Synthesis of Some New Poly cyclic Heterocyclic Compounds of Anticipated Biological Activity

2020 ◽  
Vol 17 ◽  
Author(s):  
Taghreed A. Alsufyani ◽  
Hosam A. Saad ◽  
Asmaa A. A. Al-otaibi
Keyword(s):  
Antimicrobial Activity ◽  
Biological Activity ◽  
Spectral Data ◽  
Elemental Analysis ◽  
Heterocyclic Compounds ◽  
Biologically Active ◽  
Supplementary Information ◽  
Diffusion Method ◽  
First Time ◽  
Agar Well Diffusion Method

: Novel polyheterocyclic nitrogen systems such as 2-amino-1H-pyrazolo[5',1':3,4][1,2,4]-triazino[5,6-b]indole-3-carbonitrile 2, which has been synthesized for the first time in the present work, is considered as starting material for the synthesis of more novel polyheterocyclic systems with five fused rings and sometime eight fused rings via heterocyclization with α,β-bifunctional reagents under different conditions. The formed structures of the products were established from their correct elemental analysis and spectral data. Some of the compounds were evaluated for their antimicrobial activity using the Agar Well Diffusion method. Compounds 2, 4, 5, 6, 8 were found to be biologically active (Supplementary information).

scholarly journals Synthesis of New Furothiazolo Pyrimido Quinazolinones from Visnagenone or Khellinone and Antimicrobial Activity

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 2793 ◽  
Author(s):  
Ameen Abu-Hashem
Keyword(s):  
Antimicrobial Activity ◽  
Growth Inhibition ◽  
Spectral Data ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Heterocyclic Compounds ◽  
Gram Negative Bacteria ◽  
Gram Negative ◽  
Bacteria And Fungi ◽  
New Compounds

Substituted-6-methyl-1-thioxo-1,2-dihydro-3H-furo[3,2-g]pyrimido[1,6-a]quinazolin-3-ones (5a,b) were synthesized from condensation of visnagenone (2a) or khellinone (2b) with 6-amino-thiouracil (3) in dimethylformamide or refluxing of (4a) or (4b) in dimethylformamide. Hence, compounds (5a,b) were used as the starting materials for preparing many new heterocyclic compounds such as; furo[3,2-g]pyrimido[1,6-a]quinazoline (6a,b), furo[3,2-g]thiazolo[2′,3′:2,3]pyrimido[1,6-a]quinazolinone (7a,b), substituted-benzylidene-furo[3,2-g]thiazolo[2′,3′:2,3]pyrimido[1,6-a]quinazoline-3,5-dione (8a–f), 3-oxo-furo[3,2-g]pyrimido[1,6-a]quinazoline-pentane-2,4-dione (9a,b), 1-(pyrazole)-furo[3,2-g]pyrimido[1,6-a]quinazolinone (10a,b), 2-(oxo or thioxo)-pyrimidine-furo[3,2-g]pyrimido[1,6-a]quinazolinone (11a–d), 1-(methylthio)-furo[3,2-g]pyrimido[1,6-a]quinazolinone (12a,b), 1-(methyl-sulfonyl)-furo[3,2-g]pyrimido[1,6-a]quinazolinone (13a,b) and 6-methyl-1-((piperazine) or morpholino)-3H-furo[3,2-g]pyrimido[1,6-a]quinazolin-3-one (14a–d). The structures of the prepared compounds were elucidated on the basis of spectral data (IR, 1H-NMR, 13C-NMR, MS) and elemental analysis. Antimicrobial activity was evaluated for the synthesized compounds against Gram-positive, Gram-negative bacteria and fungi. The new compounds, furothiazolo pyrimido quinazolines 8a–f and 11a–d displayed results excellent for growth inhibition of bacteria and fungi.

Synthesis and evaluation of chromene-based compounds containing pyrazole moiety as antimicrobial agents

2017 ◽  
Vol 23 (1) ◽  
Author(s):  
Mohamed Salah K. Youssef ◽  
Ahmed Abdou O. Abeed ◽  
Talaat I. El-Emary
Keyword(s):  
Antimicrobial Activity ◽  
Antifungal Activity ◽  
Spectral Data ◽  
Elemental Analysis ◽  
Antimicrobial Agents ◽  
Diffusion Method ◽  
Gram Negative Bacteria ◽  
Gram Positive ◽  
Gram Negative ◽  
Hybrid Compounds

