Synthesis of new sesquiterpenic derivatives with azide and -lactam functional groups
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542.94:546.171.8:547-318 (1)
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BÎRCA, Natalia, KULCIŢKI, Veaceslav. Synthesis of new sesquiterpenic derivatives with azide and -lactam functional groups. In: Natural sciences in the dialogue of generations, 14-15 septembrie 2023, Chişinău. Chişinău: Centrul Editorial-Poligrafic al USM, 2023, p. 202. ISBN 978-9975-3430-9-1.
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Natural sciences in the dialogue of generations 2023
Conferința "Natural sciences in the dialogue of generations"
Chişinău, Moldova, 14-15 septembrie 2023

Synthesis of new sesquiterpenic derivatives with azide and -lactam functional groups

CZU: 542.94:546.171.8:547-318

Pag. 202-202

Bîrca Natalia, Kulciţki Veaceslav
 
Institute of Chemistry, MSU
 
Proiecte:
 
Disponibil în IBN: 19 octombrie 2023


Rezumat

Albicanol is a sesquiterpenic alcohol with a bicyclic carbon skeleton found along with its derivatives in numerous natural sources, including terrestrial and marine organisms. In particular, albicanyl acetate was isolated from skin extracts of some species of sea slugs and exhibits potent piscicidal effects, such fish antifeedant activity. On the other hand, nitrogen-containing sesquiterpenoids are quite rare and in the perspective of SAR studies, we planned to synthesize nitrogen-containing derivatives based on readily available albicanyl acetate. We report in the current communication a new azide-functionalized compound synthesized through radical carboazidation of the sesquiterpenic substrate. Its following transformation included catalytic hydrogenation, accompanied by a spontaneous lactamization to a -lactam product. The structure of both compounds was demonstrated by spectral analysis. Their following biological activity testing will reveal their interaction with the biomolecular targets in the living cells and potential applications.

Cuvinte-cheie
drimane, radical chemistry, Carboazidation, Azide, -lactam