scholarly journals Synthesis and Biological Evaluation of Aminonaphthols Incorporated Indole Derivatives

2014 ◽  
Vol 2014 ◽  
pp. 1-12 ◽  
Author(s):  
Saundane Anand Raghunath ◽  
Kirankumar Nandibeoor Mathada
Keyword(s):  
Radical Scavenging ◽  
Antitubercular Activity ◽  
Antimicrobial Activities ◽  
Biological Evaluation ◽  
Secondary Amines ◽  
Anticancer Activities ◽  
One Pot ◽  
Antioxidant Power ◽  
Mic Value

An efficient one pot condensation of naphthols (1), 2,5-disubstituted indole-3-carboxaldehydes (2), and secondary amines (3) has been achieved using dichloromethane as a solvent, stirring at room temperature. Some of the new [(disubstituted amino)(5-substituted 2-phenyl-1H-indol-3-yl)methyl]naphthalene-ols (4) derivatives were prepared in good yields. The significant features of this method are simple work-up procedure, inexpensive nontoxic solvent, shorter reaction times, and excellent product yields. The structures of newly synthesized compounds (4a–r) are confirmed by their elemental analysis, FTIR, 1H and 13C NMR, and mass spectral data. These compounds were screened for their in vitro antioxidant, antimicrobial, antitubercular, and anticancer activities. Among the synthesized compounds (4a–r), the compound 4e exhibited highest activity for radical scavenging and ferric ions reducing antioxidant power activities; compounds 4b, 4h, and 4k showed good metal chelating activity. Compounds 4n and 4q showed excellent antimicrobial activities with MIC value 08 µg/mL against tested strains. Compounds 4h, 4k, 4n, and 4q exhibited promising antitubercular activity with MIC value 12.5 µg/mL. Compounds 4k and 4q exhibited 100% cell lysis at concentration 10 µg/mL against MDA-MB-231 (human adenocarcinoma mammary gland) cell lines.

scholarly journals Synthesis, Characterization and Biological Evaluation of Fe(III) and Cu(II) Complexes with 2,4-Dinitrophenyl hydrazine and Thiocyanate Ions

2019 ◽  
Vol 31 (4) ◽  
pp. 780-784
Author(s):  
P. Manimaran ◽  
S. Balasubramaniyan
Keyword(s):  
Antioxidant Activity ◽  
Metal Complexes ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Free Ligand ◽  
Antimicrobial Activities ◽  
Biological Evaluation ◽  
Diffusion Method ◽  
Spectral Studies

The metal complexes of Fe(III) and Cu(II) were prepared by using 2,4-dinitrophenyl hydrazine (DNPH) and thiocyanate (SCN) with stirrer refluxed for about 6 h. The prepared Fe(III) and Cu(II) complexes were characterized by elemental analysis, molar conductance, magnetic susceptibility and electronic spectrum, FT-IR spectral studies. The result suggested the octahedral geometry for Fe(III) and Cu(II) complexes. Powder X-ray diffraction indicate the crystalline nature of the metal complexes. The antimicrobial activities of the Fe(III) and Cu(II) complexes were tested with various micro organisms by disc diffusion method. The antimicrobial results indicate that the metal complexes are highly active with compared to the free ligand. The in vitro antioxidant activity of the free ligand and its metal complexes was assayed by radical scavenging activity (DPPH). The result proposed that Fe (III) and Cu(II) complexes exhibited strong antioxidant activity than that of the ligand.

Synthesis and Antimicrobial Evaluation of Amino Acid Naphthoquinone Derivatives as Potential Antibacterial Agents

Chemotherapy ◽  
2021 ◽  
Author(s):  
Lluvia Itzel López-López ◽  
Ernesto Rivera-Ávalos ◽  
Cecilia Villarreal-Reyes ◽  
Fidel Martínez-Gutiérrez ◽  
Denisse de Loera
Keyword(s):  
Escherichia Coli ◽  
Staphylococcus Aureus ◽  
Antibacterial Activity ◽  
Amino Acid ◽  
Antimicrobial Activities ◽  
Biological Evaluation ◽  
Culture Collection ◽  
Anticancer Activities ◽  
Broth Microdilution Method

