Molecular modelling, Synthesis and Evaluation of Flavone and Flavanone Scaffolds as Anti-inflammatory Agents

2020 ◽  
Vol 19 ◽  
Author(s):  
Natarajan Kiruthiga ◽  
Manikandan Alagumuthu ◽  
Chellappa Selvinthanuja ◽  
Kulandaivel Srinivasan ◽  
Thangavel Sivakumar
Keyword(s):  
Inflammatory Diseases ◽  
In Vitro Models ◽  
Cyclooxygenase 2 ◽  
Inflammatory Activity ◽  
Spectroscopic Techniques ◽  
Binding Interaction ◽  
Docking Simulations ◽  
Ic50 Values ◽  
Anti Inflammatory

Objective: The objective of the study was to develop new Cyclooxygenase-2 inhibitors as anti-inflammatory agents from synthetic route. Method: The 2-phenyl-4H-chromen-4-one and 2-phenyl-2,3-dihydro-4H-chromen-one hybrids were synthesised and characterised by using UV, IR, 1H-NMR, and mass spectrometry. An attempt was made for consolidated the lead flavones and flavanones scaffolds by determining ADME/T properties. Molecular docking simulations were performed by using Autodock.4. for understanding the binding interaction over the targeted enzyme Cyclooxygenase-2. The titled compounds were evaluated for various in-vitro models for antioxidant and anti-inflammatory activities and based upon the IC50 values, the selected compounds were screened for invivo anti-inflammatory activity by both acute and chronic models. Results: The twenty compounds of titled compounds were synthesised and elucidated their structure for confirmation of their functional groups by various spectroscopic techniques. Among the synthesized compounds, in flavone derivatives such as HFc (7-hydroxy-3-(4-methoxy phenyl)-4H-chromen-4-one), HFd (2-(2,4-di methoxy-phenyl)-7-hydroxy-4H-chromen-4-one) and HFe (7-hydroxy-2-(thiophen-2-yl)-4H-chromen-4-one) were produced higher potency. As like, flavanone derivatives HFAc (7-hydroxy-2-(4-hydroxy-3-methoxy phenyl)-2,3-dihydro-4H-chromen-4-one), HFAb (7-hydroxy-2-(4-methoxy phenyl)-2,3-dihydro-4H-chromen-4-one) and HFAd (7-hydroxy-2-(thiophen-2-yl)-2,3-dihydro-4H-chromen-4-one) showed significant anti-inflammatory activity compared to the standard COX-2 inhibitors. Conclusions: The flavone and flavanone scaffolds were posses their excellent inhibitory action over the Cyclooxygenase-2 and acts as a potential anti-inflammatory agents. The results of computational studies were also significantly correlated and conclude that those naturally mimicking flavonoid analogues were tremendous candidates for fighting against the inflammatory diseases in drug discovery.

Advances in Anti-inflammatory Activity, Mechanism and Therapeutic Application of Ursolic Acid

2021 ◽  
Vol 21 ◽  
Author(s):  
Mingzhu Luan ◽  
Huiyun Wang ◽  
Jiazhen Wang ◽  
Xiaofan Zhang ◽  
Fenglan Zhao ◽  
...  
Keyword(s):  
Ursolic Acid ◽  
Inflammatory Diseases ◽  
Kidney Diseases ◽  
Inflammatory Activity ◽  
Inflammatory Factors ◽  
Inflammatory Stimuli ◽  
Bowel Diseases ◽  
Anti Inflammatory

: In vivo and in vitro studies reveal that ursolic acid (UA) is able to counteract endogenous and exogenous inflammatory stimuli, and has favorable anti-inflammatory effects. The anti-inflammatory mechanisms mainly include decreasing the release of histamine in mast cells, suppressing the activities of lipoxygenase, cyclooxygenase and phospholipase, and reducing the production of nitric oxide and reactive oxygen species, blocking the activation of signal pathway, down-regulating the expression of inflammatory factors, and inhibiting the activities of elastase and complement. These mechanisms can open up new avenues for the scientific community to develop or improve novel therapeutic approaches to tackle inflammatory diseases such as arthritis, atherosclerosis, neuroinflammation, liver diseases, kidney diseases, diabetes, dermatitis, bowel diseases, cancer. The anti-inflammatory activity, the anti-inflammatory mechanism of ursolic acid and its therapeutic applications are reviewed in this paper.

scholarly journals Demonstration of Phytochemicals and In-vitro Antioxidant and Anti-inflammatory activity by methanolic extract of Elettaria cardamomum

2020 ◽  
Vol 3 (3) ◽  
pp. 01-04
Author(s):  
Md. Shahidul Islam
Keyword(s):  
Methanolic Extract ◽  
Research Work ◽  
Inflammatory Activity ◽  
Pharmacological Activities ◽  
Elettaria Cardamomum ◽  
Ic50 Values ◽  
Phytochemical Profile ◽  
Anti Inflammatory ◽  
Dpph Scavenging

