One-Pot Multicomponent Synthesis and Bioevaluation of Tetrahydroquinoline Derivatives as Potential Antioxidants, α-Amylase Enzyme Inhibitors, Anti-Cancerous and Anti-Inflammatory Agents

Samra Farooq; Aqsa Mazhar; Areej Ghouri;  Ihsan-Ul-Haq; Naseem Ullah

doi:10.3390/molecules25112710

One-Pot Multicomponent Synthesis and Bioevaluation of Tetrahydroquinoline Derivatives as Potential Antioxidants, α-Amylase Enzyme Inhibitors, Anti-Cancerous and Anti-Inflammatory Agents

Molecules ◽

10.3390/molecules25112710 ◽

2020 ◽

Vol 25 (11) ◽

pp. 2710

Author(s):

Samra Farooq ◽

Aqsa Mazhar ◽

Areej Ghouri ◽

Ihsan-Ul-Haq ◽

Naseem Ullah

Keyword(s):

Enzyme Inhibitors ◽

Reducing Power ◽

Proliferative Potential ◽

Significant Activity ◽

Multicomponent Synthesis ◽

One Pot ◽

Ic50 Value ◽

Anti Inflammatory

Mankind has always suffered from multiple diseases. Therefore, there has been a rigorous need in the field of medicinal chemistry for the design and discovery of new and potent molecular entities. In this work, thirteen tetrahydroquinoline derivatives were synthesized and evaluated biologically for their antioxidant, α-amylase enzyme inhibitory, anti-proliferative and anti-inflammatory activities. SF8 showed the lowest IC50 of 29.19 ± 0.25 µg/mL by scavenging DPPH free radicals. SF5 showed significant antioxidant activity in total antioxidant capacity (TAC) and total reducing power (TRP) assays. SF5 and SF9 showed the maximum inhibition of α-amylase enzyme i.e., 97.47% and 89.93%, respectively, at 200 µg/mL concentration. Five compounds were shortlisted to determine their anti-proliferative potential against Hep-2C cells. The study was conducted for 24, 48 and 72 h. SF8 showed significant results, having an IC50 value of 11.9 ± 1.04 µM at 72 h when compared with standard cisplatin (IC50 value of 14.6 ± 1.01 µM). An in vitro nitric oxide (NO) assay was performed to select compounds for in vivo anti-inflammatory activity evaluation. SF13 scavenged the NO level to a maximum of 85% at 50 µM concentration, followed by SF1 and SF2. Based on the NO scavenging assay results, in vivo anti-inflammatory studies were also performed and the results showed significant activity compared to the standard, acetylsalicylic acid (ASA).

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Antioxidant and Anti-inflammatory Activities of Cynaroside from Elsholtiza bodinieri

Natural Product Communications ◽

10.1177/1934578x1801301122 ◽

2018 ◽

Vol 13 (11) ◽

pp. 1934578X1801301 ◽

Cited By ~ 4

Author(s):

Ying Zou ◽

Min Zhang ◽

Tingrui Zhang ◽

Junwen Wu ◽

Jun Wang ◽

...

Keyword(s):

Radical Scavenging ◽

Reducing Power ◽

Total Content ◽

Preparative Hplc ◽

Dpph Radical ◽

Anti Inflammatory ◽

Flavonoid Fraction ◽

Reducing Power Assay

The flavonoid fraction was obtained from Elsholtiza bodinieri Vaniot (EBV) by ethanol-reflux and liquid-liquid extraction. The total content of flavonoid was 179.55 mg/g, and the purity was 64.6%. Then cynaroside with the purity of 94% was isolated from the fraction by preparative HPLC and characterized by the combined usage of HPLC, ESI-MS, and NMR. The antioxidant activity of cynaroside was determined using 2 complementary methods, namely, 2,2- diphenyl-1-picrylhydrazyl (DPPH) radical scavenging and reducing power assay. The anti-inflammatory effect of cynaroside was investigated based on in-vitro and in-vivo experiment. The results showed that cynaroside from EBV scavenged DPPH radical and reduced Fe3+ to Fe2+ effectively, inhibited NO and ROS production in LPS-stimulated RAW264.7 cells and attenuated the inflammation in the mouse model significantly ( p < 0.01), which showed it to be a nutraceutical product in the food industry.