Background: The synthesis and biological evaluation of 1,4-naphthoquinone derivatives are of great interest since these compounds exhibit strong antibacterial, antifungal, antimalarial, and anticancer activities. The electronic properties of naphthoquinones are usually modulated by attaching functional groups containing nitrogen, oxygen and sulfur atoms, which tune their biological potency and selectivity. Methods: A series of 13 amino acid 1,4-naphthoquinone derivatives were synthesized under assisted microwave and ultrasound conditions. The antibacterial activity compounds was tested against American type Culture Collection (ATCC): Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus and Enterococcus faecalis, as well two multidrug resistant pathogens: Escherichia coli and Staphylococcus aureus from clinical isolated. Minimal inhibitory concentration (MIC) was determined using the broth microdilution method. Results: MIC of derivatives 4–11, 14 and 16 showed antimicrobial activity against gram-positive and gram-negative bacteria. Antimicrobial activities of the compounds 4–8 and 14 were ≤MIC 24.7 μg∙mL-1 against all the reference strain, even more the compound 6 showed the most potent activity with a MIC of 3.9 μg∙mL-1 on S. aureus. On the clinical isolated the compounds 7, 8 and 14 showed a MIC of 49.7 and 24.7 μg∙mL-1 against S. aureus y E. coli respectively. About ADME properties and Osiris analysis, the compounds 4-16 presented high gastrointestinal absorption and good characteristics for oral bioavailability and the compound 14 was the less toxic. Conclusion: amino acid 1,4-naphthoquinone derivatives showed good in vitro antibacterial activity against clinical strains, and modifications on C-3 with cloride atom enhanced the efficiency against same pathogens.

scholarly journals Papaver Decaisnei: GC-MS Alkaloids Profiling, in Vitro Antioxidant, and Anticancer Activity

2022 ◽  
Author(s):  
Ahmed Aj.Jabbar ◽  
Fuad Othman Abdullah ◽  
Kamaran Kaiani Abdulrahman ◽  
yaseen Galali ◽  
Abdullah Sh. Sardar
Keyword(s):  
Antioxidant Activity ◽  
Radical Scavenging ◽  
Reducing Power ◽  
Phytochemical Analysis ◽  
Endemic Plant ◽  
Anticancer Activities ◽  
Antioxidant Power ◽  
Leaves And Roots ◽  
Mcf 7

Abstract The Papaver L. plant have been well known as a source of pharmaceutically valuable alkaloids (noscapine, thebaine, codeine, roemerine, papaverine and morphine). The current study investigates the phytochemical, in-vitro antioxidant, and anticancer activities of papaver decaisnei, an endemic plant species to the flora of Kurdistan-Iraq. The chemical analysis of the methanolic (MeOH) extracts of flowers, leaves, and roots of papaver decaisnei were made by using gas chromatography-mass spectrophotometry (GC-MS), and the antioxidant activity evaluation done by radical scavenging [on 1,1-diphenyl-2-picrylhydrazyl (DPPH), 2,2j-azino-bis (3- ethylbenzothiazoline-6-sulfonic acid) (ABTS)], and reducing power [cupric reducing antioxidant capacity (CUPRAC), and ferric reducing antioxidant power (FRAP)] assays. The anticancer actions were presented as IC50 (inhibitory concentration at 50%) on human colorectal adenocarcinoma (Caco-2), mammary cancer cells (MCF-7), and human cervical carcinoma (HeLa) cells. The results of the phytochemical analysis showed 17, 19, and 22 chemical compounds for flowers, leaves, and roots of P. decaisnei, respectively. The prevalent organic compounds of P. decaisnei were alkaloids, phenolics, fatty acids, esters, and phytosterols, namely Roemerine (70.44%), Decarbomethoxytabersonine, 9,12,15-Octadecatrien-1-ol, Hexadecanoic acid, 6,8-Dioxa-3-thiabicyclo(3,2,1)octane 3,3-dioxide, and γ-Sitosterol. The antioxidant activity of plant organ extracts was within 39.1-143.5 μg/ml for DPPH and 123.12-276.4 μg/ml for ABTS assays, while, the FRAP and CUPRAC values ranged within 12.4- 34.3 and 42.6-75.8 μg/ml, respectively. The anticancer action of P.decaisnei organ extracts was found against all tested human cell lines (Caco-2, MCF-7, HeLa) with inhibitory concentrations (IC50) values between 125.3-388.4 μg/ml. The presented data on alkaloid contents and biological activity of P. decaisnei can serve a ground knowledge for the future biomedical synthesis and cancer research projects.

scholarly journals Antibacterial, antioxidant, cytotoxic effects and GC-MS analysis of mangrove-derived Streptomyces achromogenes tch4 extract

