Molecular Hybrids of N-Phthaloylglycyl Hydrazide and Hydrazinecarbothioamide with Anti-inflammatory and Anti-oxidant Activities

2019 ◽  
Vol 16 (7) ◽  
pp. 1055-1066
Author(s):  
Ankur Gera ◽  
Chander Mohan ◽  
Jitender Madan ◽  
Sandeep Arora
Keyword(s):  
Oxidative Stress ◽  
Biological Activities ◽  
External Validation ◽  
Qsar Model ◽  
Inflammatory Activity ◽  
Paw Edema ◽  
Tnf Α ◽  
Anti Oxidant ◽  
Molecular Hybrids ◽  
Anti Inflammatory

Background: Oxidative stress due to high levels of reactive organic species is the cause of the progression of inflammation in various diseases. The molecules possessing both anti-inflammatory and antioxidant activity can be the promising key to treat inflammatory diseases. Phthalimide and hydrazinecarbothioamide are anti-inflammatory and anti-oxidant pharmacophores. Objective: Molecular hybrids possessing above two pharmacophores were designed. A series of N-phenyl substituted 2-(2-(1,3-dioxoisoindolin-2-yl)acetyl)-N-phenylhydrazine-1-carbothioamide (CGS compounds) was synthesized and evaluated for biological activities. Methods: N-phthaloylglycyl hydrazide was reacted with unsubstituted/substituted phenyl isothiocyanates to yield CGS compounds. Synthesized compounds were evaluated for in vivo anti-inflammatory activity in carrageenan rat paw edema model, and in vitro anti-oxidant activity by DPPH assay. Levels of TNF-α and oxidative stress at the site of inflammation were measured. The genetic algorithm-PLS regression based QSAR model correlating the effect of N-phenyl substituent on the anti-inflammatory activity was developed. Further, the interaction of the active compound in the TNF-α binding pocket was studied by in silico docking. Results: Compound containing the 2-OCH3, 4-NO2 (CGS-5); 4-CF3 (CGS-9); 4-NO2 (CGS-3) showed significant anti-inflammatory activity (percentage inhibition of paw edema after 3 hour = 58.24, 50.38, 40.05, respectively) and potent anti-oxidant activity (IC50 =0.045, 0.998, 0.285 μg/ml, respectively). Reduced levels of TNF- α and increased levels of GSH were observed for the above three compounds. Descriptors for QSAR model identified by GA-PLS were WPSA1, Weta1unity, WDunity, SC3, VC5, MlogP, and WTPT3. The identified model was highly predictive, and value of root mean square error of prediction for internal (leave one out) and external validation was: 1.579, 1.325. Conclusion: Molecular hybrids of phthalimide and hydrazinecarbothioamide were synthesized. Some of the compounds possessed promising anti-inflammatory and anti-oxidant activities.

scholarly journals Anti-inflammatory activity and modulate oxidative stress of Bucida buceras in lipopolysaccharide-stimulated RAW 264.7 macrophages and Carrageenan-induced acute paw edema in rats

2017 ◽  
Vol 11 (12) ◽  
pp. 239-252 ◽  
Author(s):  
B. Iloki Assanga Simon ◽  
M. Lewis Luján Lidianys ◽  
A. Gil-Salido Armida ◽  
L. Lara Espinoza Claudia ◽  
Fernandez Angulo Daniela ◽  
...  
Keyword(s):  
Oxidative Stress ◽  
Inflammatory Activity ◽  
Raw 264.7 ◽  
Paw Edema ◽  
Raw 264.7 Macrophages ◽  
Anti Inflammatory

Synthesis, Characterization and Evaluation of some newer Pyrimidine derivatives as Anti-inflammatory Agents

2021 ◽  
pp. 2529-2534
Author(s):  
Kalpana Divekar ◽  
Rekha. S ◽  
Murugan. Vedigounder ◽  
Shivaprakash. H
Keyword(s):  
Biological Activities ◽  
Diclofenac Sodium ◽  
Pyrimidine Derivative ◽  
Inflammatory Activity ◽  
Paw Edema ◽  
Pyrimidine Derivatives ◽  
Anti Inflammatory ◽  
1Hnmr Spectroscopy ◽  
Hydrolysis Of ◽  
Antiparasitic Agents

