Synthesis and biological evaluation of some thiazolidinone-quinoline derivative
Journal name: World Journal of Pharmaceutical Research
Original article title: Synthesis and biological evaluation of some thiazolidinone-quinoline derivative
The WJPR includes peer-reviewed publications such as scientific research papers, reports, review articles, company news, thesis reports and case studies in areas of Biology, Pharmaceutical industries and Chemical technology while incorporating ancient fields of knowledge such combining Ayurveda with scientific data.
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Gaurav Desai, Ashish Asrondkar, Vrushali Patil, Anil Bobade, Abhay Chowdhary
World Journal of Pharmaceutical Research:
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Full text available for: Synthesis and biological evaluation of some thiazolidinone-quinoline derivative
Source type: An International Peer Reviewed Journal for Pharmaceutical and Medical and Scientific Research
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Summary of article contents:
1) Introduction
The study detailed in this article focuses on the synthesis and biological evaluation of novel thiazolidinone-quinoline derivatives from 8-hydroxy quinoline. The work emphasizes the significance of heterocyclic compounds in pharmaceutical applications, particularly noting that the presence of certain ring structures often corresponds to biological activity. The research aims to elaborate on the synthetic pathways to derive new compounds and assess their potential antimicrobial properties against various microorganisms, including bacteria and fungi.
2) Synthesis of Thiazolidinone-Quinoline Derivatives
The synthesis process involved several key steps starting from 8-hydroxy quinoline. Initially, ethyl (quinolin-8-yloxy) acetate is formed, which is subsequently treated with hydrazine hydrate to produce 2-(quinolin-8-yloxy) acetohydrazide. Following this, the target schiff base derivatives are synthesized through reactions with substituted benzaldehydes. Finally, cyclization occurs with thioglycolic acid under basic conditions, yielding the desired thiazolidinone derivatives. The newly formed compounds were characterized through various analytical techniques including spectral analysis (IR, NMR, and mass spectrometry) to confirm their structure.
3) Antimicrobial Activity Assessment
The antimicrobial potential of the synthesized compounds was evaluated using the cup-plate agar diffusion method. The synthesized thiazolidinone-quinoline derivatives exhibited varying degrees of antibacterial and antifungal activities against tested strains: E. coli, S. aureus, and C. albicans. The results indicated that while these new compounds displayed weak to moderate antimicrobial activities, they did not achieve significant efficacy when compared against the standard drugs, ampicillin and ketoconazole. This highlights the need for further modifications to improve antimicrobial efficacy.
4) Analytical Techniques Used
A range of analytical techniques was employed to ensure a comprehensive characterization of the newly synthesized compounds. Techniques such as infrared spectroscopy (IR) provided insights into functional groups present in the compounds, while nuclear magnetic resonance (NMR) spectroscopy allowed for the analysis of proton environments and molecular structure. Mass spectrometry was also crucial in determining the molecular weight and confirming the identities of the synthesized compounds by revealing the molecular ion peaks corresponding to expected molecular formulas.
5) Conclusion
In conclusion, this study presents an effective synthetic route for the preparation of thiazolidinone-quinoline derivatives, which were systematically characterized using various analytical methods. While the synthesized compounds demonstrated some antimicrobial activity, further research is necessary to enhance their efficacy. The findings underscore the ongoing importance of developing novel compounds within the realm of medicinal chemistry, particularly those containing heterocyclic systems which have significant potential for therapeutic applications. Ultimately, the results prompt further investigation and optimization of these compounds to achieve improved biological activity.
FAQ section (important questions/answers):
What are the main compounds synthesized in this research?
The primary compounds synthesized are thiazolidinone-quinoline derivatives, specifically N-(4-oxo-2-substituted phenyl-1,3-thiazolidin-3-yl)-2-(quinolin-8-yloxy)acetamides (5a-e) through a series of reactions starting from 8-hydroxyquinoline.
How were the synthesized compounds characterized in the study?
The synthesized compounds were characterized using multiple methods including elemental analysis, infrared spectroscopy (IR), proton nuclear magnetic resonance (1H-NMR), and mass spectroscopy (MS) to confirm their structures and purity.
What was the antimicrobial activity of the synthesized compounds?
The antimicrobial activity of the synthesized compounds was found to be weak to moderate against various microorganisms such as E. coli, S. aureus, and C. albicans when tested using standard protocols.
What synthetic methods were employed in this research?
The synthesis involved several steps, including the formation of ethyl (quinolin-8-yloxy) acetate, then conversion to acetohydrazide, followed by the creation of Schiff base derivatives and subsequent cyclization with thioglycolic acid.
What are the key reagents used in the synthesis?
Key reagents in the synthesis included 8-hydroxyquinoline, ethyl chloroacetate, hydrazine hydrate, various substituted benzaldehydes, thioglycolic acid, and anhydrous zinc chloride for the reactions carried out.
What are the important spectral data reported for compounds 5a-e?
The IR spectra showed characteristic -CONH bands, while the 1H-NMR spectra indicated specific proton environments. Additionally, the mass spectra provided molecular ion peaks corresponding to the molecular weights of the compounds.
Glossary definitions and references:
Scientific and Ayurvedic Glossary list for “Synthesis and biological evaluation of some thiazolidinone-quinoline derivative”. This list explains important keywords that occur in this article and links it to the glossary for a better understanding of that concept in the context of Ayurveda and other topics.