2021 ◽  
pp. 17-17
Author(s):  
Janpen Tangjitjaroenkun ◽  
Wanchai Pluempanupat ◽  
Rungnapa Tangchitcharoenkhul ◽  
Waraporn Yahayo ◽  
Roongtawan Supabphol
Keyword(s):  
Ethyl Acetate ◽  
Ethyl Acetate Extract ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Bioactive Metabolites ◽  
Total Phenolic ◽  
Anticancer Activities ◽  
Antioxidant Power ◽  
Dry Extract

The in vitro biological activities of the ethyl acetate extract of the culture filtrate from Streptomyces achromogenes TCH4 (TCH4 extract) were evaluated. The ethyl acetate extract of TCH4 produced a bacteriostatic effect against Enterobacter cloacae, Staphylococcus aureus, Staphylococcus saprophyticus, Bacillus subtilis, methicillin-resistant S. aureus (MRSA) and Klebsiella pneumoniae. The extract had bactericidal activity against S. aureus, S. saprophyticus, S. aureus (MRSA) and K. pneumoniae with minimum bactericidal concentration (MBC) values in the range of 500-1000 ?g/mL. The total phenolic and flavonoid contents in TCH4 were 107.20?2.57 mg gallic acid equivalent (GAE)/g and 44.91?0.84 mg quercetin equivalent (QE)/g of dry extract. Antioxidant activity was determined by DPPH radical (IC50 299.64?6.83 ?g/mL) and ABTS radical scavenging (IC50 65.53?0.95 ?g/mL), and the ferric-reducing antioxidant power (FRAP) (822.76?9.12 mM FeSO4.7H2O/g dry extract) assays. TCH4 exhibited cytotoxic activity in the DU-145 cell line (IC50 9.36?0.37 ?g/mL). Analysis of extract constituents by GC-MS revealed pyrrolo[1,2-a]pyrazine-1,4-dione, hexahydro-3-(2-methylpropyl) (36.85%), benzeneacetamide (23.76%), and deferoxamine (12.85%) as the major compounds, which have been reported to possess pharmaceutical properties. S. achromogenes TCH4 could be a potential source of bioactive metabolites with antibacterial, antioxidant and anticancer activities for pharmaceutical applications.

scholarly journals Phytochemical characterization of phenolics by LC-MS/MS and biological evaluation of Ajuga orientalis from Turkey

2015 ◽  
Vol 10 (3) ◽  
pp. 639 ◽  
Author(s):  
Fatih Göger ◽  
Yavuz Bülent Köse ◽  
Gamze Göger ◽  
Fatih Demirci
Keyword(s):  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Biological Evaluation ◽  
Trolox Equivalent Antioxidant Capacity ◽  
Bacterial Strains ◽  
Trolox Equivalent ◽  
Anticandidal Activity ◽  
Antioxidant And Antimicrobial Activity ◽  
Mic Value

<p class="Abstract">The aim of this study was to reveal the phytochemical constituents, antioxidant and antimicrobial activity of <em>Ajuga orientalis</em>. According to the antimicrobial results, the methanol extract of<em> A. orientalis</em> showed a MIC value of 312.5 µg/mL against the tested pathogenic bacterial strains. Anticandidal activity of extract was found as 156.3 µg/mL both against <em>Candida albicans</em> and <em>C. parapsilosis</em> strains. Whereas the extract was more effective against <em>C. tropicalis</em> with the MIC value of 78.1 µg/mL. The<em> in vitro</em> DPPH radical scavenging activity of the extract was determined as IC<sub>50</sub>=0.4 ± 0.02 mg/mL whereas the standard BHT IC<sub>50</sub> was 0.01 ± 0.00 mg/mL. Trolox Equivalent Antioxidant Capacity (TEAC) of extract was determined 1.3 mM TEAC, while BHT, 1.9 mM TEAC.</p><p> </p>

scholarly journals Quinoline Functionalized Schiff Base Silver (I) Complexes: Interactions with Biomolecules and In Vitro Cytotoxicity, Antioxidant and Antimicrobial Activities

Molecules ◽  
2021 ◽  
Vol 26 (5) ◽  
pp. 1205
Author(s):  
Adesola A. Adeleke ◽  
Sizwe J. Zamisa ◽  
Md. Shahidul Islam ◽  
Kolawole Olofinsan ◽  
Veronica F. Salau ◽  
...  
Keyword(s):  
Schiff Base ◽  
Antioxidant Activities ◽  
Biological Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Antimicrobial Activities ◽  
In Vitro Cytotoxicity ◽  
Spectroscopic Techniques ◽  
Antioxidant Power

