scholarly journals Anti-glycation, Carbonyl Trapping and Anti-inflammatory Activities of Chrysin Derivatives

Molecules ◽  
2018 ◽  
Vol 23 (7) ◽  
pp. 1752 ◽  
Author(s):  
Seung Hwang ◽  
Hyun Kim ◽  
Guanglei Zuo ◽  
Zhiqiang Wang ◽  
Jae-Yong Lee ◽  
...  
Keyword(s):  
Water Solubility ◽  
Aldol Condensation ◽  
Inhibitory Effect ◽  
Food Ingredient ◽  
Inflammatory Agent ◽  
Glycation End Products ◽  
Anti Inflammatory ◽  
Applicable Knowledge ◽  
Derivatives Of ◽  
Anti Inflammation

The aim of this study was searching anti-glycation, carbonyl trapping and anti-inflammatory activities of chrysin derivatives. The inhibitory effect of chrysin on advanced glycation end-products (AGEs) was investigated by trapping methylglyoxal (MGO), and MGO-conjugated adducts of chrysin were analyzed using LC-MS/MS. The mono- or di-MGO-conjugated adducts of chrysin were present at 63.86 and 29.69% upon 48 h of incubation at a chrysin:MGO ratio of 1:10. The MGO adducted positions on chrysin were at carbon 6 or 6 & 8 in the A ring by classic aldol condensation. To provide applicable knowledge for developing chrysin derivatives as AGE inhibitors, we synthesized several O-alkyl or ester derivatives of chrysin and compared their AGE formation inhibitory, anti-inflammatory, and water solubility characteristics. The results showed that 5,7-di-O-acetylchrysin possessed higher AGE inhibitory and water solubility qualities than original chrysin, and retained the anti-inflammation activity. These results suggested that 5,7-di-O-acetylchrysin could be a potent functional food ingredient as an AGE inhibitor and anti-inflammatory agent, and promotes the development of the use of chrysin in functional foods.

scholarly journals SYNTHESIS NEW POTENTIAL ANTI-INFLAMMATORY AGENT SODIUM SALT OF PENTAGAMAVUNON-0

2010 ◽  
Vol 4 (3) ◽  
pp. 180-185
Author(s):  
Enade Perdana Istyastono ◽  
Rr. Sri Untari Siwi S.M.P ◽  
Andreas Asdi Utama ◽  
Supardjan A.M
Keyword(s):  
Inflammatory Activity ◽  
Physiological Changes ◽  
Solubility In Water ◽  
Curcumin Analogues ◽  
Inflammatory Agent ◽  
Curcumin Derivatives ◽  
Inflammatory Drugs ◽  
Anti Inflammatory ◽  
Living Tissues ◽  
Anti Inflammation

Inflammation is the response of living tissues to injury. The process affects physiological changes such as erythema, edema, asthma and fever. Non-steroid Anti-inflammatory Drugs (NSAIDs) have been developed since they could inhibit inflammation process because of its ability to inhibit biosynthesis of prostaglandin, one of inflammation mediators, through inhibition of cyclooxigenase (COX) enzymes. Molecules, which have been reported having anti-inflammatory activity, for example, are curcumin, some curcumin derivatives and curcumin analogues. One of curcumin analogues that has been  developed is pentagamavunon-0 (PGV-0) whose IUPAC name is 2,5-bis(4'-hidroxy-3'-methoxy-benzylidene)cyclo-pentanone. But PGV-0, which is like curcumin, practically insoluble in water, so it causes problems in the development. The aim of this research is to synthesize a derivative of PGV-0, a natrium salt of PGV-0 (natrium pentagamavunonate-0/Na-pentagamavunonate-0), which is hoped to have a better anti-inflammatory activity and solubility in water than PGV-0. PGV-0 was synthesized by reacting vanillin and cyclopentanone catalized by acid. Na-pentagamavunonate-0 was synthesized with PGV-0 as a starting material using an appropriate method. This research was able to synthesize new compound that was estimated as a natrium salt of PGV-0 (natrium pentagamavunonate-0/Na-pentagamavunonate-0).   Keywords: Curcumin, PGV-0, Na-pentagamavunonate-0, anti-inflammation

EMERGING ANTI-INFLAMMATORY POTENTIALS OF SOME NOVEL SCHIFF’S BASE DERIVATIVES OF 3, 4- DIOXYMETHYLENE ACETOPHENONE

2018 ◽  
pp. 1-4
Author(s):  
Mahapatra DK ◽  
Thote LT ◽  
Dhabarde DM
Keyword(s):  
Continuous Process ◽  
Therapeutic Index ◽  
Paw Edema ◽  
Schiff’S Base ◽  
Standard Drug ◽  
Stomach Pain ◽  
Anti Inflammatory ◽  
Derivatives Of ◽  
Anti Inflammation ◽  
Physical Challenge

