Synthesis of new p-quinone methide containing morpholine fragment: access to (diarylmethyl)phosphonamidates with antitumor activity

[Display omitted] Novel (diarylmethyl)phosphonamidates containing 2,6-di-tert-butylphenol and heterocycle moieties were synthesized by 1,6-conjugate addition of phosphorylated p-quinone methide with morpholine fragment to 2,6-diaminopyridine or 1,3-diaminobenzene. In the case of an acid-catalyzed re...

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Bibliographic Details
Published in:	Mendeleev communications Vol. 33; no. 2; pp. 234 - 236
Main Authors:	Gibadullina, Elmira M., H. B. Nguyen, Tran, Nguyen, Thu T., Strelnik, Anna G., Voloshina, Alexandra D., Lyubina, Anna P., Amerhanova, Sumbel K., Burilov, Alexander R.
Format:	Journal Article
Language:	English
Published:	Elsevier B.V 01-03-2023
Subjects:	(diarylmethyl)phosphonamidates 1 2-benzoxaphospholes 1 6-conjugate addition antitumour activity cytotoxicity p-quinone methides phosphonamidates antitumour activity p-quinone methides (diarylmethyl)phosphonamidates phosphonamidates 1 2-benzoxaphospholes 1 6-conjugate addition cytotoxicity
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Summary:	[Display omitted] Novel (diarylmethyl)phosphonamidates containing 2,6-di-tert-butylphenol and heterocycle moieties were synthesized by 1,6-conjugate addition of phosphorylated p-quinone methide with morpholine fragment to 2,6-diaminopyridine or 1,3-diaminobenzene. In the case of an acid-catalyzed reaction of p-quinone methide with sesamol, morpholine was cleaved to form 1,2-benzoxaphosphole substituent. Cytotoxic effects of starting compounds and obtained products were evaluated towards human cancer and normal cells.
ISSN:	0959-9436
DOI:	10.1016/j.mencom.2023.02.027