The existing research study attempts to untie novel avenues for development of the medicinal exercises of Elettaria cardamomum, fashionable known as the “Queen of Spices” and locally recognized as “elaichi”. Its seeds are utilized as abortifacient, acrid, alexiteric, aromatic, sweet, cardiac tonic, cooling, carminative, digestive, diuretic, expectorant, stimulant and also tonic beneficial in the asthma, haemorrhoids, bronchitis, strangury, renal in addition to vesical calculi, anorexia, halitosis, gastropathy dyspepsia as well as burning sensation. The prime goal of this research work is to evaluate antioxidant as well as anti-inflammatory properties of the traditional Bangladeshi medicinal extracts in addition to examine these activities. The aim in present work was to screen the phytochemical profile as well as pharmacological activities of the methanolic extract of this plant’s leaves. To explore pharmacological actions DPPH scavenging test and the HRBC membrane stabilization techniques were done for the antioxidant and also anti-inflammatory test respectively. The pharmacological works revealed that plant extracts might have noteworthy antioxidant effect which is possibly mediated by the inhibition of DPPH free radical which is accountable for oxidation. The IC50 values by the DPPH scavenging test observed for the standard and the leaves were 106.38µg/ml & 594.47µg/ml respectively. There is also moderate anti-inflammatory activity. The IC50 values for anti-inflammatory activity by standard & leaves were 35.04µg/ml and 944.0 µg/ml respectively.

scholarly journals ANTI-INFLAMMATORY ACTIVITY OF METHANOL EXTRACT OF NIEBUHRIA APETALA (ROTH) DUNN – IN VITRO MODELS

2019 ◽  
pp. 278-281
Author(s):  
RAJESH A ◽  
DOSS A ◽  
TRESINA PS ◽  
MOHAN VR
Keyword(s):  
Methanol Extract ◽  
Protein Denaturation ◽  
In Vitro Models ◽  
Inflammatory Activity ◽  
Membrane Stabilization ◽  
Standard Drug ◽  
Inflammatory Agent ◽  
Potential Source ◽  
Anti Inflammatory

Objective: The objective of this study was to determine the anti-inflammatory activity of methanol extract of Niebuhria apetala and its possible mechanism of action. Methods: Methanol extract of Niebuhria apetala leaf (NAL) was assessed for its anti-inflammatory activity by in vitro methods. Using albumin denaturation assay, proteinase inhibitory activity, membrane stabilization, and antilipoxygenase activity at different concentrations, in vitro anti-inflammatory activity was estimated. The standard drug used for this purpose was aspirin. Results: Methanol extract NAL at a concentration range of 100–500 μg/ml significant (p<0.01) protects the heat-induced protein denaturation. At the concentration of 500 mg/ml, NAL showed significant (p<0.01) inhibition of protease inhibitory action. Heat-induced hemolysis of erythrocyte, hypotonicity-induced hemolysis, and lipooxygenase activity were significant (p<0.01) inhibited at the concentration of 500 μg/ml. Conclusion: Finally, the present study indicates that methanol extract of Niebuhria apetala can be a potential source of anti-inflammatory agent.

scholarly journals ANTI-INFLAMMATORY ACTIVITY OF TINOCRISPOSIDE BY INHIBITING NITRIC OXIDE PRODUCTION IN LIPOPOLYSACCHARIDES-STIMULATED RAW 264.7 CELLS

2018 ◽  
Vol 11 (4) ◽  
pp. 149 ◽  
Author(s):  
Adek Zamrud Adnan ◽  
Muhammad Taher ◽  
Tika Afriani ◽  
Annisa Fauzana ◽  
Dewi Imelda Roesma ◽  
...  
Keyword(s):  
Nitric Oxide ◽  
Inflammatory Diseases ◽  
Positive Control ◽  
Inflammatory Activity ◽  
Raw 264.7 Cells ◽  
No Production ◽  
Raw 264.7 ◽  
Dependent Manner ◽  
Anti Inflammatory

