scholarly journals Synthesis of quaternary ammonium salts based on quinuclidin-3-ol and pyridine-4-aldoxime with alkyl chains

St open ◽  
2020 ◽  
Vol 1 ◽  
pp. 1-8
Author(s):  
Doris Crnčević ◽  
Renata Odžak

Aim: In search of a new class of potential antimicrobial agents, novel ammonium salts based on quinuclidine-3-ol and pyridine-4-aldoxime with different lengths of alkyl chains were synthesized and analyzed. In addition to their potential biological application, newly synthesized salts containing terminal bromine could possibly be used for the synthesis of more potent bisquaternary salts. Methods: The commercially available quinuclidine-3-ol and pyridine-4-aldoxime were used for the synthesis of new derivatives with the appropriate alkyl chains. The purity of the synthesized salts was tested by thin-layer chromatography on an aluminum plate where aluminum oxide was used as a stationary phase. Melting points were determined in open capillaries using an instrument for melting point determination and the obtained values were left uncorrected. The FTIR spectra were recorded with a spectrometer and the data were analyzed in cm-1. Results: All the synthesized compounds, which contained heterocyclic moiety and alkyl chains (with or without a terminal bromine atom), were obtained in very good yields under the simple quaternization conditions. The better product yields were observed in reactions with quinuclidine3-ol (46-95%) compared to those with pyridine-4-aldoxime (49-59%). The obtained products were analyzed and confirmed by the thin-layer chromatography, the melting point measurement and the FTIR spectra. Conclusion: The observed difference in product yields could be explained by the different basicity of the nitrogen atom of quinuclidin-3-ol than that of pyridine-4-aldoxime. All prepared salts have a positively charged nitrogen atom as a part of their polar “head” and a long hydrocarbon chain as the non-polar “tail”. Such a structure allows electrostatic interaction with the negatively charged bacterial membrane and causes it to be disrupted. The structure of the prepared salts containing long alkyl chains could be crucial for their antimicrobial activity.


2012 ◽  
Vol 3 (1) ◽  
pp. 7-14
Author(s):  
Rahmiwati Hilma ◽  
Jasril ◽  
Hilwan Yuda Teruna

Study on chalcone calkon (E)-1,3-di(naphthalen-2-yl)prop-2-en-1-one synthesis have been carried out with stirrer methode. These compounds can be used as intermediate compound to synthesize others compounds which was reported having antimicrobial, anti-inflammatory, anti-depressant, anti-tumour. The of chalcones synthesis vatives were reported in acid and alkali condition. In this study, chalcone and its derivates were synthesized by using stirrer method in alkaline condition in room temperature. the compounds subjected to somes analyses including melting point measurement, thin layer chromatography and HPLC. Scavenging free radical by using DPPH methode showed Scavenging free radical with LC50 >80 μg/ml min potent activity while the ascorbat acid LC50 89,79 μg/ml.



2012 ◽  
Vol 90 (1) ◽  
pp. 140-141 ◽  
Author(s):  
Adam M. Azman ◽  
Julie A. Barrett ◽  
Megan Darragh ◽  
John J. Esteb ◽  
LuAnne M. McNulty ◽  
...  




1965 ◽  
Vol 49 (1) ◽  
pp. 97-106 ◽  
Author(s):  
S. Sulimovici ◽  
B. Lunenfeld ◽  
M. C. Shelesnyak

ABSTRACT A method is described for the assay of urinary pregnanediol and allopregnanediol which employs acid hydrolysis of pregnanediol glucuronide, ascending thin-layer chromatography and spectrophotometric quantitation of the eluted pregnanediol and allopregnanediol. The reliability of the method was established by analysis of infra-red and UV absorption spectra, melting point determination, recovery experiments, duplicate assays and comparison with the Klopper method. The method has advantages in that it is rapid and requires small urine samples.





1968 ◽  
Vol 14 (8) ◽  
pp. 837-839 ◽  
Author(s):  
R. P. Collins ◽  
K. Kalnins

Cholesterol and stigmasterol were isolated from C. ovata var. palustris. The compounds were identified by thin-layer chromatography, mass spectroscopy, infrared spectroscopy, derivative formation, and melting point determinations.



