Molecular Docking, Antioxidant, Anticancer and Antileishmanial Effects of Newly Synthesized Quinoline Derivatives

2020 ◽  
Vol 20 (13) ◽  
pp. 1516-1529 ◽  
Author(s):  
Zoonish Malghani ◽  
Arif-Ullah Khan ◽  
Muhammad Faheem ◽  
Muhammad Z. Danish ◽  
Humaira Nadeem ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Adverse Effects ◽  
Cell Lines ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Quinoline Derivatives ◽  
Brine Shrimp Lethality Assay ◽  
Anti Cancer ◽  
Ic50 Values ◽  
Hct 116

Background: Due to the pressing need and adverse effects associated with the available anti-cancer agents, an attempt was made to develop the new anti-cancer agents with better activity and lesser adverse effects. Objective: Synthetic approaches based on chemical modification of quinoline derivatives have been undertaken with the aim of improving anti-cancer agents’ safety profile. Methods: In the present study, quinoline derivatives 6-hydroxy-2-(4-methoxyphenyl) quinoline-4-carboxylic acid (M1) and 2-(4-chlorophenyl)-6-hydroxyquinoline-4-carboxylic acid (M3) were synthesized by the reaction of aldehyde and pyruvic acid. The complete reaction was indicated by thin-layer chromatography. Newly synthesized M1and M3were tested for in silico and in vitro studies. Results: M1 and M3 were docked against selected targets. Both the test compounds showed good affinity against all targets except the p300\CBP-associated factor target as there was no H-bond formed by M1. IC50 values of M1 and M3 against 1, 1-diphenyl-picrylhydrazyl free radical scavenging activity were 562 and 136.56ng/mL, respectively. In brine shrimp lethality assay, M1 and M3 showed IC50 value of 81.98 and 139.2ng/mL, respectively. IC50 values recorded for M1 and M3 in tumor inhibition activity were 129 and 219μg/mL, respectively. M1 and M3 exhibited concentration-dependent anti-cancer effects against human cell lines of hepatocellular carcinoma (HepG2) and colon cancer (HCT-116). Against HepG2 cells, M1 and M3 exhibited IC50 of 88.6 and 43.62μg/mL, respectively. M1 and M3 utilized against HCT-116 cell lines possessed IC50 values of 62.5 and 15.3μg/mL. M1 and M3 also showed an anti-leishmanial effect with IC50 values of 336.64 and 530.142μg/mL, respectively. Conclusion: From the results of pharmacological studies, we conclude that the newly synthesized compound showed enhanced anti-oxidant, anti-cancer and anti-leishmanial profile with good yield.

scholarly journals Composition Analysis and Anti-Cancer Properties of Two Endemic Phlomis Species (Phlomis cypria Post and Phlomis brevibracteata Turrill) from Cyprus

Proceedings ◽  
2019 ◽  
Vol 40 (1) ◽  
pp. 29
Author(s):  
Kunter ◽  
Kosar
Keyword(s):  
Cell Lines ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Composition Analysis ◽  
Endemic Plants ◽  
Ros Scavenging ◽  
Pharmacological Activities ◽  
Anti Cancer ◽  
Inhibitory Activities ◽  
Motility Inhibition

Recently, different herbal compounds have been studied for their curative properties against Hepatocellular Carcinoma (HCC). There are over 100 Phlomis species native to the Mediterranean region, which have pharmacological activities against gastrointestinal system and liver diseases. Phlomis brevibracteata Turrill (PBT) and Phlomis cypria Post (PCP) are endemic plants of North-Cyprus belonging to the Lamiaceae family. In this study, chemical composition of the 70% methanol extracts of Phlomis species were analyzed by LC/MS/MS and antiradical activities were evaluated by DPPH● and ABTS+● radical scavenging activity tests. Anti-carcinogenic activities on HCC cell lines were investigated using MTT and wound healing assays, intercellular ROS scavenging activities were tested by DCFH-DA assay. Forsytoside B and caffeoylquinic acids were found as the main phenolic compounds which are possibly responsible for antiradical activities of the plant extracts. Significant decrease in cell viability was noticed for both extracts at concentrations over 1000 µg/mL. PBT treatment also resulted in cell motility inhibition. Additionally, both basal and induced oxidative states of all cell lines significantly were decreased by PBT. Since extracts showed cytotoxic, antioxidant and motility inhibitory activities, Phlomis species can be a good candidate for further studies with the goal of new anticancer chemotherapeutic discoveries.

