Conţinutul numărului revistei |
Articolul precedent |
Articolul urmator |
883 43 |
Ultima descărcare din IBN: 2024-04-12 10:46 |
Căutarea după subiecte similare conform CZU |
54-3.057:547:615.2 (1) |
Chimie. Cristalografie. Mineralogie (2025) |
Chimie organică (484) |
Medicamentele potrivit acţiunii lor principale (395) |
SM ISO690:2012 RUSNAC, Roman, BOTNARU, Maria, BARBA, Nicanor, PETRENKO, Peter A., CHUMAKOV, Yurii, GULYA, Aurelian. Compounds removed from the condensation reaction between 2-acetylpyridine and 2-formylpyridine. Synthesis, crystal structure and biological evaluation. In: Chemistry Journal of Moldova, 2020, nr. 2(15), pp. 88-98. ISSN 1857-1727. DOI: https://doi.org/10.19261/cjm.2020.695 |
EXPORT metadate: Google Scholar Crossref CERIF DataCite Dublin Core |
Chemistry Journal of Moldova | ||||||
Numărul 2(15) / 2020 / ISSN 1857-1727 /ISSNe 2345-1688 | ||||||
|
||||||
DOI:https://doi.org/10.19261/cjm.2020.695 | ||||||
CZU: 54-3.057:547:615.2 | ||||||
Pag. 88-98 | ||||||
|
||||||
Descarcă PDF | ||||||
Rezumat | ||||||
The research is devoted to the study of unexpected products that formed as a result of the condensation reaction between 2-acetylpyridine and 2-formylpyridine under the Claisen-Schmidt reaction conditions. The structure of the compounds was determined and confirmed using FTIR, 1H and 13C NMR spectroscopy, and X-ray diffraction technique. As a result, a sequence of reactions leading to the following compounds has been proposed: 1,3-bis(pyridin-2-yl)prop-2-en-1-one (3); 1,3,5-tri(pyridin-2-yl)pentane-1,5-dione (4); (2,4-dihydroxy-2,4,6-tri(pyridin-2-yl)cyclohexyl)(pyridin-2-yl)methanone (5) and (4-hydroxy-2,4,6-tri(pyridin-2-yl)cyclohexane-1,3-diyl)bis(pyridin-2-ylmethanone) (6) as well as 2-formylpyridine (1) and 2-acetylpyridine (2). The plausible mechanisms of these chemical transformations and synthetic methods for obtaining substituted cyclohexanol derivatives are also presented. The synthesized compounds were tested for antimicrobial and antioxidant activity. The obtained results show that the compounds 4-6 have moderate antifungal activity. The activity of compound 6 is nine times higher towards Cryptococcus neoformans than the activity of Nistatin that is used in medical practice. The present experimental results show that compound 6 has potential application in antibacterial and antifungal areas. |
||||||
Cuvinte-cheie 1, 3-bis(pyridin-2-yl)prop-2-en-1-one, Claisen-Schmidt condensation, intramolecular aldol condensation, Michael addition, substituted cyclohexanol |
||||||
|
DataCite XML Export
<?xml version='1.0' encoding='utf-8'?> <resource xmlns:xsi='http://www.w3.org/2001/XMLSchema-instance' xmlns='http://datacite.org/schema/kernel-3' xsi:schemaLocation='http://datacite.org/schema/kernel-3 http://schema.datacite.org/meta/kernel-3/metadata.xsd'> <identifier identifierType='DOI'>10.19261/cjm.2020.695</identifier> <creators> <creator> <creatorName>Rusnac, R.</creatorName> <affiliation>Universitatea de Stat din Moldova, Moldova, Republica</affiliation> </creator> <creator> <creatorName>Botnaru, M..</creatorName> <affiliation>Universitatea de Stat din Moldova, Moldova, Republica</affiliation> </creator> <creator> <creatorName>Barbă, N.</creatorName> <affiliation>Universitatea de Stat din Moldova, Moldova, Republica</affiliation> </creator> <creator> <creatorName>Petrenko, P.A.</creatorName> <affiliation>Institutul de Fizică Aplicată, Moldova, Republica</affiliation> </creator> <creator> <creatorName>Ciumacov, I.M.</creatorName> <affiliation>Institutul de Fizică Aplicată, Moldova, Republica</affiliation> </creator> <creator> <creatorName>Gulea, A.P.</creatorName> <affiliation>Universitatea de Stat din Moldova, Moldova, Republica</affiliation> </creator> </creators> <titles> <title xml:lang='en'>Compounds removed from the condensation reaction between 2-acetylpyridine and 2-formylpyridine. Synthesis, crystal structure and biological evaluation</title> </titles> <publisher>Instrumentul Bibliometric National</publisher> <publicationYear>2020</publicationYear> <relatedIdentifier relatedIdentifierType='ISSN' relationType='IsPartOf'>1857-1727</relatedIdentifier> <subjects> <subject>1</subject> <subject>3-bis(pyridin-2-yl)prop-2-en-1-one</subject> <subject>Claisen-Schmidt condensation</subject> <subject>intramolecular aldol condensation</subject> <subject>Michael addition</subject> <subject>substituted cyclohexanol</subject> <subject schemeURI='http://udcdata.info/' subjectScheme='UDC'>54-3.057:547:615.2</subject> </subjects> <dates> <date dateType='Issued'>2020-12-28</date> </dates> <resourceType resourceTypeGeneral='Text'>Journal article</resourceType> <descriptions> <description xml:lang='en' descriptionType='Abstract'><p>The research is devoted to the study of unexpected products that formed as a result of the condensation reaction between 2-acetylpyridine and 2-formylpyridine under the Claisen-Schmidt reaction conditions. The structure of the compounds was determined and confirmed using FTIR, 1H and 13C NMR spectroscopy, and X-ray diffraction technique. As a result, a sequence of reactions leading to the following compounds has been proposed: 1,3-bis(pyridin-2-yl)prop-2-en-1-one (3); 1,3,5-tri(pyridin-2-yl)pentane-1,5-dione (4); (2,4-dihydroxy-2,4,6-tri(pyridin-2-yl)cyclohexyl)(pyridin-2-yl)methanone (5) and (4-hydroxy-2,4,6-tri(pyridin-2-yl)cyclohexane-1,3-diyl)bis(pyridin-2-ylmethanone) (6) as well as 2-formylpyridine (1) and 2-acetylpyridine (2). The plausible mechanisms of these chemical transformations and synthetic methods for obtaining substituted cyclohexanol derivatives are also presented. The synthesized compounds were tested for antimicrobial and antioxidant activity. The obtained results show that the compounds 4-6 have moderate antifungal activity. The activity of compound 6 is nine times higher towards Cryptococcus neoformans than the activity of Nistatin that is used in medical practice. The present experimental results show that compound 6 has potential application in antibacterial and antifungal areas.</p></description> </descriptions> <formats> <format>application/pdf</format> </formats> </resource>