Inflammation represents a physical challenge to the human by offering acute pain, edema, redness, and bodily discomfort. Thearea of drug discovery is a continuous process for designing and fabricating better non-steroidal anti-inflammation drugs (NSAIDs). However,they suffer from abundant side-effects such as bleeding in GIT, stomach pain, heartburn, etc. Objective: Based on the path of new drugdiscovery, the present investigation aimed at exploration of anti-inflammatory potential of two Schiff’s base containing 3, 4-dioxymethylenebased compounds. Materials and Methods: (Z)-4-(2-aminoethyl)-N-(1-(benzo[d][1,3]dioxol-5-yl)ethylidene)aniline (3) (at 100 mg/kg b.w.) and(Z)-N-(1-(benzo[d][1,3]dioxol-5-yl)ethylidene)-4-(2-(methylamino)ethyl)aniline (5) (at 100 mg/kg b.w.) were screened for edema reducingpotentials using carrageenan-induced paw edema method with comparison to the standard drug indomethacin (at 10 mg/kg b.w.). Results andDiscussion: The molecule (3) exhibited % edema reduction of 14.88%, 27.64%, and 38.24%, respectively at 1 hr, 2 hr, and 3 hr. The compound(5) demonstrated % edema reduction of 20.53%, 31.49%, and 44.13%, respectively at first hr, second hr, and third hr. The synthesized Schiff’sbase molecules expressed noteworthy activity as compared to indomethacin (standard drug). Conclusion: The present research represented theimportance of Schiff’s base containing 3,4-dioxymethylene hybrid compounds and will open new avenues in pharmacotherapeutics. The studywill also motivate the researchers across the globe in developing still better molecules with better therapeutic index.

scholarly journals CF3-Substituted Mollugin 2-(4-Morpholinyl)-ethyl ester as a Potential Anti-inflammatory Agent with Improved Aqueous Solubility and Metabolic Stability

Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 2030
Author(s):  
Ki Hong ◽  
Darong Kim ◽  
Bo-Kyung Kim ◽  
Seo Woo ◽  
Ji Lee ◽  
...  
Keyword(s):  
Cell Adhesion ◽  
Ethyl Ester ◽  
Water Solubility ◽  
Aqueous Solubility ◽  
Plasma Stability ◽  
Inflammatory Agent ◽  
Colon Inflammation ◽  
Tnf Α ◽  
Monocyte Cell ◽  
Anti Inflammatory

Although mollugin, the main ingredient of the oriental medicinal herb Rubia cordifolia, has considerable anti-inflammatory effects, it has poor aqueous solubility as well as poor metabolic and plasma stability. To overcome these shortfalls, various mollugin derivatives have been synthesized and evaluated for their ability to inhibit U937 monocyte cell adhesion to HT-29 colonic epithelial cells in TNF-α- or IL-6-induced models of colon inflammation. The 2-(4-morpholinyl)-ethyl ester of CF3-substituted mollugin (compound 15c) showed good water solubility, improved metabolic and plasma stability, and greater inhibitory activity than mesalazine in both the TNF-α- and IL-6-induced colonic epithelial cell adhesion assays, suggesting that 15c is a potential anti-inflammatory agent.

scholarly journals Artemisinin is highly soluble in polyethylene Glycol 4000 and such solution has multiple biological effects

2020 ◽  
Author(s):  
Fangyin Dai ◽  
Yu Bao ◽  
Zhi Li ◽  
Si-Hao Chen ◽  
Li-Zhi Gao ◽  
...  
Keyword(s):  
Polyethylene Glycol ◽  
Water Solubility ◽  
Biological Effects ◽  
Inflammatory Cells ◽  
Selective Inhibition ◽  
Inhibitory Effect ◽  
Human Hepatoma Cells ◽  
Polyethylene Glycol 4000 ◽  
Nitric Oxide Release ◽  
Anti Inflammatory