scholarly journals Catalyst-Free Synthesis of Novel 6-Phenyl-6H-chromeno [4, 3-b] quinoline Derivatives at RT: Their Further Structure Evaluation Leads to Potential Anti-cancer Agents

2017 ◽  
Vol 12 (7) ◽  
pp. 1934578X1701200 ◽  
Author(s):  
Alleni Suman Kumar ◽  
Rathod Aravind Kumar ◽  
Vavilapally Satyanarayana ◽  
Elala Pravardhan Reddy ◽  
Boggu Jagan Mohan Reddy ◽  
...  
Keyword(s):  
Cell Lines ◽  
Preliminary Data ◽  
Model Compound ◽  
Structure Evolution ◽  
Quinoline Derivatives ◽  
Diverse Range ◽  
Anti Cancer ◽  
Ic50 Values ◽  
Novel Method ◽  
Structure Evaluation

A variety of novel quinoline derivatives (6-phenyl-6 H-chromeno [4,3- b] quinoline) have been prepared by using 4-chloro-2-phenyl-2 H-chromene-3-carbaldehyde and various substituted of aromatic anilines as starting materials. This is the first example on the preparation of quinolines through this novel method. And the resulting quinoline derivatives further structure evolution is leads to an anti cancer agents. Our preliminary data of model compound (7i) on three cancer cell lines (B16F10, MCF7 and A549) suggested decent anticancer activity on two cell lines (B16F10 and MCF7) with IC50 values of 14.8 and 21.32 μM, respectively. This method is operationally simple and works with a diverse range of substrates.

scholarly journals Comparison of Phenolic Contents and Scavenging Activities of Miang Extracts Derived from Filamentous and Non-Filamentous Fungi-Based Fermentation Processes

Antioxidants ◽  
2021 ◽  
Vol 10 (7) ◽  
pp. 1144
Author(s):  
Aliyu Dantani Abdullahi ◽  
Pratthana Kodchasee ◽  
Kridsada Unban ◽  
Thanawat Pattananandecha ◽  
Chalermpong Saenjum ◽  
...  
Keyword(s):  
Filamentous Fungi ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Protective Effects ◽  
Tea Leaves ◽  
Antioxidant Power ◽  
Phenolic Contents ◽  
Ic50 Values ◽  
Ferric Reducing Antioxidant Power ◽  
The Impact

The study investigated the impact of the fermentation process on the phenolic contents and antioxidant and anti-inflammatory activities in extracts of Miang, an ethnic fermented tea product of northern Thailand. The acetone (80%) extraction of Miang samples fermented by a non-filamentous fungi-based process (NFP) and filamentous fungi-based process (FFP) had elevated levels of total polyphenols, total tannins, and condensed tannins compared to young and mature tea leaves. The antioxidant studies also showed better the half-maximal inhibitory concentration (IC50) values for fermented leaves in both 1,1-diphenyl-2-picrylhydrazyl (DPPH) and 2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical scavenging activity assays as well as improved ferric reducing antioxidant power (FRAP) compared to young and mature tea leaves. Extracts of NFP and FFP samples at concentrations of 50 and 100 ppm showed better protective effects against hydrogen peroxide (H2O2)-induced intracellular reactive oxygen species (ROS) production in HT-29 colorectal cells without exerting cytotoxicity. Additionally, lipopolysaccharide (LPS)-induced production of nitric oxide (a proinflammatory mediator as well as a reactive nitrogen species) was also inhibited by these fermented Miang extracts with an IC50 values of 17.15 μg/mL (NFP), 20.17 μg/mL (FFP), 33.96 μg/mL (young tea leaves), and 31.33 μg/mL (mature tea leaves). Therefore, both NFP-Miang and FFP-Miang showed the potential to be targeted as natural bioactive functional ingredients with preventive properties against free radical and inflammatory-mediated diseases.

