Synthesis and Anticandidal Activities of Some Aryl (5-Chloro-Benzofuran- 2-yl) Ketoximes

2019 ◽  
Vol 16 (4) ◽  
pp. 427-436
Author(s):  
Ahmet Cagri Karaburun
Keyword(s):  
Antifungal Activity ◽  
13C Nmr ◽  
Strong Interaction ◽  
Active Site ◽  
Spectroscopic Data ◽  
Structure Elucidation ◽  
Pharmacokinetic Profile ◽  
Ergosterol Biosynthesis ◽  
In Silico Study ◽  
Anticandidal Activity

Background: In this study, some aryl (5-chloro-benzofuran-2-yl) ketoximes and their ethers were synthesised to evaluate their antifungal activity against C. albicans, C. glabrata, C. krusei, and C. parapsilosis. </p><p> Methods: The structure elucidation of the compounds was performed by IR, 1H-NMR, 13C-NMR and HR-MS spectroscopic data. ADME parameters of synthesised compounds 2a-2d, 3a-3d, 4a-4d were predicted by an in-silico study and it was determined that all synthesised compounds may have a good pharmacokinetic profile. </p><p> Results: In the anticandidal activity studies, compounds 2c and 3c were found to be the most active compounds. The effect of compound 2c, on ergosterol biosynthesis of C. albicans, was determined by using the LC-MS-MS method. </p><p> Conclusion: It was also docked in the active site of the lanosterol 14&#945;-demethylase enzyme, and shown that there is a strong interaction between compound 2c and enzyme.

scholarly journals Structure Elucidation of an Pentacyclic Triterpenoid and Phenolic from Steam Bark of Vitex Pubescens Vahl

2019 ◽  
Vol 1 (1) ◽  
pp. 68-74
Author(s):  
Lenny Anwar
Keyword(s):  
1H Nmr ◽  
13C Nmr ◽  
Betulinic Acid ◽  
Spectroscopic Data ◽  
Structure Elucidation ◽  
Stem Bark ◽  
Hydroxybenzoic Acid ◽  
Pentacyclic Triterpenoid ◽  
Reported Data ◽  
First Time

Pentacyclic triterpenoid, betulinic acid (1) and phenolic, p-hydroxybenzoic acid (2), had been isolated for the first time from the stem bark of Vitex pubescens Vahl. The structure of compounds 1 and 2 was determined based on the interpretation of spectroscopic data including UV, IR, NMR (1H-NMR, 13C-NMR, HMQC, HMBC, COSY) and MS, as well as by comparison with those reported data.

scholarly journals BALANOCARPOL AND HEIMIOL A, TWO RESVERATROLS DIMER FROM STEM BARK Hopea mengarawan (Dipterocarpaceae)

2010 ◽  
Vol 6 (1) ◽  
pp. 75-78 ◽  
Author(s):  
Sri Atun ◽  
Nurfina Aznam ◽  
Retno Arianingrum ◽  
Masatake Niwa
Keyword(s):  
13C Nmr ◽  
Spectroscopic Data ◽  
Structure Elucidation ◽  
Chromatographic Method ◽  
Stem Bark ◽  
1H And 13C Nmr

Isolation and structure elucidation of two resveratrols dimer, namely balanocarpol (1) and heimiol A (2) from stem bark of Hopea mengarawan had been done. The isolation of those compounds was carried out by chromatographic method and structure elucidation was performed by interpretation of spectroscopic data, including UV, IR,  1H and 13C NMR 1D and 2D, and FABMS.   Keywords: Balanocarpol; Heimiol A; Dipterocarpaceae

scholarly journals STRUCTURE ELUCIDATION OF ANTIBACTERIAL COMPOUND FROM Ficus deltoidea Jack LEAVES

2011 ◽  
Vol 11 (1) ◽  
pp. 67-70 ◽  
Author(s):  
Suryati Suryati ◽  
Hazli Nurdin ◽  
Dachriyanus Dachriyanus ◽  
Md Nordin Hj Lajis
Keyword(s):  
1H Nmr ◽  
13C Nmr ◽  
Spectroscopic Data ◽  
Structure Elucidation ◽  
Antibacterial Activities ◽  
Ficus Deltoidea ◽  
E Coli ◽  
Minimum Inhibition Concentration ◽  
Antibacterial Compound ◽  
Inhibition Concentration