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One-pot multicomponent synthesis of novel 3, 4-dihydro-3-methyl-2(1H)-quinazolinone derivatives and their biological evaluation as potential antioxidants, enzyme inhibitors, antimicrobials, cytotoxic and anti-inflammatory agents

Arabian Journal of Chemistry ◽

10.1016/j.arabjc.2020.10.039 ◽

2020 ◽

Vol 13 (12) ◽

pp. 9145-9165

Author(s):

Samra Farooq ◽

Aqsa Mazhar ◽

Ihsan-Ul-Haq ◽

Naseem Ullah

Keyword(s):

Enzyme Inhibitors ◽

Biological Evaluation ◽

Multicomponent Synthesis ◽

One Pot ◽

Anti Inflammatory ◽

Quinazolinone Derivatives

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EVALUATION OF ANTI-INFLAMMATORY AND ANTI-ARTHRITIC POTENTIAL OF FRACTIONS OF ECLIPTA PROSTRATA LINN

Asian Journal of Pharmaceutical and Clinical Research ◽

10.22159/ajpcr.2019.v12i7.33009 ◽

2019 ◽

pp. 158-166

Author(s):

HITESH MALHOTRA ◽

MANJUSHA CHOUDHARY

Keyword(s):

Ethyl Acetate ◽

In Vitro Models ◽

Chloroform Fraction ◽

Significant Activity ◽

Alcoholic Extract ◽

Eclipta Prostrata ◽

Edema Model ◽

Anti Inflammatory

Objective: The objective of the study was to establish the anti-inflammatory and anti-arthritic potential of various fractions of Eclipta prostrata Linn. Methods: The four fractions, i.e., n-butanol, ethyl acetate, chloroform, and n-hexane from hydro-alcoholic extract were obtained. First, the fractions were evaluated through in vitro models, and then they were evaluated by in vivo anti-inflammatory model, i.e., carrageenan-induced paw edema model. Further, two active fractions were evaluated for the anti-arthritic activity using formaldehyde induced arthritis model. Results: The fractions at a dose of 100 and 200 mg/kg showed an anti-inflammatory activity, but the ethyl acetate and chloroform fraction will show maximum anti-inflammatory potential. Hence, they are further evaluated for anti-arthritic potential where they show significant activity. Conclusion: From the results, it is concluded that the ethyl acetate and chloroform fraction show significant anti-arthritic activity.

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IN VITRO ANTIOXIDANT AND IN VIVO ANTI-INFLAMMATORY ACTIVITY OF THE AERIAL PART OF BLUMEA ERIANTHA DC

International Journal of Pharmacy and Pharmaceutical Sciences ◽

10.22159/ijpps.2018v10i7.25588 ◽

2018 ◽

Vol 10 (7) ◽

pp. 75 ◽

Cited By ~ 1

Author(s):

Urmila U. Tambewagh ◽

Supada Rambhau Rojatkar

Keyword(s):

Antioxidant Activity ◽

Aerial Part ◽

Methanol Extract ◽

Reducing Power ◽

Dependent Manner ◽

Paw Edema ◽

Anti Inflammatory ◽

In Vitro Antioxidant Activity

Objective: Objective of the present study was to carry out in vivo anti-inflammatory and in vitro antioxidant activity of methanol extract of aerial part of the Blumea eriantha DC belonging to family Asteraceae.Methods: The shade dried aerial part of B. eriantha (0.5 kg) was powdered and extracted with methanol (1.5 x 3L) at room temperature (24h x 3). After filtration combined all the three extracts and were concentrated on rotary evaporator under reduced pressure at 40 °C, thereby providing crude methanol extract which was subsequently employed for further studies. Anti-inflammatory effect was studied by carrageenan-induced paw edema model in rats at dose level 100, 200, and 400 mg/kg. Acute oral toxicity study and in vitro antioxidant potential of the extract was also studied. The in vitro antioxidant activity of methanol extract of aerial part of Blumea eriantha DC was evaluated against 1,1-diphenyl-2-picrylhydrazyl (DPPH), hydrogen peroxide (H2O2) and hydroxyl (OH) radicalscavenging and reducing power assays.Results: The results indicate that methanol extract of Blumea eriantha (BEME, 400 mg/kg) exhibited significant inhibition (p<0.001) of increase in paw edema at 5th h. IC50 value of BEME showed significant antioxidant activity. The extract exhibits promising free radical scavenging effect of DPPH, H2O2, OH and reducing power in a dose-dependent manner up to 100µg/ml concentration while the reference standard Ascorbic acid demonstrated more scavenging potential than the methanol extract of Blumea eriantha The methanol extract was found to be safe at the dose of 2000 mg/kg.Conclusion: The results of the experimental study confirmed that methanol extract of Blumea eriantha DC possesses significant anti-inflammatory and antioxidant activity.