Pyrimidine is an important baseone of the base formed by hydrolysis of nucleosides. It is an interesting molecule in the medicinal chemistry because of its diversified biological activities. Alloxan which is an oxidation product of Uric acid is also a pyrimidine derivative of interest to a medicinal chemist. Several pyrimidines are reported as antimicrobial, analegesic, anti-inflammatory, antibacterial, and antiparasitic agents. Pyrimidine scaffold is considered as an interesting one due to its various pharmacological properties. In this scheme, an attempt is made to carry out synthesis of some new pyrimidine derivatives. The Starting material Chalcone is synthesized by condensation of various aromatic aldehyde and aromatic ketone. Chalcone is then treated with thiourea and KOH in presence of ethanol to yield pyrimidine derivatives. Then those pyrimidine derivatives were subjected to alkylation and acetylation. The synthesized compounds were characterized and confirmed by IR and 1HNMR spectroscopy and then evaluated for their anti-inflammatory activity. The anti-inflammatory activity of newly synthesized pyrimidine derivatives were carried out by the carrageenan induced rat hind paw edema method by taking Diclofenac sodium as standard.

scholarly journals In Vivo Evaluation of the Anti-Inflammatory Effect ofPistacia lentiscusFruit Oil and Its Effects on Oxidative Stress

2016 ◽  
Vol 2016 ◽  
pp. 1-12 ◽  
Author(s):  
Sameh Ben Khedir ◽  
Masarra Mzid ◽  
Sana Bardaa ◽  
Dorsaf Moalla ◽  
Zouheir Sahnoun ◽  
...  
Keyword(s):  
Oxidative Stress ◽  
New Drugs ◽  
Inflammatory Activity ◽  
Natural Health Products ◽  
Paw Edema ◽  
In Vivo Evaluation ◽  
Anti Inflammatory ◽  
Fruit Oil ◽  
Inflammatory Effect

In order to find new topical anti-inflammatory agents, we had recourse to a medicinal plant. This work was designed to determine the topical anti-inflammatory effect ofPistacia lentiscusfruit oil (PLFO), using carrageenan-induced paw edema rat model, and to evaluate its effects on oxidative stress. The topical anti-inflammatory activity of PLFO was compared to Inflocine® and estimated by measuring the diameter of paw edema, for 5 hours at a 1-hour interval. After that the rats were scarified and the inflamed paw tissue was removed for the exploration of some parameters of oxidative stress and histopathology. PLFO showed a significant anti-inflammatory activity in comparison with the Inflocine. The percentages of edema inhibition were 70% and % 51.5% (p<0.01), respectively, after five hours. The treatment with PLFO and Inflocine led to significant increases (p≤0.05) in the activities of CAT, SOD, and GPX and significant decreases in the MDA level and AOPP activity in the paw tissue after Carr injection, in comparison with the Carr group. Therefore, our findings demonstrate that PLFO might accelerate the development of new drugs which could be used scientifically as a source for natural health products in the treatment of topical inflammation.

scholarly journals Anti-inflammatory Activity of Pistacia lentiscus Essential Oil: Involvement of IL-6 and TNF-α

2011 ◽  
Vol 6 (10) ◽  
pp. 1934578X1100601 ◽  
Author(s):  
Andrea Maxia ◽  
Cinzia Sanna ◽  
Maria Assunta Frau ◽  
Alessandra Piras ◽  
Manvendra Singh Karchuli ◽  
...  
Keyword(s):  
Essential Oil ◽  
Inflammatory Activity ◽  
Pistacia Lentiscus ◽  
Paw Edema ◽  
Rat Paw Edema ◽  
Tnf Α ◽  
Cotton Pellet ◽  
Anti Inflammatory ◽  
Factor Α ◽  
Rat Paw

The topical anti-inflammatory activity of essential oil of Pistacia lentiscus L. was studied using carrageenan induced rat paw edema and cotton pellet induced granuloma. The effect on serum tumor necrosis factor-α (TNF-α) and interleukin-6 (IL-6) in rats inserted with cotton pellet was also investigated. On topical application, the oil exhibited a significant decrease in paw edema. The oil also inhibited cotton pellet-induced granuloma, and reduced serum TNF-α and IL-6. It can be concluded that the essential oil of Pistacia lentiscus reduces leukocyte migration to the damaged tissue and exhibits anti-inflammatory activity.