An antibacterial compound has been isolated from Ficus deltoidea Jack leaves. Based on spectroscopic data (IR, 1H-NMR, 13C NMR 1D and 2D and MS), the structure of this compound was identified as 3β-hydroksilup-20(29)-en, (lupeol), C30H50O. This compound showed antibacterial activities against E. coli, B. subtilis and S. aureus. The minimum inhibition concentration (MIC) against E. coli, B. subtilis and S. aureus are 150, 220 and 130 μg/mL respectively.

scholarly journals Synthesis and Antimicrobial Evaluation of Some New Pyrazolo[1,5-a]pyrimidine and Pyrazolo[1,5-c]triazine Derivatives Containing Sulfathiazole Moiety

2020 ◽  
Vol 67 (4) ◽  
pp. 1024-1034
Author(s):  
Elsherbiny Hamdy El-Sayed ◽  
Ahmed Ali Fadda ◽  
Ahmed Mohamed El-Saadaney
Keyword(s):  
Antifungal Activity ◽  
13C Nmr ◽  
Spectroscopic Data ◽  
Antibacterial And Antifungal Activity ◽  
Pyrimidine Derivatives ◽  
1H And 13C Nmr ◽  
Triazine Derivatives ◽  
Bifunctional Nucleophiles ◽  
Antimicrobial Evaluation ◽  
Antibacterial And Antifungal

A number of important fused heterocyclic systems have been prepared by the reaction of 4-((3,5-diamino-1H-pyrazol-4-yl)-diazenyl)-N-(thiazol-2-yl)-benzenesulfonamide with some bifunctional nucleophiles such as ethyl acetoacetate, acetylacetone or arylidenemalonononitrile derivatives to obtain pyrazolo[1,5-a]pyrimidine derivatives. The structures of the newly synthesized compounds were determined based on their IR, 1H and 13C NMR and mass spectroscopic data. Most of the compounds produced showed good antibacterial and antifungal activity

scholarly journals Synthesis, Molecular Docking Studies, and Antifungal Activity Evaluation of New Benzimidazole-Triazoles as Potential Lanosterol 14α-Demethylase Inhibitors

2017 ◽  
Vol 2017 ◽  
pp. 1-15 ◽  
Author(s):  
Nafiz Öncü Can ◽  
Ulviye Acar Çevik ◽  
Begüm Nurpelin Sağlık ◽  
Serkan Levent ◽  
Büşra Korkut ◽  
...  
Keyword(s):  
Molecular Docking ◽  
Antifungal Activity ◽  
Active Site ◽  
Candida Parapsilosis ◽  
Docking Studies ◽  
Candida Krusei ◽  
Ergosterol Biosynthesis ◽  
Molecular Docking Studies ◽  
Chemical Structures ◽  
Nih 3T3

Due to anticandidal importance of azole compounds, a new series of benzimidazole-triazole derivatives(5a–5s)were designed and synthesized as ergosterol inhibitors. The chemical structures of the target compounds were characterized by spectroscopic methods. The final compounds were screened for antifungal activity againstCandida glabrata(ATCC 90030),Candida krusei(ATCC 6258),Candida parapsilosis(ATCC 22019), andCandida albicans(ATCC 24433). Compounds5iand5sexhibited significant inhibitory activity againstCandidastrains with MIC50values ranging from 0.78 to 1.56 μg/mL. Cytotoxicity results revealed that IC50values of compounds5iand5sagainst NIH/3T3 are significantly higher than their MIC50values. Effect of the compounds5iand5sagainst ergosterol biosynthesis was determined by LC-MS-MS analysis. Both compounds caused a significant decrease in the ergosterol level. The molecular docking studies were performed to investigate the interaction modes between the compounds and active site of lanosterol 14-α-demethylase (CYP51), which is as a target enzyme for anticandidal azoles. Theoretical ADME predictions were also calculated for final compounds.