Artemisinin has a significant role in treatment of malaria, as well as effective anti-inflammatory and anti-cancer activities. However, such problems as poor water solubility and easy recrystallization limit its application. In this study, polyethylene glycol, a solvent which is widely used in pharmaceutics, was introduced to prepare an artemisinin dissolution. Under the action of hydrogen bonding in 12% polyethylene glycol 4000 solvent, the maximum solubility of artemisinin could reach up to 1 mg/mL. Meanwhile, biological functions of such artemisinin solution were evaluated. The obtained artemisinin solution had a significant inhibitory effect on Gram-positive bacteria, Gram-negative bacteria and fungi. As for the anti-inflammatory property, 0.031 mg/mL artemisinin solution had an obvious inhibitory effect on nitric oxide release in inflammatory cells, and the survival rate of cells was greater than 50%. Low concentration of the obtained artemisinin solution (0.031 mg/mL) had no significant cytotoxicity, while it displayed selective inhibition in cancer cells. IC50 for human hepatoma cells BEL-7404, SMMC7721 and Hep G2 is 0.0016 mg/mL, 0.0084 mg/mL and 0.0541 mg/mL, respectively. In conclusion, the 12% PEG4000-assisted artemisinin solution has a good biological effect and it can be further applied in pharmaceutics, biomaterials and medicine.

scholarly journals Microbial Transformation of Prenylquercetins by Mucor hiemalis

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 528 ◽  
Author(s):  
Fubo Han ◽  
Yina Xiao ◽  
Ik-Soo Lee
Keyword(s):  
Water Solubility ◽  
Biological Activities ◽  
Microbial Transformation ◽  
Mass Spectrometric ◽  
Microbial Metabolites ◽  
Mucor Hiemalis ◽  
Chemical Structures ◽  
Polar Metabolites ◽  
Anti Inflammatory ◽  
Derivatives Of

Quercetin, one of the most widely distributed flavonoids, has been found to show various biological activities including antioxidant, anticancer, and anti-inflammatory effects. It has been reported that bioactivity enhancement of flavonoids has often been closely associated with nuclear prenylation, as shown in 8-prenylquercetin and 5′-prenylquercetin. It has also been revealed in many studies that the biological activities of flavonoids could be improved after glucosylation. Three prenylated quercetins were prepared in this study, and microbial transformation was carried out in order to identify derivatives of prenylquercetins with increased water solubility and improved bioavailability. The fungus M. hiemalis was proved to be capable of converting prenylquercetins into more polar metabolites and was selected for preparative fermentation. Six novel glucosylated metabolites were obtained and their chemical structures were elucidated by NMR and mass spectrometric analyses. All the microbial metabolites showed improvement in water solubility.

Sulfonamides and Sulphonyl Ester of Quinolines as Non-Acidic, Non- Steroidal, Anti-inflammatory Agents

2020 ◽  
Vol 17 ◽  
Author(s):  
Bilquees Bano ◽  
Kanwal ◽  
Khalid Mohammed Khan ◽  
Almas Jabeen ◽  
Aisha Faheem ◽  
...  
Keyword(s):  
Heterocyclic Compounds ◽  
Biological Activities ◽  
Inhibitory Effect ◽  
Inflammatory Activity ◽  
Spectroscopic Techniques ◽  
Wide Range ◽  
Anti Inflammatory ◽  
Hydroxy Quinoline ◽  
Synthetic Derivatives ◽  
Derivatives Of

Background:: Quinolines are important class of heterocyclic compounds possessing wide range of biological activities. Previously, we had identified Schiff bases of quinoline as potential anti-inflammatory agents, thus the current work is the continuation of our previous study. Objective:: In the current study 3-, 5-, and 8-sulfonamide and 8-sulfonate derivatives of quinoline (1-50) were synthesized and their antiinflammatory potential was evaluated. These synthetic analogs were evaluated for their anti-inflammatory activity via ROS (Reactive oxygen species) inhibitory effect produced from phagocytes from human whole blood. Methods:: The sulfonamide and sulfonate derivatives of quinoline were synthesized via treating 5-, 3-, 8-amino, and 8-hydroxy quinoline with different substituted sulfonyl chlorides in pyridine. The synthetic molecules were characterized using various spectroscopic techniques and screened for their anti-inflammatory potential. Results and Discussion:: Among the synthetic derivatives 1-50, six compounds showed good to moderate anti-inflammatory activity. Compounds 47 (IC50 = 2.9 ± 0.5 μg/mL), 36 (IC50 = 3.2 ± 0.2 μg/mL), and 24 (IC50 = 6.7 ± 0.3 μg/mL) exhibited enhanced activity as compared to the standard ibuprofen (IC50 = 11.2 ± 1.9 μg/mL). Compounds 20 (IC50 = 25.5 ± 0.7 μg/mL), 50 (IC50 = 42.9 ± 5.6 μg/mL), and 8 (IC50 = 53.9 ± 3.1 μg/mL) were moderately active, however, rest of the compounds were found to be inactive. Conclusion:: The sulfonamide and sulfonate derivatives of quinoline were found to have promising anti-inflammatory activity. Further studies on the modification of these molecules may leads to the discovery of new and potential anti-inflammatory agents.

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