 Objective: The aim of this study was to investigate in vitro anti-inflammatory activity of tinocrisposide using lipopolysaccharides (LPS)-stimulated RAW 264.7 macrophage cells. Tinocrisposide is a furano diterpene glycoside that was isolated in our previous study from Tinospora crispa.Methods: Anti-inflammatory effect was quantified spectrometrically using Griess method by measuring nitric oxide (NO) production after the addition of Griess reagent.Results: The sample concentrations of 1, 5, 25, 50, and 100 μM and 100 μM of dexamethasone (positive control) have been tested against the LPS-stimulated RAW 264.7 cells, and the results showed NO level production of 39.23, 34.00, 28.9, 20.25, 16.3, and 13.68 μM, respectively, and the inhibition level of 22.67, 33.00, 43.03, 60.10, 68.00, and 73%, respectively.Conclusions: From the study, it could be concluded that tinocrisposide was able to inhibit the formation of NO in the LPS-stimulated RAW 264.7 cells in concentration activity-dependent manner, with half-maximal inhibition concentration 46.92 μM. It can be developed as anti-inflammatory candidate drug because NO is a reactive nitrogen species which is produced by NO synthase. The production of NO has been established as a mediator in inflammatory diseases.

scholarly journals Stauntonia hexaphylla leaf extract (YRA-1909) suppresses inflammation by modulating Akt/NF-κB signaling in lipopolysaccharide-activated peritoneal macrophages and rodent models of inflammation

2021 ◽  
Author(s):  
Jaeyong Kim ◽  
Gyuok Lee ◽  
Huwon Kang ◽  
Ji-Seok Yoo ◽  
Yongnam Lee ◽  
...  
Keyword(s):  
Leaf Extract ◽  
Inflammatory Diseases ◽  
Vascular Diseases ◽  
Peritoneal Macrophages ◽  
Inflammatory Activity ◽  
Dependent Manner ◽  
Inflammatory Stimuli ◽  
Anti Inflammatory

Background: Inflammation is emerging as a key contributor to many vascular diseases and furthermore plays a major role in autoimmune diseases, arthritis, allergic reactions, and cancer. Lipopolysaccharide (LPS), which is a component constituting the outer membrane of Gram-negative bacteria, is commonly used for an inflammatory stimuli to mimic inflammatory diseases. Nuclear factor-kappa B (NF-κB) is a transcription factor and regulates gene expression particularly related to the inflammatory process. Stauntonia hexaphylla (Lardizabalaceae) is widely used as a traditional herbal medicine for rheumatism and osteoporosis and as an analgesic, sedative, and diuretic in Korea, Japan, and China. Objective: The purpose of this study was to investigate the anti-inflammatory activity of YRA-1909, the leaf aqueous extract of Stauntonia hexaphylla using LPS-activated rat peritoneal macrophages and rodent inflammation models. Results: YRA-1909 inhibited the LPS-induced nitric oxide (NO) and proinflammatory cytokine production in rat peritoneal macrophages without causing cytotoxicity and reduced inducible NO synthase and prostaglandin E2 levels without affecting the cyclooxygenase-2 expression. YRA-1909 also prevented the LPS-stimulated Akt and NF-κB phosphorylation and reduced the carrageenan-induced hind paw edema, xylene-induced ear edema, acetic acid-induced vascular permeation, and cotton pellet-induced granuloma formation in a dose-dependent manner in mice and rats. Conclusions: S. hexaphylla leaf extract YRA-1909 had anti-inflammatory activity in vitro and in vivo that involves modulation of Akt/NF-κB signaling. Thus, YRA-1909 is safe and effective for the treatment of inflammation.

scholarly journals Microwave-Assisted Claisen-Schmidt Condensation Reaction of Ethyl p-methoxycinnamate to Synthesize p-Methoxystyryl Ketone Derivatives and Evaluate Anti-inflammatory Activity of Synthetic Products

2021 ◽  
Vol 53 (1) ◽  
pp. 86-96
Author(s):  
Ismiarni Komala ◽  
Supandi Supandi ◽  
Nurmeilis Nurmeilis ◽  
Yardi Yardi ◽  
Ofa Suzanti Betha ◽  
...  
Keyword(s):  
Condensation Reaction ◽  
Inflammatory Activity ◽  
Spectroscopic Techniques ◽  
Reaction Products ◽  
Protein Assay ◽  
Microwave Assisted ◽  
Ethyl Methyl ◽  
Anti Inflammatory ◽  
Main Component

The rhizome of Kaempferia galanga has been known to contain ethyl p-methoxycinnamate (EPMC) (1) as a main component, which has anti-inflammatory properties. Previously we have reported the structural modification of EPMC (1) to form another ester, nitrostyrene, and cinnammamide derivatives and then studied their structure-activity relationships as anti-inflammatory agent. In continuing our research, in this paper, we report the microwave-assisted Claisen-Schmidt condensation of EPMC (1) to synthesize a series of p-methoxystyryl ketones followed by a study of their anti-inflammatory activity. The reaction begins with microwave-assisted cleavage oxidation of hydrolyzed product of EPMC, p-methoxycinnamic acid (2) with Ca(NO3)2 for the synthesis of p-methoxybenzaldehyde (3). Furthermore, 3 was reacted with acetophenone, ethyl methyl ketone and acetone via microwave-assisted Claisen-Schmidt condensation for the synthesis of (E)-1-(4-methoxyphenyl)-3-phenylprop-2-en-1-one (5a) (E)-1-(4-methoxyphenyl)pent-1-en-3-one (5b) and (E)-4-(4-methoxyphenyl)but-3-en-2-one (5c), respectively. The reaction products were characterized using spectroscopic techniques and were then tested for anti-inflammatory activity using in vitro anti-denaturation of protein assay. It was found that converting EPMC (1) to 5a and 5b reduced anti-inflammatory activity, while 5c retained anti-denaturation activity with an IC50 of 72.8 µg/ml.

