Conţinutul numărului revistei |
Articolul precedent |
Articolul urmator |
971 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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