A series of fifteen silver (I) quinoline complexes Q1–Q15 have been synthesized and studied for their biological activities. Q1–Q15 were synthesized from the reactions of quinolinyl Schiff base derivatives L1–L5 (obtained by condensing 2-quinolinecarboxaldehyde with various aniline derivatives) with AgNO3, AgClO4 and AgCF3SO3. Q1–Q15 were characterized by various spectroscopic techniques and the structures of [Ag(L1)2]NO3Q1, [Ag(L1)2]ClO4Q6, [Ag(L2)2]ClO4Q7, [Ag(L2)2]CF3SO3Q12 and [Ag(L4)2]CF3SO3Q14 were unequivocally determined by single crystal X-ray diffraction analysis. In vitro antimicrobial tests against Gram-positive and Gram-negative bacteria revealed the influence of structure and anion on the complexes′ moderate to excellent antibacterial activity. In vitro antioxidant activities of the complexes showed their good radical scavenging activity in ferric reducing antioxidant power (FRAP). Complexes with the fluorine substituent or the thiophene or benzothiazole moieties are more potent with IC50 between 0.95 and 2.22 mg/mL than the standard used, ascorbic acid (2.68 mg/mL). The compounds showed a strong binding affinity with calf thymus-DNA via an intercalation mode and protein through a static quenching mechanism. Cytotoxicity activity was examined against three carcinoma cell lines (HELA, MDA-MB231, and SHSY5Y). [Ag(L2)2]ClO4Q7 with a benzothiazole moiety and [Ag(L4)2]ClO4Q9 with a methyl substituent had excellent cytotoxicity against HELA cells.

scholarly journals Chemical Profiling and Biological Evaluation of Nepeta baytopii Extracts and Essential Oil: An Endemic Plant from Turkey

Plants ◽  
2021 ◽  
Vol 10 (6) ◽  
pp. 1176
Author(s):  
Gokhan Zengin ◽  
Mohamad Fawzi Mahomoodally ◽  
Abdurrahman Aktumsek ◽  
József Jekő ◽  
Zoltán Cziáky ◽  
...  
Keyword(s):  
Essential Oil ◽  
Ethyl Acetate ◽  
Biological Activities ◽  
Radical Scavenging ◽  
Biological Evaluation ◽  
Endemic Plant ◽  
Antioxidant Power ◽  
Water Extracts ◽  
Trolox Equivalent

Nepeta baytopii is a poorly studied, endemic Nepeta species (Lamiaceae) of Turkey. For the first time, the biological activities (antioxidant, enzyme inhibition, and cytotoxicity properties) of the hexane, ethyl acetate, methanol, water/methanol, and water extracts and essential oil prepared from N. baytopii aerial parts were assessed. Hydro-methanol (41.25 mg gallic acid equivalent (GAE)/g) and water extracts (50.30 mg GAE/g), respectively showed the highest radical scavenging (94.40 and 129.22 mg Trolox equivalent (TE)/g, for 2,2-diphenyl-1-picrylhydrazyl radical and 2,2-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid radical scavenging assays) and reducing (229.37 and 129.55 mg TE/g, for ferric-reducing antioxidant power and cupric-reducing antioxidant capacity assays) capacities in vitro. An interestingly high inhibition was observed for ethyl acetate extract against butyrylcholinesterase (10.85 mg galantamine equivalent/g). The methanol extract showed high cytotoxicity (31.7%) against HepG2 cells. Caryophyllene oxide was identified in high concentrations in the essential oil (39.3%). Luteolin and apigenin and their derivatives were identified from the methanol and water extracts. The results obtained from this study highlighted that the abundance of highly bioactive compounds from Nepeta baytopii ensures the multiple biological activities of the tested extracts, and this suggests a potential use in the pharmaceutical and nutraceutical fields, and therefore should be investigated further.