scholarly journals Anti-Inflammatory and Analgesic Potential of Chromolaena odorata: A Review

2021 ◽  
Vol 6 (9) ◽  
pp. 8-16
Author(s):  
Ali Sandi Dwi Cahyo ◽  
Sri Oktavia ◽  
Ifora Ifora
Keyword(s):  
Analgesic Activity ◽  
Inflammatory Diseases ◽  
Inflammatory Activity ◽  
Bibliographic Databases ◽  
Sources Of Information ◽  
Chromolaena Odorata ◽  
Healing Agent ◽  
Anti Inflammatory

Inflammatory diseases have affected a large proportion of the population worldwide, and inflammation is a major risk factor for several dangerous disease pathologies. The increasing incidence and impact of inflammatory diseases have prompted research into pharmacological strategies to deal with them. Chromolaena odorata is traditionally used as an anti-inflammatory, antipyretic, antioxidant, analgesic, and as a wound-healing agent. Therefore, this review aimed to obtain a comprehensive review of the anti-inflammatory activity of Chromolaena odorata. This review provides evidence in the literature for the anti-inflammatory and analgesic activity of Chromolaena odorata, from 2010 to 2021. Three bibliographic databases were used as primary sources of information (PubMed, ScienceDirect, and Google Scholar). The keywords in this research were "Anti-inflammatory", "Analgesic" and "Chromolaena odorata". A total of 7 studies were included in this review according to the required criteria, 3 of which were in vitro studies and 4 in vivo studies.Pharmacological studies reported that Chromolaena odorata was proven to have anti-inflammatory activity by inhibiting NO, NF-κβ, p38 MAPK, IL-1β, TNF-α, suppressed leukocyte cell migration, reduced of edema and Chromolaena odorata also was shown analgesic activity through significantly reduced stomach writhing and reduction pain sensation in rats. This review explains the potential importance of Chromolaena odorata as a natural anti-inflammatory and analgesic.

scholarly journals SYNTHESIS, BIOLOGICAL EVALUATION, AND DOCKING STUDY OF NOVEL 2-PHENYL-1- BENZOPYRAN-4-ONE DERIVATIVES - AS A POTENT CYCLOOXYGENASE-2 INHIBITOR

2019 ◽  
pp. 304-310
Author(s):  
NATARAJAN KIRUTHIGA ◽  
THANGAVELU PRABHA ◽  
CHELLAPPA SELVINTHANUJA ◽  
KULANDAIVEL SRINIVASAN ◽  
THANGAVEL SIVAKUMAR
Keyword(s):  
Chronic Diseases ◽  
Radical Scavenging ◽  
Data Bank ◽  
Docking Study ◽  
Biological Evaluation ◽  
Cyclooxygenase 2 ◽  
Spectroscopic Techniques ◽  
Cox 2 ◽  
Anti Inflammatory

Objective: The inflammation and oxidative stress were related together in the generation of reactive oxygen species, which is responsible for the enhancement of inflammation associated with various chronic diseases. Methods: The aim of this study is to synthezise and characterizes the flavones (2-phenyl-1-benzopyran-4-one) derivatives and analyzed by their docking hypothetical data as an effective anti-inflammatory mediator against cyclooxygenase-2 (COX-2) enzyme. Further, the evaluation of various in vitro antioxidant and anti-inflammatory studies was carried out. Results: The 10 compounds were synthesized and characterized by ultraviolet, infrared, nuclear magnetic resonance, and mass spectroscopic techniques. The docking data results of these 10 flavones derivatives against COX-2 enzymes (Protein Data Bank ID: 3LN1) showed the binding energy ranging between −5.53 kcal/mol and −7.02 kcal/mol when compared with that of the standard diclofenac (−6.34 kcal/mol). The in vitro studies suggest that the lipophilic character of the side chain donor, along with the hydroxyl substituted flavones found to have significant half maximal inhibitory concentration values. Conclusion: Based on these in silico and in vitro evaluation results, these synthesized compounds could act as a promising inhibitor to target the COX- 2 enzyme. Hence, those compounds were effective in the management of chronic diseases by exhibits free radical scavenging and anti-inflammatory property.

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