scholarly journals Resorcin[4]arene Schiff base derivatives: Synthesis, characterization, and extraction studies

2020 ◽  
Vol 44 (11-12) ◽  
pp. 660-666
Author(s):  
Juhi B Upadhyay ◽  
Hitesh M Parekh

Novel 2,6-dihydroxyacetophenone[4]arene derivatives with an electron-withdrawing group at the ortho-position are developed. The 2,6-dihydroxyacetophenone[4]arene derivatives are condensed with benzylamine in chloroform to give the Schiff base derivatives of resorcin[4]arene. The acetyl group of the 2,6-dihydroxyacetophenone[4]arenes is condensed with primary amine groups to form imines. The multifunctional target molecules are purified and isolated in good yields. The Schiff base derivatives are characterized by elemental analysis, 1H and 13C nuclear magnetic resonance spectroscopy, infrared spectroscopy, and mass spectrometry. All the Schiff base compounds are successfully used for the extraction of toxic metals including Ni2+, Mn2+, Hg2+, Co2+, and Na+ using a liquid–liquid solvent extraction process. Among these tested metals, the percentage extraction of Hg2+ is the highest. As sodium dichromate has greater oxidative stability to transfer the HCr2O7− anion from an aqueous a protonated ligand solution, an anionic extraction study of dichromate is tested at various pH values.

2019 ◽  
Vol 15 (6) ◽  
pp. 648-658 ◽  
Author(s):  
Manzoor Ahmad Malik ◽  
Shabir Ahmad Lone ◽  
Parveez Gull ◽  
Ovas Ahmad Dar ◽  
Mohmmad Younus Wani ◽  
...  

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.


2020 ◽  
Vol 41 (1) ◽  
pp. 26-35
Author(s):  
Kishor Devkota ◽  
Govinda Pathak ◽  
Bhushan Shakya

Triazole ring system has attracted a continuously growing interest of synthetic organic chemists and those dealing with the medicinal compounds due to its versatile potential to interact with biological systems. Schiff bases are also considered as one of the most biologically active compounds.  The aim of the present study was to synthesize new Schiff bases bearing triazole nucleus and to assess their antimicrobial activities. Four new Schiff base derivatives of 1,2,4-triazole-3-thione were synthesized by combining two different pharmacophores viz. triazole nucleus and Schiff base moiety and were characterized by spectral techniques (UV, FT-IR, and NMR). The Schiff bases were evaluated for antibacterial (Staphylococcus aureus, Escherichia coli, and Klebsiella pneumoniae) and antifungal (Candida albicans) activities. The synthesized compounds exhibited good to moderate activities against different strains of bacteria and fungi tested.


1995 ◽  
Vol 73 (1) ◽  
pp. 16-21 ◽  
Author(s):  
Raul G. Enriquez ◽  
Juan M. Fernandez-G ◽  
Ismael Leon ◽  
William F. Reynolds ◽  
Ji.-Ping Yang ◽  
...  

The Schiff base condensation reaction of 1,2-diaminoethane with a series of 2-acetylcycloalkanones (from cyclopentanone to cyclooctanone) has been investigated and the products characterized by two-dimensional nuclear magnetic resonance. The site of attack of the amino groups, i.e., ring ketone or acetyl ketone, is determined primarily by ring size. 2-Acetylcyclohexanone yields two products in ca. 9:1 ratio, the major product where the two amino groups attack at the ring ketones of two different cyclohexanone molecules, and the minor product where one amino group attacks one ring carbonyl of one cyclohexanone while the second amino group attacks the acetyl group of another. 2-Acetylcyclopentanone yields all three possible products with the major product involving attack at the acetyl groups of two different cyclopentanones. The corresponding reactions for 2-acetylcycloheptanone and 2-acetylcyclooctanone each give a single product corresponding to attack at the acetyl groups of two different cycloalkanones. Similar product distributions are observed for the reactions of the different 2-acetylcycloalkanones with 1,4-diaminobutane. Keywords: Schiff base reactions, diketones, 2D NMR.


2014 ◽  
Vol 74 ◽  
pp. 742-750 ◽  
Author(s):  
Chengyuan Liang ◽  
Juan Xia ◽  
Dong Lei ◽  
Xiang Li ◽  
Qizheng Yao ◽  
...  

2015 ◽  
Vol 39 (2) ◽  
pp. 161-171 ◽  
Author(s):  
Muhammad Rafiq ◽  
Muhammad Saleem ◽  
Muhammad Hanif ◽  
Sung Kwon Kang ◽  
Sung-Yum Seo ◽  
...  

Synthesis ◽  
2005 ◽  
pp. 1641-1648 ◽  
Author(s):  
Svetlana V. Amosova ◽  
Natalia A. Makhaeva ◽  
Alexander V. Martynov ◽  
Vladimir A. Potapov ◽  
Barry R. Steele ◽  
...  

2008 ◽  
Vol 26 (9) ◽  
pp. 1573-1578 ◽  
Author(s):  
Chao-Hong LI ◽  
Li-Xia ZHANG ◽  
Li-Hua CAI ◽  
Yi LIU ◽  
Pei-Zhi HU

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