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Silica catalyzed one pot synthesis of hybrid thiazolidin-4-one derivatives as anti-tubercular and anti-inflammatory agent by attenuating COX-2 pathway

Synthetic Communications ◽

10.1080/00397911.2019.1643485 ◽

2019 ◽

Vol 49 (20) ◽

pp. 2725-2759 ◽

Cited By ~ 3

Author(s):

Prateek Pathak ◽

Parjanya Kumar Shukla ◽

Vladislav Naumovich ◽

Maria Grishina ◽

Vladimir Potemkin ◽

...

Keyword(s):

Wistar Rat ◽

Catalytic Synthesis ◽

Inflammatory Activity ◽

Inhibition Assay ◽

One Pot ◽

Inflammatory Agent ◽

Hybrid Class ◽

Anti Inflammatory

A novel series of a hybrid class of hybrid thiazolidin-4-one derivatives were designed and synthesized through one-pot catalytic synthesis. The reaction was catalyzed in the presence of silica-H2SO4(+6). The derivatives computational ADMET profile was calculated. The study shows that most active derivatives have optimal logP, higher anti-inflammatory activity score, and poor metabolism at the sight of P450-3A4 and 2D6. The entire series of derivatives were further evaluated for anti-tubercular (against Mycobacterium tuberculosis H37Rv (Resistant strain)) and anti-inflammatory activity (in-vivo assay using Wistar rat). The result showed that derivatives 4c, 4h, and 4m have significant potency against tested M. tuberculosis. However, derivatives 4i and 4j found significantly active against inflammation. In vitro COX inhibition assay also supported the result in favor of selectivity and efficacy of derivatives.

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Evaluation of Antioxidant, Anti-inflammatory and Analgesic Activities of Leaves of Saba senegalensis (A.DC) Pichon (Apocynaceae)

European Journal of Medicinal Plants ◽

10.9734/ejmp/2019/v27i330116 ◽

2019 ◽

pp. 1-12

Author(s):

Mohamed Bonewendé Belemlilga ◽

Tata Kady Traoré ◽

Gilchrist A. L. Boly ◽

Noufou Ouédraogo ◽

Aristide Traoré ◽

...

Keyword(s):

Antioxidant Properties ◽

Reducing Power ◽

Ethyl Acetate Fraction ◽

Health Science ◽

Maximum Effect ◽

Anti Inflammatory ◽

Saba Senegalensis ◽

Analgesic Activities

Aims: To evaluate antioxidant, anti-inflammatory and analgesic activities of extracts of Saba senegalensis leaves. Study Design: In vitro antioxidant assay and in vivo anti-inflammatory, analgesic assay of Saba senegalensis extracts. Place and Duration of Study: Saba senegalensis leaves, were collected in the Centre Region of Burkina Faso, in June–July 2015. The experiments were conducted at the department of Medicine and Traditional Pharmacopeia-Pharmacy (MEPHATRA-PH) of Institute of Research in Health Science (IRSS). Methodology: The anti-oedematous tests with carrageenan and the analgesic with acetic acid and investigate effect on isolated organ were carried out. The standards were acetylsalicylic acid and paracetamol. Results: After five hours of carrageenan-induced edema test, aqueous decoction (AD) presented better inhibition on all measure. In fact, at the different doses of 200 mg/kg, 400 mg/kg, and 600 mg/kg it presented percentages of inhibitions respectively of 30.81%, 62.27% and 72.71%. For the analgesic test, the hydroethanol macerate (HEM) showed a better pain reduction compared to the AD with a maximum effect of 77.28% at 400 mg/kg. Antioxidant activity with AD and his fractions shows that AD showed a better activity for the DPPH assay with an IC50 of 1.74 ± 0.10 μg/mL and a reducing power of 59.53 ± 2.16 mmol ET/g Sample. For HEM and his fractions, the ethyl acetate fraction (FHEM-AcOEt) showed a better IC50 of 0.18 ± 0.01 μg/mL for the DPPH test and dichloromethane fraction (FHEM-DCM) a reducing power agent of 88.88 ± 2.65 mmol ET/g Sample. All fractions were endowed with antioxidant properties by both methods. Conclusion: The study findings suggest that the presence of phenolic and terpenoid compounds could explain the antioxidant, anti-inflammatory and analgesic properties of these extracts.

