and/or the alcoholic moiety of many bioactive natural esters. Herein, we describe a chemoenzymatic methodology which gives access to all the four possible stereoisomers of the 2,3-dimethylglyceric acid ethyl ester. The racemic ethyl α-acetolactate, produced by the N-heterocycle carbene (NHC)-catalyzed coupling of ethyl pyruvate and methylacetoin was employed as the starting material. The racemic mixture was resolved through (S)-selective reductions, promoted by the acetylacetoin reductase (AAR) affording the resulting ethyl (2R,3S)-2,3-dimethylglycerate; the isolated remaining (S)-ethyl α-acetolactate was successively treated with baker’s yeast to obtain the corresponding (2S,3S) stereoisomer. syn-2,3-Dimethylgliceric acid ethyl ester afforded by reducing the rac-α-acetolactate with NaBH4 in the presence of ZnCl2 was kinetically resolved through selective acetylation with lipase B from Candida antarctica (CAL-B) and vinyl acetate to access to (2S,3R) stereoisomer. Finally, the (2R,3R) stereoisomer, was prepared by C3 epimerization of the (2R,3S) stereoisomer recovered from the above kinetic resolution, achieved through the TEMPO-mediated oxidation, followed by the reduction of the produced ketone with NaBH4. The resulting 2,3-dimethylglycertate enriched in the (2R,3R) stereoisomer was submitted to stereospecicific acetylation with vinyl acetate and CAL-B in order to separate the major stereoisomer. The entire procedure enabled conversion of the racemic α-acetolactate into the four enantiopure stereoisomers of the ethyl 2,3-dihydroxy-2-methylbutyrate with the following overall yields: 42% for the (2R,3S), 40% for the (2S,3S), 42% for the (2S,3R) and 20% for the (2R,3R).


2021 ◽  
Vol 25 (7) ◽  
pp. 1179-1185
Author(s):  
O.O. Oniya ◽  
A. Saleh ◽  
F.B. Akande ◽  
D.T. Adeyemi

The objective of this study was to characterize a low cost heterogeneous catalyst from the transesterification of sand apple (Parinari polyandra B.) biodiesel. Sand apple fruits were processed and oil was extracted using solvent extraction method. Raw eggshells were calcined at 800°C for 120 min in the muffle furnace. Surface properties of the raw and calcined eggshell were characterized using Fourier Transformed Infrared Radiation (FTIR) and X-Ray Fluorescence (XRF). Transesterification of the Sand Apple Oil (SASO) with ethanol in the presence of the calcined catalyst to produce ethyl ester and glycerol were optimized using Central Composite Design at different temperatures and time. Reactants for the transesterification process were the raw SASO and anhydrous ethanol. The study shows that raw eggshell was more stable with hydrogen bond form at 2,724 cm-1an while oil yield of 53.13 % was obtained from sand apple kernels. Ethyl ester yield of 90% was obtained from SASO. The results of transesterification shows the maximum biodiesel yield of 90% was obtained at reaction temperature of 65°C and time of 120 min, while the minimum yield of 70% was obtained at temperature of 55°C and time of 60 min; indicating that biodiesel increase with increase in time. Similarly, yield of ethyl ester of SASO also increased when the reaction temperature increased. The percentages of biodiesel yield obtained from SASO transesterification in this study showed that sand apple is promising oil for biodiesel production as compared with other vegetable oil crop obtained in previous studies


2021 ◽  
Author(s):  
◽  
Hedley Stirrat

<p>Natural products continue to be an abundant source of lead compounds for drug discovery and development. (–)-TAN-2483A and (–)-TAN-2483B, isolated from the culture of a filamentous fungus, incorporate an unusual furo[3,4-b]pyran-5-one scaffold. TAN-2483A was initially reported to inhibit the c-Src tyrosine kinase enzyme, a potential anticancer target, and parathyroid hormone-induced bone resorption. TAN-2483B, on the other hand, was not isolated in sufficient quantities for biological testing. The synthesis of TAN-2483B is therefore desirable from a drug discovery perspective. Several analogues of TAN-2483B that are functionalised at the propenyl sidechain have previously been synthesised in the Harvey group and have shown promising biological activity. For example, the (Z)-ethyl ester analogue showed micromolar inhibition of HL-60 cells and Bruton’s tyrosine kinase, a protein involved in B-cell maturation that is implicated in certain cancers. The lactone moiety of TAN-2483B and its sidechain analogues, however, appears to be unstable to nucleophilic attack.  The aim of this thesis was to investigate the viability of a synthetic route toward lactam analogues of TAN-2483B. It was proposed that substituting the lactone for a lactam would increase the stability of the compound in nucleophilic media. Moreover, the lactam nitrogen may provide a site for further functionalisation of the compound for future structure-activity relationship studies. Because installation of the (Z)-ethyl ester sidechain via Wittig conditions has previously been found to be more facile than installation of the (E)-propenyl sidechain found in the natural product, investigations into forming the lactam ring system were carried out on the ethyl ester advanced intermediates. Reductive amination of a ketone intermediate was envisaged to install the amine prior to a palladium-catalysed carbonylation/lactam formation step. The promising bioactivity of the (Z)-ethyl ester analogue was anticipated to be retained in the target lactam analogues.  It was found that the substrates of the proposed reductive amination, the advanced ketone intermediates, were incompatible with the tested conditions, presumably due to base sensitivity. Three by-products from the reductive amination experiments were isolated and tentatively characterised by NMR spectroscopy and HRMS. An alternative route toward lactam analogues of TAN-2483B, via intermediate amines accessed by the substitution of an activated alcohol, was briefly investigated with encouraging results.  Further optimisation of the synthetic route toward analogues of TAN-2483B was also achieved. Removal of a purification step enabled the more expedient two-step synthesis of a diol intermediate. The two-step transformation to (Z)- and (E)-ethyl ester intermediates, via sodium periodate-mediated diol cleavage and Wittig olefination, proceeded in the highest yield obtained to date. Investigations into the desilylation of a trimethylsilyl-protected acetylene were also conducted.  Although lactam analogues of TAN-2483B were not obtained in this study, progress was made toward their synthesis. The alternative route toward amines that was briefly explored here appears promising, and work is ongoing in the Harvey group to access lactam (and other) analogues of TAN-2483B, in addition to the natural product itself.</p>


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