1) Activity:
In the context of the study, 'Activity' refers to the biological effects of compounds on microorganisms, specifically evaluating their antimicrobial potential against bacteria and fungi. The term emphasizes the importance of assessing how synthetic compounds interact with biological systems to determine their possible therapeutic applications.
2) India:
This word signifies the geographical context of the research. The study is conducted by researchers from various institutions in India, indicating the country's involvement in pharmaceutical research and development. It highlights India's contributions to global science and technology, especially in drug synthesis and evaluation.
3) Water:
Water plays a crucial role as a solvent in many chemical reactions within the presented study. It is used for washing and recrystallizing compounds, ensuring purity and facilitating the identification of synthesized materials. Its significance highlights the importance of proper laboratory techniques in chemical research.
4) Training:
Training refers to the education and skill development provided to researchers at the Haffkine Institute, emphasizing the significance of knowledge transfer in scientific research. It underscores the role of institutions in equipping scientists with the expertise necessary to conduct research and contribute to public health.
5) Aureus:
Staphylococcus aureus is a common bacteria tested in antimicrobial activity studies. It serves as a significant target organism for assessing the effectiveness of new compounds. Understanding the inhibition of S. aureus informs potential applications in treating infections caused by this resistant pathogen and indicates the compound's clinical relevance.
6) Table:
Tables in scientific studies serve to systematically present data, enabling clear comparisons of experimental results like physical and analytical data of compounds. They enhance the understanding of outcomes such as yields, melting points, and antimicrobial activities, thereby facilitating the interpretation of research findings.
7) Drug:
The term 'Drug' denotes bioactive compounds studied for their therapeutic properties, specifically their potential to combat infections. This highlights the research's aim to develop new pharmacological agents that can be utilized in treatments, illustrating the broader context of drug discovery in healthcare.
8) Chemotherapy:
Chemotherapy in this context refers to the subset of the study focused on synthesizing compounds that could potentially be used to treat infections or diseases, particularly with antimicrobial properties. It signifies the interdisciplinary nature of medicinal chemistry and pharmacology aimed at improving disease management.
9) Science (Scientific):
Scientific pertains to methods grounded in empirical evidence and the structured approaches that characterize research. This word underscores the rigor and validity of the study, emphasizing its foundation in established scientific principles critical for achieving reliable and reproducible results.
10) Patil:
Vrushali Patil is a primary author of the research, indicating her significant role in this study. This recognition underlines the importance of individual contributions in advancing scientific research, as well as the collaboration between various researchers in achieving common objectives in pharmaceutical development.
11) Pharmacological:
Pharmacological refers to the study of drug action and the interactions between chemical substances and biological systems. In this research, it emphasizes the importance of understanding how newly synthesized compounds exert their effects on microorganisms, guiding the discovery and development of effective therapeutics.
12) Antibiotic (Antibacterial):
Similar to 'anti-bacterial', this term emphasizes the ability of compounds to fight bacterial infections. The distinction in terminology often reflects nuances in scientific discourse, but both terms are used to discuss the relevance of the synthesized compounds in combating bacterial pathogens.
13) Pharmacology:
Pharmacology is the branch of medicine that focuses on drugs and their effects on the body. The study illustrates the application of pharmacological principles in evaluating the therapeutic potential of new compounds, thereby contributing to the understanding of how drugs can be utilized in medical treatments.
14) Inflammation:
Inflammation is a biological response to harmful stimuli and can be a target for various therapeutic agents. Understanding how certain compounds influence inflammation helps in designing drugs that can manage chronic conditions, thus enhancing the relevance of the study within broader biomedical research.
15) Discussion:
The discussion section of a research paper provides insights into the implications of the study's findings, comparing them with existing literature and outlining potential applications. It reflects the ongoing dialogue in scientific communities, contributing to the advancement of knowledge and future research directions.
16) Bombay:
Bombay, now known as Mumbai, is the location of the Haffkine Institute where the research was conducted. This city serves as a hub for scientific research and education in India, highlighting the role of local institutions in the global scientific landscape.
17) Punjab:
Punjab is mentioned in the context of its institutions contributing to the scientific community in India. It suggests a regional contribution to research and development in pharmaceuticals, emphasizing the collaborative nature of scientific work across different geographical areas.
18) Raval:
Raval is likely another contributor to the research, illustrating the collaborative efforts within the study. Recognizing individual researchers, such as Raval, highlights the teamwork and diverse expertise that drive successful scientific investigations and lead to noteworthy discoveries.
19) House:
In the context of 'Foye, Principles of Medicinal Chemistry, Varghese Publishing House', 'House' refers to the publishing entity responsible for disseminating significant texts. It emphasizes the importance of academic literature in advancing pharmaceutical education and providing foundational knowledge for researchers.
Other Science Concepts:
Discover the significance of concepts within the article: ‘Synthesis and biological evaluation of some thiazolidinone-quinoline derivative’. Further sources in the context of Science might help you critically compare this page with similair documents:
Antimicrobial property, Antimicrobial activity, Yield, Analytical data, Gram positive, Gram negative, Elemental analysis, Biological evaluation, Structural elucidation, Cup-Plate Agar diffusion method.