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In vitro and In vivo Anti-inflammatory Activity of the Extracts of Whole Plant Argyreia imbricata (Roth) Sant. & Patel

International Journal of Research in Pharmaceutical Sciences ◽

10.26452/ijrps.v11i4.3872 ◽

2020 ◽

Vol 11 (4) ◽

pp. 7317-7322

Author(s):

Sebastin V ◽

Gopalakrishnan G ◽

Sreejith M ◽

Anoob Kumar K I

Keyword(s):

Ethyl Acetate ◽

Diclofenac Sodium ◽

Inflammatory Activity ◽

Albino Rats ◽

Significant Activity ◽

In Vivo Evaluation ◽

Whole Plant ◽

Anti Inflammatory

Plants of the genus Argyreia have ethnomedicinal importance, and several pharmacological activities are also reported. In this study, the anti-inflammatory activity of different extracts of Argyreia imbricata was evaluated by in vitro and in vivo methods. In both evaluations, standard, Diclofenac sodium was used for comparative evaluation. In this study, extraction of powdered whole plant material was done with different solvents viz., petroleum ether, chloroform, ethyl acetate and methanol by soxhelation. In vitro anti-inflammatory activity of all the prepared extracts was evaluated by stabilization of human red blood cell (HRBC) membrane in different temperature and tonicity conditions. Among the six different concentrations of four tested extracts, the ethyl acetate and methanol extracts (1000μg/ml) showed significant activity in the in vitro evaluation. They were selected for the in vivo evaluation on the paw oedema induced by carrageenan on Wistar albino rats. Two doses, 200mg.kg-1 and 400mg.kg-1 of the test extracts were subjected to evaluation. Both the tested extracts showed the activity, particularly, the methanol extract in the dose of 400mg.kg-1 showed significant activity. Results of this study strongly supported the anti-inflammatory activity of the tested extracts. Further, studies on toxicity, identification, isolation of the active constituents may give useful results.

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Improved dissolution and micromeritic properties of naproxen from spherical agglomerates: preparation, in vitro and in vivo characterization

Brazilian Journal of Pharmaceutical Sciences ◽

10.1590/s1984-82502012000400010 ◽

2012 ◽

Vol 48 (4) ◽

pp. 667-676 ◽

Cited By ~ 1

Author(s):

Damineni Saritha ◽

Penjuri Subhash Chandra Bose ◽

Poreddy Srikanth Reddy ◽

Grandhi Madhuri ◽

Ravouru Nagaraju

Keyword(s):

Aqueous Solubility ◽

Albino Rats ◽

Significant Activity ◽

Scanning Calorimetry ◽

Small Crystals ◽

Spherical Agglomerates ◽

Pure Drug ◽

Anti Inflammatory

Naproxen, an anti-inflammatory drug, exhibits poor aqueous solubility, which limits the pharmacological effects. The present work was carried out to study the effect of agglomeration on micromeritic properties and dissolution. Naproxen agglomerates were prepared by using a three solvents system composed of acetone (good solvent), water (non-solvent) and dichloromethane (bridging liquid). Differential Scanning Calorimetry (DSC) results showed no change in the drug after crystallization process. X-Ray Powder Diffraction (XRPD) studies showed the sharp peaks are present in the diffractograms of spherical agglomerates with minor reduction in height of the peaks. The residual solvents are largely below the tolerated limits in the agglomerates. Scanning Electronic Microscopy (SEM) studies showed that agglomerates were spherical in structure and formed by cluster of small crystals. The agglomerates exhibited improved solubility, dissolution rate and micromeritic properties compared to pure drug. Anti-inflammatory studies were conducted in Wistar strain male albino rats and naproxen agglomerates showed more significant activity than the pure drug.

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