scholarly journals Antioxidant Activity in Rheum emodi Wall (Himalayan Rhubarb)

Molecules ◽  
2021 ◽  
Vol 26 (9) ◽  
pp. 2555
Author(s):  
Sang Koo Park ◽  
Yoon Kyung Lee
Keyword(s):  
Antioxidant Activity ◽  
Ethyl Acetate ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Ethyl Acetate Fraction ◽  
Total Phenolic ◽  
Scavenging Activity ◽  
Polyphenol Content ◽  
Abts Assay ◽  
Ic50 Values

Using natural products as antioxidant agents has been beneficial to replace synthetic products. Efforts have been made to profile the antioxidant capacities of natural resources, such as medicinal plants. The polyphenol content of Himalayan rhubarb, Rheum emodi wall, was measured and the antioxidant activity was determined using DPPH and ABTS+ assay, and the oxidative stress was assessed using SOD enzymatic assay. Five different solvent fractions, n-hexane, n-butanol, ethyl acetate, dichloromethane, and water, were used for screening the antioxidant capacity in effort to determine the optimum extraction solvent. The total phenolic contents for R. emodi fractions ranged from 27.76 to 209.21 mg of gallic acid equivalents (GAE)/g of dry weight. DPPH and ABTS+ assay results are presented into IC50 values, ranged from 21.52 to 2448.79 μg/mL and 90.25 to 1718.05 μg/mL, respectively. The ethyl acetate fraction had the highest antioxidant activity among other fractions. Also, n-butanol and water fractions showed significantly lower IC50 values than the positive control in DPPH radical scavenging activity. The IC50 values of SOD assay of fractions ranged from 2.31 to 64.78 μg/mL. A similar result was observed with ethyl acetate fraction showing the highest SOD radical scavenging activity. The study suggests that the ethyl acetate fraction of R. emodi possess the strongest antioxidant activity, thus the most efficient in extracting antioxidant contents. Moreover, a highly significant correlation was shown between total polyphenol content and antioxidant activity screening assays. The compounds related to the antioxidant activity of R. emodi were identified to myricitrin, myricetin 3-galloyl rhamnoside, and myricetin, which have not been reported in studies about R. emodi before.

scholarly journals Inhibitory Effect of Antidesma bunius Fruit Extract on Carbohydrate Digestive Enzymes Activity and Protein Glycation In Vitro

Antioxidants ◽  
2020 ◽  
Vol 10 (1) ◽  
pp. 32
Author(s):  
Pattamaporn Aksornchu ◽  
Netima Chamnansilpa ◽  
Sirichai Adisakwattana ◽  
Thavaree Thilavech ◽  
Charoonsri Choosak ◽  
...  
Keyword(s):  
Antioxidant Activity ◽  
Radical Scavenging Activity ◽  
Digestive Enzyme ◽  
Radical Scavenging ◽  
Protein Glycation ◽  
Trolox Equivalent Antioxidant Capacity ◽  
Fruit Extract ◽  
Antioxidant Power ◽  
Ic50 Values

Antidesma bunius (L.) spreng (Mamao) is widely distributed in Northeastern Thailand. Antidesma bunius has been reported to contain anthocyanins, which possess antioxidant and antihypertensive actions. However, the antidiabetic and antiglycation activity of Antidesma bunius fruit extract has not yet been reported. In this study, we investigated the inhibitory activity of anthocyanin-enriched fraction of Antidesma bunius fruit extract (ABE) against pancreatic α-amylase, intestinal α-glucosidase (maltase and sucrase), protein glycation, as well as antioxidant activity. A liquid chromatography-tandem mass spectrometry (LC-MS/MS) chromatogram revealed that ABE contained phytochemical compounds such as cyanidin-3-glucoside, delphinidin-3-glucoside, ellagic acid, and myricetin-3-galactoside. ABE inhibited intestinal maltase and sucrase activity with the IC50 values of 0.76 ± 0.02 mg/mL and 1.33 ± 0.03 mg/mL, respectively. Furthermore, ABE (0.25 mg/mL) reduced the formation of fluorescent AGEs and the level of Nε-carboxymethyllysine (Nε-CML) in fructose and glucose-induced protein glycation during four weeks of incubation. During the glycation process, the protein carbonyl and β-amyloid cross structure were decreased by ABE (0.25 mg/mL). In addition, ABE exhibited antioxidant activity through DPPH radical scavenging activity and Trolox equivalent antioxidant capacity (TEAC) with the IC50 values 15.84 ± 0.06 µg/mL and 166.1 ± 2.40 µg/mL, respectively. Meanwhile, ferric reducing antioxidant power (FRAP) showed an EC50 value of 182.22 ± 0.64 µg/mL. The findings suggest that ABE may be a promising agent for inhibiting carbohydrate digestive enzyme activity, reducing monosaccharide-induced protein glycation, and antioxidant activity.