AbstractWith an intention to synergize the antimicrobial activity of 1,3-diphenyl pyrazole and chromene derivatives, 20 hybrid compounds were synthesized and evaluated for their antimicrobial activity. Structures of the newly synthesized compounds were established by elemental analysis and spectral data. All compounds were evaluated for their antimicrobial activity against Gram positive and Gram negative bacteria and antifungal activity by a well diffusion method. Compounds

Antimicrobial Activity of 2-((2-(hydroxyimino)-1- phenylpropylidene) Hydrazono)-1, 2- diphenylethanone (HMPPH) and its Derivative

2020 ◽  
Vol 5 (7) ◽  
pp. 1056-1060
Author(s):  
M.J. Lele ◽  
Dr.R.G. Deshmukh
Keyword(s):  
Antimicrobial Activity ◽  
Biological Activity ◽  
Schiff Base ◽  
Elemental Analysis ◽  
Magnetic Moment ◽  
Electronic Spectra ◽  
Spectroscopic Investigation ◽  
Molecular Formula ◽  
Preliminary Screening ◽  
First Time

A new series of Cu(II), Pt(II) and Pd(II) complexes were prepared with ligand 2-((2- (hydroxyimino)-1-phenylpropylidene) Hydrazono)-1, 2- diphenylethanone (HMPPH) corresponding to molecular formula (C23H18N3O2) has been synthesized and reported for the first time. The Schiff base and its metal complexes were characterized on the basis of various spectroscopic investigation like IR, NMR, UVVISIBLE spectroscopy, elemental analysis etc. While the geometry of the complexes was confirmed by electronic spectra, magnetic moment measurements. A preliminary screening of these compounds for biological activity against various microorganisms has indicated that they are microbial active against some microorganisms.

scholarly journals SYNTHESIS AND STRUCTURAL ELUCIDATION OF AMINO ACETYLENIC AND THIOCARBAMATES DERIVATIVES FOR 2-MERCAPTOBENZOTHIAZOLE AS ANTIMICROBIAL AGENTS

2017 ◽  
Vol 9 (2) ◽  
pp. 192
Author(s):  
Aseel Alsarahni ◽  
Zuhair Muhi Eldeen ◽  
Elham Al-kaissi ◽  
Ibrahim Al- Adham ◽  
Najah Al-muhtaseb
Keyword(s):  
Antimicrobial Activity ◽  
Elemental Analysis ◽  
Antimicrobial Agents ◽  
Diffusion Method ◽  
Benzothiazole Derivatives ◽  
H Nmr ◽  
Ft Ir ◽  
Potential Antimicrobial Activity ◽  
C Nmr

<p><strong>Objective: </strong>To design and synthesize amino acetylenic and thiocarbonate of 2-mercapto-1,3-benthiazoles as potential antimicrobial agents.</p><p><strong>Methods: </strong>A new series of 2-{[4-(t-amino-1-yl) but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole derivatives (AZ1-AZ6), and S-1,3-benzothiazol-2-yl-O-alkyl carbonothioate derivatives were synthesised, with the aim that the target compounds show new and potential antimicrobial activity. The elemental analysis was indicated by the EuroEA elemental analyzer, and biological characterization was via IR, <sup>1</sup>H-NMR, [13]C-NMR, DSC were determined with the aid of Bruker FT-IR and Varian 300 MHz spectrometer using DMSO-d<sub>6</sub> as a solvent.<em> </em><em>In vitro </em>antimicrobial activity, evaluation was done for the synthesised compounds, by agar diffusion method and broth dilution test. The minimum inhibitory concentration (MIC) and the minimum bactericidal concentration (MBC) were determined. <em></em></p><p><strong>Results: </strong>The IR, <sup>1</sup>H-NMR, <sup>13</sup>C-NMR, DSC and elemental analysis were consistent with the assigned structures. Compound of 2-{[4-(4-methylpiperazin-1-yl)but-2-yn-1-yl] sulfanyl}-1,3-benzothiazole (AZ1), 2-{[4-(2-methylpiperidin-1-yl)but-2-yn-1-yl]sulfanyl}-1,3-benzothiazole (AZ2), 2-{[4-(piperidin-1-yl) but-2-yn-1-yl]sulfanyl}-1, 3-benzothiazole (AZ6), S-1,3-benzothiazol-2-yl-O-ethyl carbonothioate (AZ7), and S-1,3-benzothiazol-2-yl-O-(2-methylpropyl) carbonothioate (AZ9) showed the highest antimicrobial activity against <em>Pseudomonas aeruginosa </em>(<em>P. aeruginosa</em>), AZ-9 demonstrated the highest antifungal activity against <em>Candida albicans </em>(<em>C. albicans</em>), with MIC of 31.25 µg/ml.</p><p><strong>Conclusion: </strong>These promising results promoted our interest to investigate other structural analogues for their antimicrobial activity further.</p>

scholarly journals The Search for Biologically Active Compounds in the Series of N-ethoxyethylpiperidine Derivatives