1965 ◽  
Vol 22 (1) ◽  
pp. 27-32 ◽  
Author(s):  
M. Yurkowski ◽  
M.A. Bordeleau

Volatile monocarbonyl compounds were isolated from heavily salted cod (Gadus morhua) as the 2,4-dinitrophenylhydrazones. These compounds were separated by thin-layer chromatography first into classes and then according to chain length. n-Alkanals C1–5 and n-alk-2-enals C5–6 were conclusively identified. n-Alkanals C8,10 and n-alk-2-enals C4,7,8 were tentatively identified. An unknown compound corresponding to n-hexanal, except in the melting point, was isolated. Formaldehyde, and to a lesser extent, acetaldehyde and propanal, were the major monocarbonyls present in salted cod.





2020 ◽  
Vol 2020 ◽  
pp. 1-10 ◽  
Author(s):  
Demoze Asmerom ◽  
Gebremedhin Solomon Hailu ◽  
Ebrahim M. Yimer ◽  
Helen Bitew ◽  
Getu Kahsay

Background. The highest prevalence and emergence of microbial infections coupled with the threat of antimicrobial resistance constitute a global concern, which entails searching for novel antimicrobial agents. Medicinal plants are among the major sources of medicines for novel drug discovery. Aloe adigratana is one of the endemic Aloe species in Ethiopia where the leaf latex of the plant is traditionally used for the treatment of various pathogenic conditions such as wound, dandruff, malaria, and diabetes. In spite of such claims, there was no scientific study done so far. The aim of the current study was, therefore, to evaluate the antimicrobial effect of leaf latex of A. adigratana and its thin layer chromatography (TLC) fractions. Methods. Thin layer chromatography (TLC) separation was employed for isolation of bioactive compounds. Agar well diffusion and microdilution assay method were used to evaluate the antimicrobial actions of the leaf latex and TLC fractions against six bacterial strains and four Candida species of reference and clinical isolate microbial strains. Results. Three major fractions, AA01, AA02, and AA03, were identified by TLC. Among the tested microbial strains, the reference strain of Staphylococcus aureus ATCC 29213 (MIC = 0.06 mg/mL) and clinical Candida krusei 242/18 (MIC = 0.14 mg/mL) exhibited higher susceptibility towards AA02, while reference strains of Klebsiella pneumoniae ATCC 700603 (MIC = 0.19 mg/mL) revealed the highest susceptibility towards AA01. The leaf latex displayed the highest activity against Staphylococcus aureus ATCC 29213 and clinical Candida krusei 242/18 with a MIC value of 0.19 mg/mL. Conclusion. The leaf latex and TLC fractions were found to be active against the tested bacterial and Candida species. Therefore, this finding supports the traditional claim of Aloe adigratana and the need for characterization of the TLC fractions to provide as lead compounds for further comprehensive antibacterial and antifungal activities.



Author(s):  
Suroor A. Ghalib ◽  
Enass J. Kadhim

Anchusa strigosa L.: Hardy annual biennial or perennial herb, with hairs especially on the leaves., flowers generally regular. Commonly named (Lisan Althour) in Iraq, from Boraginaceae family. The plant contains phenolic acids, flavonoids, alkaloids, sterols, and terpenoids. The Whole plant part defatted with n-hexane for 24 hours. The defatted plant material extracted using absolute methanol by Soxhlet apparatus for 24 hours, the extract fractionated by solvents of different polarity: petroleum ether- chloroform - ethylacetate- and n-butanol respectively. The n-butanol fraction hydrolyzed with 10% HCl for 5 hours by reflex to break down the glycosidic linkage. Rosmarinic acid, caffeic acid, genistein, and silybin were isolated from ethyl acetate fraction by preparative layer chromatography which identified by high performance liquid chromatography HPLC, Fourier transforms infrared (FTIR) spectra, thin- layer chromatography TLC and melting point. Since the plant contain alkaloids so acid- base extraction performed for crude extract resulting from the maceration of the plant parts in methanol (cold method) to obtain the alkaloid that isolated by preparative layer chromatography and then identified by Fourier transforms infrared (FTIR) spectra and thin-layer chromatography (TLC). The aim of this research was to carry out a phytochemical study of this plant since no previous phytochemical investigation work had been done on this species in Iraq.



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