scholarly journals Biochemical Characterization of Clinical Strains of Staphylococcus spp. and Their Sensitivity to Polyphenols-Rich Extracts from Pistachio (Pistacia vera L.)

Pathogens ◽  
2018 ◽  
Vol 7 (4) ◽  
pp. 82 ◽  
Author(s):  
Erminia La Camera ◽  
Carlo Bisignano ◽  
Giuseppe Crisafi ◽  
Antonella Smeriglio ◽  
Marcella Denaro ◽  
...  
Keyword(s):  
Biochemical Characterization ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Clinical Isolates ◽  
Total Phenols ◽  
Clinical Strains ◽  
Novel Treatments ◽  
Ic50 Values ◽  
Staphylococcus Spp

We characterized a number of clinical strains of Staphylococcus spp. and investigated their sensitivity against polyphenols-rich extracts from natural raw and roasted pistachios (NPRE and RPRE, respectively). Out of 31 clinical isolates of Staphylococcus spp., 23 were coagulase-positive and identified as S. aureus, of which 21 were MRSA. Polyphenols-rich extracts from natural pistachios and roasted pistachios were prepared: the total phenols content, expressed as gallic acid equivalent (GAE)/100 g fresh weight (FW), was higher in natural pistachios (359.04 ± 8.124 mg) than roasted pistachios (225.18 ± 5.055 mg). The higher total phenols content in natural pistachios also correlated to the higher free-radical scavenging activity found by DPPH assay: NPRE and RPRE showed IC50 values of 0.85 (C.L. 0.725–0.976 mg mL−1) and 1.15 (C.L. 0.920–1.275 mg mL−1), respectively. Both NPRE and RPRE were active against S. aureus 6538P and Staph. spp. clinical isolates, with RPRE being the most active (MIC values ranging between 31.25 and 2000 μg mL−1). The antimicrobial potential of pistachios could be used to identify novel treatments for S. aureus skin infections.

scholarly journals Bioactivity of extracts of Centaurea polyclada dc. (Asteraceae)

2009 ◽  
Vol 61 (3) ◽  
pp. 447-452 ◽  
Author(s):  
Melanie Granger ◽  
Emilie Samson ◽  
Severine Sauvage ◽  
Anisha Majumdar ◽  
Poonam Nigam ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Free Radical ◽  
Solid Phase Extraction ◽  
Brine Shrimp ◽  
Solid Phase ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Free Radical Scavenging ◽  
Phase Extraction ◽  
Brine Shrimp Lethality Assay

The free radical-scavenging property, antibacterial activity, and brine shrimp toxicity of n-hexane, dichloromethane (DCM), and methanol (MeOH) extracts of Centaurea polyclada, an endemic Turkish species, were assessed using the 2,2-diphenyl-1-picryl-hydrazyl (DPPH) assay, the resazurin microtiter plate-based assay, and the brine shrimp lethality assay, respectively. The DCM and MeOH extracts of C. polyclada exhibited free radical-scavenging ability with RC50 values 1.17 and 0.015 mg/mL, respectively. Among solid-phase extraction fractions of the MeOH extract, the fraction eluted with 60% MeOH in water demonstrated the highest level of free radical-scavenging activity (RC50 = 0.016 mg/mL). Only the DCM extract showed considerable antibacterial activity against all nine test strains except Escherichia coli, with MIC ranging from 1.25 to 2.50 mg/mL. This antibacterial activity pattern was also observed with solid-phase extraction fractions of the DCM extract with varied potencies. None of the extracts showed any significant toxicity towards brine shrimps (LD50 = >1.00 mg/mL).

