Synthesis of hybrid molecules by interaction of 2-hydroxy juglone with terpenoid aldehydes
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2022-02-17 15:41
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547.057 (5)
Chimie organică (475)
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SUCMAN, Natalia, ANDRUSENKO, Timur, MAKAEV, Fliur. Synthesis of hybrid molecules by interaction of 2-hydroxy juglone with terpenoid aldehydes. In: New frontiers in natural product chemistry.: A destiny on the altar of research. Dedicated to academician Pavel Vlad, Ed. 6, 21 mai 2021, Chișinău. Chișinău, Republica Moldova: Tipografia "Artpoligraf", 2021, Ediția 6, p. 36. ISBN 978-9975-3336-7-2. DOI: https://doi.org/10.19261/nfnpc.2021.ab29
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New frontiers in natural product chemistry.
Ediția 6, 2021
Conferința " New frontiers in natural product chemistry."
6, Chișinău, Moldova, 21 mai 2021

Synthesis of hybrid molecules by interaction of 2-hydroxy juglone with terpenoid aldehydes

DOI: https://doi.org/10.19261/nfnpc.2021.ab29
CZU: 547.057

Pag. 36-36

Sucman Natalia12, Andrusenko Timur1, Makaev Fliur1
 
1 Institute of Chemistry,
2 Comrat State University
 
Proiecte:
 
Disponibil în IBN: 28 mai 2021


Rezumat

Currently, so-called "hybrid" molecules are of particular interest. The combination of some structure fragments with different biological properties in one molecule can lead to attractive results. For example, the effect of a drug may be enhanced, the range of its use may be expanded, side effects or resistance to it may be reduced. In this work, we will focus on the synthesis of derivatives that will simultaneously contain in their structure the skeletal block of juglone and various terpenoids derivatives. It is well known that juglone has a wide spectrum of biological activity, including antibacterial and antifungal properties [1]. Juglone containing ointments are used as antiinflammatory, antibacterial and antifungal remedies [2]. Anticancer properties have been also detected for juglone by some researchers [3]. On other hand plant terpenoids are used for their aromatic qualities and play a role in traditional herbal remedies [4]. The main goal of this research was to study the reaction of 2-hydroxy-juglone 1 with terpenoid aldehydes 2 (сitronellal, hydroxycitronellal, derivatives of sclareolactone) to obtain various hybrid molecules (Scheme). Reaction was performed in the presence of the Hantzsch ester and L-proline as catalysts. Scheme. The synthesis of compounds 3. The products were separated with application of the column chromatography. The structures of the obtained compounds were confirmed by application of different physicochemical methods of analysis. The identity of the compounds has been established by various 1Н-, 13С-NMR experiments including those bi-dimensional (COSY, HSQC, HMBC, NOE).