scholarly journals Nuezhenide Exerts Anti-Inflammatory Activity through the NF-κB Pathway

2020 ◽  
Vol 14 (1) ◽  
pp. 101-111
Author(s):  
Qin-Qin Wang ◽  
Shan Han ◽  
Xin-Xing Li ◽  
Renyikun Yuan ◽  
Youqiong Zhuo ◽  
...  
Keyword(s):  
Flow Cytometry ◽  
Biological Activities ◽  
Immunofluorescence Assay ◽  
Inflammatory Activity ◽  
Raw264.7 Cells ◽  
Phosphorylated Proteins ◽  
Tnf Α ◽  
Antioxidative Effects ◽  
Anti Inflammatory ◽  
Ilex Pubescens

Background: Nuezhenide (NZD), an iridoid glycoside isolated from Ilex pubescens Hook. & Arn. var. kwangsiensis Hand.-Mazz. used as a traditional Chinese medicine of clearing away heat and toxic materials, displays a variety of biological activities like anti-tumor, antioxidant, and protecting live. However, few studies involving anti-inflammatory activity and mechanism of NZD are reported. In the present study, NZD’s anti-inflammatory and antioxidative effects were illustrated. Objective: This study aims to test the hypothesis that NZD suppresses LPS-induced inflammation by targeting the NF-κB pathway in RAW264.7 cells. Methods: LPS-stimulated RAW264.7 cells were employed to detect the effect of NZD on cytokine releases by ELISA. Protein expression levels of related molecular markers were quantitated by western blotting analysis. The levels of ROS, NO, and Ca2+ were detected by the flow cytometry. The changes in mitochondrial reactive oxygen species (ROS) and mitochondrial membrane potential (MMP) were observed and verified by a fluorescence microscopy. Using immunofluorescence assay, the translocation of NF-κB/p65 from the cytoplasm into the nucleus was determined by a confocal microscopy. Results: NZD exhibited anti-inflammatory activity and reduced the release of inflammatory cytokines such as nitrite, TNF-α, and IL6. NZD suppressed the expression of the phosphorylated proteins like IKKα/β, IκBα, and p65. In addition, the flow cytometry results indicated that NZD inhibited the levels of ROS, NO, and Ca2+ in LPS-stimulated RAW264.7 cells. JC-1 assay data showed that NZD reversed LPS-induced MMP loss. Furthermore, NZD suppressed LPS-induced NF-B/p65 translocation from the cytoplasm into the nucleus. Conclusions: NZD exhibits anti-inflammatory effects via the NF-κB pathway in RAW264.7 cells.

scholarly journals Anti-Inflammatory and Anti-Oxidant Activity of Portulaca oleracea Extract on LPS-Induced Rat Lung Injury

Molecules ◽  
2019 ◽  
Vol 24 (1) ◽  
pp. 139 ◽  
Author(s):  
Vafa Baradaran Rahimi ◽  
Hassan Rakhshandeh ◽  
Federica Raucci ◽  
Benedetta Buono ◽  
Reza Shirazinia ◽  
...  
Keyword(s):  
Lung Injury ◽  
Lung Inflammation ◽  
Transforming Growth Factor ◽  
White Blood Cells ◽  
Portulaca Oleracea ◽  
Inflammatory Activity ◽  
Protective Agent ◽  
Tnf Α ◽  
Anti Oxidant ◽  
Anti Inflammatory