scholarly journals Chemical Composition and Pharmacological Activities of Plantago major L. in Vietnam

2021 ◽  
Vol 33 (2) ◽  
pp. 314-318
Author(s):  
DO THI VIET HUONG ◽  
PHAN MINH GIANG ◽  
DO HUY HOANG ◽  
NGUYEN ANH PHUONG ◽  
TRIEU ANH TRUNG
Keyword(s):  
Chemical Composition ◽  
Biological Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Postprandial Glucose ◽  
Biologically Active ◽  
Plantago Major ◽  
Pharmacological Activities ◽  
Glucose Levels ◽  
Ic50 Values

Plantago major L. in Vietnam was investigated for its chemical composition and also evaluated the biological activities against enzyme α- glucosidase and free radicals activities. The powder mixture of dried leave and roots of this species was extracted separately by three solvents: dichloromethane, water, water:alcohol (50:50, v:v). The chemical composition of dichloromethane extract was analyzed by GC-MS system to identify eighteen components, out of which eight biologically active compounds viz. 5-hydroxymethylfurfural, n-hecxadecanoic acid, 9,12-octadecadienoic acid (Z,Z)-methyl ester, allogibberic acid, β-tocopherol, campesterol, γ-sitosterol, lup-20(29)-en-3-ol and friedenlan-3-one were presented. The concentration of radical scavenging activity DPPH expressed by IC50 for water, water:alcohol (50:50, v:v) and dichloromethane with 208.7, 89.3 and 62.05 μg/mL, respectively. The dichloromethane, water and water:alcohol (50:50, v:v) extract of Plantago major exhibited α-glucosidase inhibitory activity with IC50 values of 116.4, 302.7, 195.9 μg/mL, respectively, which was comparable with acarbose (98.4 μg/mL). Plantago major L. in Vietnam may be effective inhibitors as the antidiabetic candidate and helpful to reduce the postprandial glucose levels.

scholarly journals Antioxidant, Cytotoxic Activities and Total Phenolic Content of Four Indonesian Medicinal Plants

2012 ◽  
Vol 2 (4) ◽  
Author(s):  
Waras Nurcholis ◽  
Bambang Pontjo Priosoeryanto ◽  
Edy Djauhari Purwakusumah ◽  
Takeshi Katayama ◽  
Toshisada Suzuki
Keyword(s):  
Free Radical ◽  
Medicinal Plants ◽  
Total Phenolic Content ◽  
Phenolic Content ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Total Phenolic ◽  
Cytotoxic Activities ◽  
Ic50 Values ◽  
Ethanol Extracts

The crude ethanol extracts of four Indonesian medicinal plants namely Curcuma xanthorrhiza Roxb.,Phyllanthus niruri Linn., Andrographis paniculata Ness., and Curcuma aeruginosa Roxb. wereexamined for their antioxidant (radical scavenging) activity using 2, 2-diphenyl-2-picrylhydrazyl(DPPH) free radical and cytotoxicity using brine shrimp lethality test (BSLT). The total phenoliccontent was used the Folin-Ciocalteu method. IC50 values for DPPH radical scavenging activityranged from 14.5 to 178.5 μg/ml, with P. niruri having the lowest value and therefore the mostpotent, and C. aeruginosa having the highest value. LC50 values for BSLT ranged from 210.3 to593.2 μg/ml, with C. xanthorrhiza and A. paniculata having the lowest and highest values,respectively. The total phenolic content of the Indonesian plants ranged from 133.0 ±3.7 to863.3±54.7 mg tannic acid equivalent per 1 g extract, with C. aeruginosa and P. niruri having thelowest and highest values, respectively. A positive correlation between free radical scavengingactivity and the content of phenolic compounds was found in the four of Indonesian medicinal plants.

Sign in / Sign up

Export Citation Format

Share Document