Conţinutul numărului revistei |
Articolul precedent |
Articolul urmator |
961 0 |
SM ISO690:2012 CURLAT, Serghei, BARBA, Alic, BOLDESCU, Veaceslav, PANNECOUQUE, C., MAKAEV, Fliur. Synthesis of Aminoalkylated Aziridines from (+)-3-Carene. In: Chemistry of Natural Compounds, 2019, nr. 2(55), pp. 269-274. ISSN 0009-3130. DOI: https://doi.org/10.1007/s10600-019-02664-0 |
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Chemistry of Natural Compounds | ||||||
Numărul 2(55) / 2019 / ISSN 0009-3130 | ||||||
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DOI:https://doi.org/10.1007/s10600-019-02664-0 | ||||||
Pag. 269-274 | ||||||
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Rezumat | ||||||
Aminoalkylated carane-type aziridines were synthesized via epoxidation of (+)-3-carene by H 2 O 2 solution (7%) in EtOAc catalyzed by α-Al 2 O 3 nanoparticles, opening of the epoxide by NaN 3 , and cyclization of the azidoalcohol by Ph 3 P followed by condensation of the resulting aziridines with formalin and secondary amines. The cytotoxicity of the aminoalkylated aziridines with heteroorganic substituents increased on going from a five-membered pyrrolidine ring substituent to a six-membered piperidine ring and decreased sharply upon replacing a piperidine by a morpholine ring or increased on going to a piperazine ring. The structures of products were established using IR and NMR spectroscopy and an X-ray crystal structure analysis. . |
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Cuvinte-cheie ( )-3-carene, aminoalkylation, aziridines, cytotoxicity |
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Dublin Core Export
<?xml version='1.0' encoding='utf-8'?> <oai_dc:dc xmlns:dc='http://purl.org/dc/elements/1.1/' xmlns:oai_dc='http://www.openarchives.org/OAI/2.0/oai_dc/' xmlns:xsi='http://www.w3.org/2001/XMLSchema-instance' xsi:schemaLocation='http://www.openarchives.org/OAI/2.0/oai_dc/ http://www.openarchives.org/OAI/2.0/oai_dc.xsd'> <dc:creator>Curlat, S.N.</dc:creator> <dc:creator>Barbă, A.N.</dc:creator> <dc:creator>Boldescu, V.V.</dc:creator> <dc:creator>Pannecouque, C.</dc:creator> <dc:creator>Macaev, F.Z.</dc:creator> <dc:date>2019-03-15</dc:date> <dc:description xml:lang='en'><p>Aminoalkylated carane-type aziridines were synthesized via epoxidation of (+)-3-carene by H <sub>2</sub> O <sub>2</sub> solution (7%) in EtOAc catalyzed by α-Al <sub>2</sub> O <sub>3</sub> nanoparticles, opening of the epoxide by NaN <sub>3</sub> , and cyclization of the azidoalcohol by Ph <sub>3</sub> P followed by condensation of the resulting aziridines with formalin and secondary amines. The cytotoxicity of the aminoalkylated aziridines with heteroorganic substituents increased on going from a five-membered pyrrolidine ring substituent to a six-membered piperidine ring and decreased sharply upon replacing a piperidine by a morpholine ring or increased on going to a piperazine ring. The structures of products were established using IR and NMR spectroscopy and an X-ray crystal structure analysis. .</p></dc:description> <dc:identifier>10.1007/s10600-019-02664-0</dc:identifier> <dc:source>Chemistry of Natural Compounds 55 (2) 269-274</dc:source> <dc:subject>( )-3-carene</dc:subject> <dc:subject>aminoalkylation</dc:subject> <dc:subject>aziridines</dc:subject> <dc:subject>cytotoxicity</dc:subject> <dc:title>Synthesis of Aminoalkylated Aziridines from (+)-3-Carene</dc:title> <dc:type>info:eu-repo/semantics/article</dc:type> </oai_dc:dc>