Acute lung injury (ALI) and acute respiratory distress syndrome (ARDS) are classified as two lung complications arising from various conditions such as sepsis, trauma, and lung inflammation. Previous studies have shown that the extract of the leaves of Portulaca oleracea (PO) possesses anti-inflammatory and anti-oxidant activities. In the present study, the effects of PO (50–200 mg/kg) and dexamethasone (Dexa; 1.5 mg/kg) on lipopolysaccharide (LPS)-induced ALI were investigated. Subsequentially, the lung wet/dry ratio; white blood cells (WBC); levels of nitric oxide (NO); myeloperoxidase (MPO); malondialdehyde (MDA); thiol groups formation; super oxide dismutase (SOD) and catalase (CAT) activities; and levels of interleukin (IL)-1β, tumor necrosis factor (TNF)-α, IL-6, IL-10, prostaglandin E2 (PGE2), and transforming growth factor (TGF)-β in the broncho alveolar lavage fluid (BALF) were evaluated in order to demonstrate the anti-oxidant and anti-inflammatory activity of PO. Our results show that PO suppresses lung inflammation by the reduction of IL-β, IL-6, TNF-α, PGE2, and TGF-β, as well as by the increase of IL-10 levels. We also found that PO improves the level of WBC, MPO, and MDA, as well as thiol group formation and SOD and CAT activities, compared with the LPS group. The results of our investigation also show that PO significantly decreased the lung wet/dry ratio as an index of interstitial edema. Taken together, our findings reveal that PO extract dose-dependently displays anti-oxidant and anti-inflammatory activity against LPS-induced rat ALI, paving the way for rational use of PO as a protective agent against lung-related inflammatory disease.

Thymoquinone ameliorates NLRP3-mediated inflammation in the pancreas of albino Wistar rats fed ethanol and high-fat diet

2015 ◽  
Vol 26 (6) ◽  
Author(s):  
Suguna Periyanayagam ◽  
Geetha Arumugam ◽  
Aruna Ravikumar ◽  
Vijaiyan Siva Ganesan
Keyword(s):  
Oxidative Stress ◽  
Protein Expression ◽  
Mrna Expression ◽  
High Fat Diet ◽  
Wistar Rats ◽  
Inflammatory Activity ◽  
High Fat ◽  
Caspase 1 ◽  
Tnf Α ◽  
Anti Inflammatory

AbstractInflammasomes are protein complexes that mediate the process of inflammation and tissue injury by regulating the level of cytokine production. Pancreatitis is a major gastrointestinal disorder characterized by painful inflammation in the pancreas. The aim of this study was to evaluate whether thymoquinone (TQ) exerts anti-inflammatory activity by influencing the expression of the apoptosis-associated speck-like protein (ASC) complex of NOD-like receptor pyrin domain containing 3 (NLRP3) inflammasomes in rats subjected to experimental pancreatitis.Male albino Wistar rats were randomly separated into four groups. Rats in groups 1 and 2 were fed with a normal diet for 90 days, and rats in groups 3 and 4 were administered with ethanol (EtOH) 8–12 g/kg/day orally and fed with a high-fat diet (HFD) for 90 days. In addition, rats in groups 2 and 4 were administered with 100 mg/kg body weight of TQ from the 31st day. The serum lipase (L)/amylase (A) ratio; the oxidative stress markers; the GSH/GSSG ratio; the mRNA expression of ASC, caspase-1, IL-1β, IL-18, and TNF-α; and the protein expression of ASC and caspase-1 in the pancreas were assessed.We observed a significant increase in the serum L/A ratio and oxidative stress, a decrease in the GSH/GSSG ratio, and a GST activity in EtOH- and HFD-fed rats. The mRNA expression of IL-1β, IL-18, and TNF-α was significantly reduced in TQ-coadministered rats than that in EtOH- and HFD-fed rats. The upregulation of mRNA and the protein expression of ASC and caspase-1 were significantly reduced in TQ-coadministered rats.TQ exerts the anti-inflammatory activity probably by downregulating the ASC expression to minimize the maturation of proinflammatory cytokines.

scholarly journals Synthesis and Biological Evaluation of Nonaprenylsulfates

2013 ◽  
Vol 8 (11) ◽  
pp. 1934578X1300801
Author(s):  
Suryachandra R. Ravada ◽  
Lakshmareddy Emani ◽  
Ganeswara R. Mallula ◽  
Trimurtulu Golakoti
Keyword(s):  
Brine Shrimp ◽  
Radical Scavenging ◽  
Biological Evaluation ◽  
Inflammatory Activity ◽  
Synthetic Analogue ◽  
Paw Edema ◽  
Naturally Occurring ◽  
Anti Oxidant ◽  
Anti Inflammatory ◽  
Synthesis And Biological Evaluation