scholarly journals ISOLATION AND STRUCTURE ELUCIDATION OF THREE FLAVONOIDS FROM THE SEED OF ZIZIPHUS MAURITIANA LAM

2018 ◽  
Vol 54 (2C) ◽  
pp. 409
Author(s):  
Vũ Thị Thanh Loan
Keyword(s):  
1H Nmr ◽  
13C Nmr ◽  
Spectroscopic Data ◽  
Structure Elucidation ◽  
Ziziphus Mauritiana ◽  
Esi Ms ◽  
Etoh Extract ◽  
First Time

Three flavonoids, spinosin (1), 6′′′-feruloyl spinosin (2) and 6′′′-sinapoyl spinosin (3) wereisolated from EtOH extract of seed of Ziziphus mauritiana. Their structures were elucidated bythe analysis of their spectroscopic data (ESI-MS,1H-NMR,13C-NMR, DEPT, HSQC và HMBC)and compared with literatures. These compounds were isolated for the first time in Vietnamfrom the seed of Ziziphus mauritiana

scholarly journals HOPEAPHENOL-O-GLYCOSIDE, A COMPOUND ISOLATED FROM STEM BARK Anisoptera marginata (Dipterocarpaceae)

2010 ◽  
Vol 9 (1) ◽  
pp. 151-157
Author(s):  
Sri Atun
Keyword(s):  
13C Nmr ◽  
Spectroscopic Data ◽  
Structure Elucidation ◽  
Stem Bark ◽  
Acetone Extract ◽  
1H And 13C Nmr

Isolation and structure elucidation of some compounds from stem bark of Anisoptera marginata had been done. The isolation of those compounds was carried out by chromatographyc method and structure elucidation was performed by interpretation of spectroscopic data, including UV, IR,  1H and 13C NMR 1D and 2D, and FABMS. From acetone extract stem bark A. marginata we isolated five known compounds namely bergenin (1), (-)-ε-vinipherin (2), (-)-ampelopsin A (3), vaticanol B (4), (-)-hopeaphenol (5), and a glycoside compound namely hopeaphenol-O- glycoside (6).   Keywords: Dipterocarpaceae; Anisoptera marginata; hopeaphenol-O-glucoside

Efficacy of Novel Schiff base Derivatives as Antifungal Compounds in Combination with Approved Drugs Against Candida Albicans

2019 ◽  
Vol 15 (6) ◽  
pp. 648-658 ◽  
Author(s):  
Manzoor Ahmad Malik ◽  
Shabir Ahmad Lone ◽  
Parveez Gull ◽  
Ovas Ahmad Dar ◽  
Mohmmad Younus Wani ◽  
...  
Keyword(s):  
Schiff Base ◽  
Candida Albicans ◽  
Antifungal Activity ◽  
Fungal Infections ◽  
Total Sterol ◽  
Antifungal Drugs ◽  
New Drugs ◽  
Ergosterol Biosynthesis ◽  
Dependent Manner ◽  
Schiff Base Derivatives

Background: The increasing incidence of fungal infections, especially caused by Candida albicans, and their increasing drug resistance has drastically increased in recent years. Therefore, not only new drugs but also alternative treatment strategies are promptly required. Methods: We previously reported on the synergistic interaction of some azole and non-azole compounds with fluconazole for combination antifungal therapy. In this study, we synthesized some non-azole Schiff-base derivatives and evaluated their antifungal activity profile alone and in combination with the most commonly used antifungal drugs- fluconazole (FLC) and amphotericin B (AmB) against four drug susceptible, three FLC resistant and three AmB resistant clinically isolated Candida albicans strains. To further analyze the mechanism of antifungal action of these compounds, we quantified total sterol contents in FLC-susceptible and resistant C. albicans isolates. Results: A pyrimidine ring-containing derivative SB5 showed the most potent antifungal activity against all the tested strains. After combining these compounds with FLC and AmB, 76% combinations were either synergistic or additive while as the rest of the combinations were indifferent. Interestingly, none of the combinations was antagonistic, either with FLC or AmB. Results interpreted from fractional inhibitory concentration index (FICI) and isobolograms revealed 4-10-fold reduction in MIC values for synergistic combinations. These compounds also inhibit ergosterol biosynthesis in a concentration-dependent manner, supported by the results from docking studies. Conclusion: The results of the studies conducted advocate the potential of these compounds as new antifungal drugs. However, further studies are required to understand the other mechanisms and in vivo efficacy and toxicity of these compounds.

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