Microwave Induced one Pot Ugi Multicomponent Reaction of Fluoroquino lone Scaffolds: Their Biological Evaluation

2020 ◽  
Vol 07 ◽  
Author(s):  
Navin B. Patel ◽  
Rahul B. Parmar ◽  
Hetal I. Soni
Keyword(s):  
Multicomponent Reaction ◽  
Mass Spectra ◽  
Antitubercular Activity ◽  
Biological Evaluation ◽  
Biologically Active ◽  
Aspergillus Clavatus ◽  
One Pot ◽  
Concentration Method ◽  
Work Up

Microwave irradiated facile and efficient process for one pot Ugi multicomponent reaction of a novel series of fluoroquinolone scaffolds is described here. On the basis of this approach, a new route to synthesize this privileged scaffolds were designed with higher yields, a clean procedure, time efficient and simple work-up. Our aim is to develop a biologically active fluoroquinolone scaffolds by microwave induced one pot Ugi multicomponent reaction. All the synthesized molecules were characterized by IR, 1H NMR, 13C NMR, and Mass spectra. The antimicrobial activity of synthesized compounds was screened against two Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa), two Grampositive bacteria (Staphylococcus aureus, Streptococcus pyogenes), and three fungi (Candida albicans, Aspergillus niger, Aspergillus clavatus) utilizing the MIC (Minimal Inhibitory Concentration) method and antitubercular activity H37Rv utilizing L. J. Slope method. Some of these novel derivatives demonstrate moderate to good in vitro antibacterial, antifungal and antitubercular activities.

scholarly journals Synthesis and Biological Evaluation of m-PEG Attached Acridinedione Derivatives as Antimicrobial, Antioxidant and Anticancer Agents

2021 ◽  
Vol 33 (7) ◽  
pp. 1603-1610
Author(s):  
Tathagata Dey ◽  
Indira Viswambaran Asharani
Keyword(s):  
Anticancer Agents ◽  
Antimicrobial Activities ◽  
Biological Evaluation ◽  
Anticancer Activities ◽  
Gram Positive ◽  
Spectral Techniques ◽  
Drug Candidates ◽  
Anticancer Properties ◽  
Gram Negative Organisms

Among heterocycles, a wide variety of nitrogen heterocycles have been exploited to develop pharmaceutically important molecules. Particularly, acridines are clinically used potential drug candidates showing various pharmacological activities. Some of the novel m-PEG attached acridinediones 4(a-j) were synthesized with the readily available starting materials such as dimedone, glycine and aldehydes. Structures of the synthesized compounds were characterized by spectral techniques. The synthesized compounds (4a-j) were evaluated for in vitro antimicrobial, antioxidant and anticancer activities. Compounds 4d, 4e and 4g were found to produce potent antimicrobial activities against Gram-positive and Gram-negative organisms while 4c active against only Gram-positive organisms when compared with the standard, ciprofloxacin. On the other side, 4d and 4i produced potent antioxidant activity and 4a, 4d and 4g exhibited comparable anticancer properties.

scholarly journals Synthesis, in Vitro Biological Evaluation, and Oxidative Transformation of New Flavonol Derivatives: The Possible Role of the Phenyl-N,N-Dimethylamino Group

Molecules ◽  
2018 ◽  
Vol 23 (12) ◽  
pp. 3161 ◽  
Author(s):  
Peter Szabados-Furjesi ◽  
David Pajtas ◽  
Aliz Barta ◽  
Evelin Csepanyi ◽  
Attila Kiss-Szikszai ◽  
...  
Keyword(s):  
Antioxidant Activities ◽  
Radical Scavenging Activity ◽  
Radical Scavenging ◽  
Biological Evaluation ◽  
Absorption Capacity ◽  
Oxidation Products ◽  
Oxidative Transformation ◽  
Dimethylamino Group ◽  
Antioxidant Power

Six new flavonols (6a–f) were synthesized with Claisen–Schmidt and Suzuki reactions and they were fully characterized by spectroscopic methods. In order to evaluate their antioxidant activities, their oxygen radical absorption capacity and ferric reducing antioxidant power were measured, along with their free radical scavenging activity against 2,2’-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) and 2,2-diphenyl-1-picrylhydrazylradicals. In addition, their cytotoxicity on H9c2 cardiomyoblast cells was also assessed by a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay. Compounds bearing the phenyl-N,N-dimethylamino group (6a, 6c, and 6e) exhibited promising antioxidant potency and did not have any cytotoxic effect. After a consideration of these data, the oxidative transformation of the 6c compound was investigated in vitro with a chemical Fenton reaction and the identification of the formed oxidation products was performed by mass spectrometry. Two potential metabolites were detected. Based on these results, compound 6c can be a model compound for future developments. Overall, this work has proved the involvement of the phenyl-N,N-dimethylamino group in the antioxidant activity of flavonols.

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