A naturally occurring nonaprenylsulfate (1) and its synthetic analogue (2) were synthesized from substituted phenolic precursors in three steps with an overall yield of 40–45%. Both compounds exhibited potent anti-inflammatory activity against 5-lipoxygenase, and potent brine shrimp lethality. They also showed moderate anti-oxidant activity in the super oxide radical scavenging model. Nonaprenylsulfate (1) showed moderate inhibition of paw edema in Freund's Complete Adjuvant (FCA) induced model of arthritis, thus confirming its anti-inflammatory activity.

scholarly journals Isolation and Characterization of β-Sitosterol from Justicia gendarussa burm. F.-An Anti-Inflammatory Compound

2017 ◽  
Vol 9 (09) ◽  
Author(s):  
N. D. Phatangare ◽  
K. K. Deshmukh ◽  
V. D. Murade ◽  
P. H. Naikwadi ◽  
D. P. Hase ◽  
...  
Keyword(s):  
Oxidative Stress ◽  
Mass Spectrometry ◽  
Acute Inflammation ◽  
Chloroform Extract ◽  
Inflammatory Activity ◽  
Paw Edema ◽  
Isolation And Characterization ◽  
Anti Inflammatory ◽  
And Oxidative Stress

Justicia gendarussa Burm.f. has become important source of β-sitosterol which is associated with other phenolic,terpenoids,alkaloids and steroids. Plant sterols show anti-inflammatory activity. β-sitosterol is one of phytosterol, in a mouse model of acute inflammation, and β-sitosterol effect on leukocyte recruitment, cytokines levels, and oxidative stress. The anti-inflammatory activities of β-sitosterol were assessed by measuring paw edema induced by different inflammatory agents. It separated from Justicia gendarussa burm.f. and characterization of β-sitosterol carried out by IR, NMR, and mass spectrometry. β-sitosterol shows potent as Anti-inflammatory activity by releasing histamine (30.07%), serotin and bradykinin (52.25%), and prostaglandin (69.43%) as compared to standard (Dicolfenac 5mg/kg). Objectives:To isolate, separate and characterization of β-sitosterol and to evaluate the anti-inflammatory activity of β-sitosterol extracted from Chloroform extract of Justicia Gendarussa Burm.f.

scholarly journals Anti-inflammatory Effect of Woodfordia fructicosa Leaves Ethanolic Extract on Adjuvant and Carragenan Treated Rats

2020 ◽  
Vol 19 (2) ◽  
pp. 103-112
Author(s):  
Hem Raj ◽  
Avneet Gupta ◽  
Neeraj Upmanyu
Keyword(s):  
Animal Models ◽  
Ethanolic Extract ◽  
Inhibitory Effect ◽  
Inflammatory Activity ◽  
Paw Edema ◽  
Sprague Dawley ◽  
Traditional Use ◽  
Necrosis Factor Alpha ◽  
Tnf Α ◽  
Anti Inflammatory

Background: Woodfordia fructicosa is used traditionally for the treatment of inflammation associated with arthritis. Methods: In the present study, the anti-inflammatory activity of W. fructicosa (WFE) leaves ethanolic extract was assessed in Sprague Dawley rats by giving 200 mg/kg dose orally. Inflammation was studied by using carrageenan induced paw edema, Freund’s adjuvant (FA) and monosodium iodo acetate (MIA) induced arthritis as animal models. Serum tumor necrosis factor-alpha (TNF-α) was estimated in blood sample of animals treated with FA. The one way ANOVA followed by Bonferroni’s test was used for statistical analysis. Results: WFE significantly decreased (P<0.05, P<0.001) paw thickness in carrageenan induced paw edema and FA induced arthritis. The significant decrease in knee diameter (P<0.001) in MIA induced arthritis as well as inhibitory effect (P<0.001) on elevated TNF- α was observed. Conclusion: These results showed that the WFEexerted an inhibitory effect on TNF-α and carrageenan paw edema which may justify its traditional use in inflammatory conditions. Thus, the study shows that leaves of W. fruticose afford anti-inflammatory activity by preventing the inflammation in different animal models.

Sign in / Sign up

Export Citation Format

Share Document