2019 ◽  
Vol 21 (2) ◽  
pp. 125
Author(s):  
U.B. Issayeva ◽  
G.S. Akhmetova ◽  
U.M. Datkhayev ◽  
M.T. Omyrzakov ◽  
K.D. Praliyev ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Biologically Active ◽  
Hydroxyl Group ◽  
Diffusion Method ◽  
Acylation Reaction ◽  
Gram Positive Bacteria ◽  
Cyclopropanecarboxylic Acid ◽  
Yeast Fungus ◽  
Acid Esters

With the aim to introduce fragment of cyclopropane and fragments of p-, m-, o-fluorophenyls into the structures of N-ethoxyethylpiperidines, acylation of oxime and phenylacetylenic alcohol of 1-(2-ethoxyethyl)-4-ketopiperidine by cyclopropanecarbonylchloride was carried out; on the basis of 1-(2-ethoxyethyl)-4-ethynyl-4-hydroxypiperidine (cascaine alcohol), acylation by 4-fluoro-, 3-fluoro-, 2-fluorobenzoylchlorides was carried out with formation of the corresponding piperidine containing hydrochlorides of cyclopropanecarboxylic acid esters and para-, meta-, ortho-fluorobenzoic esters. Acylation reaction on the hydroxyl group of compounds is carried out in absolute dioxane, the acylating agents are cyclopropanecarbonylchloride, p-, m-, o-fluorobenzoyl chlorides taken in excess. The obtained esters of cyclopropanecarboxylic and para-, meta-, ortho-fluorobenzoic acids are crystalline substances with a clear melting point, well soluble in water, ethanol, acetone. P-fluorobenzoates are obtained with better yields, m-fluorobenzoates occupy an intermediate position, and o-fluorobenzoates are formed with the lowest yields. The best yields of fluorobenzoates are obtained using dioxane as a solvent. Para-, meta-, ortho-fluorobenzoic esters of 1-(2-ethoxyethyl)-4-ethynyl-4-hydroxypiperidine coded A-4 – A-6 were studied for the presence of antimicrobial activity, the actions of these preparations were evaluated in vitro in relation to strains of gram-positive bacteria Staphylococcus aureus, Bacillus subtilis, gram-negative strains of Escheriсhia coli, Pseudomonas aeruginosa and to yeast fungus Сandida albicans by the diffusion method into agar (holes). Introduction of fluorine atom into the structure of cascaine lead to manifestation of antimicrobial activity.

scholarly journals A new group of compounds derived from 4-, 5-, 6- and 7-aminoindoles with antimicrobial activity

2018 ◽  
Vol 4 (3) ◽  
pp. 27-36 ◽  
Author(s):  
Irina Stepanenko ◽  
Semen Yamashkin ◽  
Yuliya Kostina ◽  
Alyona Batarsheva ◽  
Mikhail Mironov
Keyword(s):  
Antimicrobial Activity ◽  
Antibacterial Activity ◽  
Antibiotic Resistance ◽  
Biologically Active ◽  
Diffusion Method ◽  
Significant Activity ◽  
Clinical Strains ◽  
Causative Agents ◽  
New Compounds

Introduction. The problem of antibiotic resistance of microorganisms is becoming more urgent in the twenty-first century. Microorganisms possess an evolutionary adaptive capacity. Non-adherence to the basic principles of rational antibiotic therapy leads to menacing consequences. More and more pathogenic microbes are becoming resistant to two or more antibiotics. The search for new compounds with antimicrobial activity is one of the principles for overcoming the antibiotic resistance of microorganisms. Materials and methods. Eighteen test-strains of microorganisms and more than 2000 clinical strains of microorganisms, representating the families Micrococcaceae, Streptococcaceae, Enterobacteriaceae, Moraxellaceae, Pseudomonadaceae, Sphingomonadaceae, Xanthomonadaceae were studied for sensitivity to the compounds derived from 4-, 5-, 6- and 7-aminoindoles. A method of serial dilutions to determine the minimal inhibitory concentration (MIC) of the compounds under study was used in the study, as well as a disc diffusion method. Results and discussion. Sensitivity of the test-strains and of clinical strains of microorganisms to the resulting compounds was studied. The compounds based on substituted 4-, 5-, 6-, 7-aminoindoles showed different activity against the test strains and experimental strains of microorganisms in vitro. It was found that the marked antibacterial activity was exhibited by the compounds containing a trifluoromethyl group. The most significant activity was noted in amides and pyrroloquinolones based on 4-aminoindole, 6-aminoindole and 7-aminoindole.The most effective compounds with laboratory codes 5D, 7D, 39D, S3, HD, 4D showed a pronounced antibacterial activity. Conclusion. Antimicrobial activity of the substituted amides and pyrroloquinolines on the basis of 4-, 5-, 6-, 7-aminoindoles was etermined in our study, as well as the spectra of their action against Gram-positive and Gram-negative microorganisms, which are causative agents of non-specific and certain specific human infectious diseases. Moreover, we evaluated the synthetic potentials of the substituted 4-, 5-, 6-, 7-aminoindoles as the starting compounds for synthesizing a series of indolylamides and pyrroloquinolines. Also, the prospects for targeted synthesis of biologically active compounds based on indole-type aromatic amines were determined.

scholarly journals Regioselective Green Synthesis and Antimicrobial properties of full fused non mixed Heterocyclic Systems

2017 ◽  
Vol 13 (2) ◽  
pp. 6006-6020
Author(s):  
Amira A. El-Sayed ◽  
Maher El-HAshash ◽  
Sameh Rizk
Keyword(s):  
Antimicrobial Activity ◽  
Green Synthesis ◽  
Elemental Analysis ◽  
Spectroscopic Data ◽  
Heterocyclic Compounds ◽  
Antimicrobial Properties ◽  
One Pot ◽  
One Pot Synthesis ◽  
Electrophilic Reagents

One pot synthesis and reaction of triazinthione and triazinohydrazide derivatives with different electrophilic reagents in ordered to synthesis of some interesting non-mixed heterocyclic compounds. Structures of thiazolotriazine, triazolotriazine, pyrimidinyltriazine, and triazinotriazine derivatives were established via spectroscopic data and elemental analysis. The synthesized compounds were screened for their antimicrobial activity.

scholarly journals SYNTHESIS AND CHARACTERIZATION OF CYCLOHEXANE-1,3-DIONE DERIVATIVES AND THEIR IN SILICO AND IN VITRO STUDIES ON ANTIMICROBIAL AND BREAST CANCER ACTIVITY

2019 ◽  
pp. 311-320 ◽  
Author(s):  
RAJA CHINNAMANAYAKAR ◽  
EZHILARASI MR ◽  
PRABHA B ◽  
KULANDHAIVEL M
Keyword(s):  
Breast Cancer ◽  
Antimicrobial Activity ◽  
Anticancer Activity ◽  
Mtt Assay ◽  
In Silico ◽  
Biologically Active ◽  
Diffusion Method ◽  
Breast Adenocarcinoma ◽  
In Silico Docking

Objective: The objective of this study was to evaluate in silico and in vitro anticancer activity for synthesized cyclohexane-1,3-dione derivatives. Methods: The new series of cyclohexane-1,3-dione derivatives were synthesized based on the Michael addition reaction. Further, the structures of the synthesized compounds were confirmed by Fourier-transform infrared spectroscopy, 1H nuclear magnetic resonance (NMR), and 13C NMR spectral data. Then, the in silico molecular docking studies were carried out using AutoDock tool version 1.5.6 and AutoDock version 4.2.5.1 docking program. The antimicrobial activity was carried out using the agar disk diffusion method, and the in vitro anticancer activity was performed by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay for the synthesized compound. Results: In silico docking study, compound 5c showed good binding score and binding interactions with selected bacterial proteins and breast cancer protein. Further, compound (5a-5h) was tested for their antimicrobial activity and compound 5c was only tested for anticancer activity (human breast adenocarcinoma 3,4-methylenedioxyamphetamine-MB-231 cell line). Compound 5c was found to be the most active one of all the tested compounds. In the MTT assay compound, 5c showed the LC50 value of 10.31±0.003 μg/ml. In antimicrobial activity, the minimum inhibitory concentration of compound 5c is 2.5 mg/ml. Conclusion: An efficient synthesis of biologically active cyclohexane-1, 3-dione derivatives has been developed.

scholarly journals Studies of Biologically Active Heterocycles: Synthesis, Characterization and Antimicrobial Activity of Some 2,5-Disubstituted-1,3,4-Oxadiazoles

1970 ◽  
Vol 6 (2) ◽  
pp. 69-75 ◽  
Author(s):  
G Nagalakshmi
Keyword(s):  
Phosphorus Oxychloride ◽  
Biologically Active ◽  
Shigella Dysenteriae ◽  
Diffusion Method ◽  
Diffusion Technique ◽  
Antimicrobial Evaluation ◽  
Bacteria And Fungi ◽  
Different Strains ◽  
Agar Well Diffusion Method

1,3,4-oxadiazoles are important because of its versatile biological actions. In the present study, several 2,5-disubstituted-1,3,4-oxadiazoles (3a-o) have been synthesized by the condensation of 4-hydroxybenzohydrazide (1) with various aromatic acids (2a-o) in presence of phosphorus oxychloride. The structures of the newly synthesized compounds have been established on the basis of elemental analysis, UV, IR and 1H NMR spectral data. The synthesized compounds were screened for their in vitro growth inhibiting activity against different strains of bacteria and fungi viz., Staphylococcus aureus, Bacillus subtilis, Bacillus megaterium, Escherichia coli, Pseudomonas aeruginosa, Shigella dysenteriae, Candida albicans, Aspergillus niger and Aspergillus flavus and the results were compared with the standard antibiotics such as chloramphenicol (50?g/ml) and Griseofulvin (50?g/ml) using agar diffusion technique. Compounds 3b, 3e, 3g, 3h, 3j, 3m and 3n exhibited strong antibacterial activity and compounds 3a, 3d, 3g, 3h and 3i showed good antifungal activity. Key words: 2,5-disubstituted-1,3,4-oxadiazoles, 4-hydroxybenzohydrazide, phosphorus oxychloride, antimicrobial evaluation, agar well diffusion method. Dhaka Univ. J. Pharm. Sci. 6(2): 69-75, 2007 (December)

scholarly journals Synthesis and Evaluation of Antimicrobial and Cytotoxic Activity of Oxathiine-Fused Quinone-Thioglucoside Conjugates of Substituted 1,4-Naphthoquinones

Molecules ◽  
2020 ◽  
Vol 25 (16) ◽  
pp. 3577
Author(s):  
Yuri E. Sabutski ◽  
Ekaterina S. Menchinskaya ◽  
Ludmila S. Shevchenko ◽  
Ekaterina A. Chingizova ◽  
Artur R. Chingizov ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Cytotoxic Activity ◽  
Antimicrobial Activities ◽  
Biologically Active ◽  
Hydroxyl Group ◽  
Diffusion Method ◽  
Gram Positive ◽  
Gram Positive Bacteria ◽  
High Cytotoxic Activity ◽  
Derivatives Of

A series of new tetracyclic oxathiine-fused quinone-thioglycoside conjugates based on biologically active 1,4-naphthoquinones and 1-mercapto derivatives of per-O-acetyl d-glucose, d-galactose, d-xylose, and l-arabinose have been synthesized, characterized, and evaluated for their cytotoxic and antimicrobial activities. Six tetracyclic conjugates bearing a hydroxyl group in naphthoquinone core showed high cytotoxic activity with EC50 values in the range of 0.3 to 0.9 μM for various types of cancer and normal cells and no hemolytic activity up to 25 μM. The antimicrobial activity of conjugates was screened against Gram-positive bacteria (Staphylococcus aureus, Bacillus cereus), Gram-negative bacteria (Pseudomonas aeruginosa and Escherichia coli), and fungus Candida albicans by the agar diffusion method. The most effective juglone conjugates with d-xylose or l-arabinose moiety and hydroxyl group at C-7 position of naphthoquinone core at concentration 10 µg/well showed antimicrobial activity comparable with antibiotics vancomicin and gentamicin against Gram-positive bacteria strains. In liquid media, juglone-arabinosidic tetracycles showed highest activity with MIC 6.25 µM. Thus, a positive effect of heterocyclization with mercaptosugars on cytotoxic and antimicrobial activity for group of 1,4-naphthoquinones was shown.

Sign in / Sign up

Export Citation Format

Share Document