A new family of 1,2,3-oxathiazolidine-2,2-dioxide phosphonate derivatives: Synthesis, characterization and anticancer evaluation

作者：K'tir Hacene; Aouf Zineb; Souk Tan Otea; Zerrouki Rachida; Berredjem Malika; Aouf Nour Eddine^*

来源：Phosphorus, Sulfur, and Silicon and the Related Elements, 2017, 192(5): 555-559.

DOI：10.1080/10426507.2016.1274992

• Anticancer activity
• Arbuzov reaction
• cyclic sulfamidates
• organophosphorus

An efficient synthesis of a new series of organophosphorus compounds having a cyclic sulfamidates moiety is described. The cyclic sulfamidate precursors were prepared from -amino acids after four steps (Reduction, N-Boc protection, cyclization and cleavage). The novel organophosphonates were synthesized within two steps starting from the cyclic sulfamidate (chloroacetylation following by phosphorylation via Arbuzov reaction). A particular compound 7-a (diethyl phosphonate {2-[(4S)-4-benzyl-1,2,3-oxathiazolidin-3-yl-2,2-dioxyde]-2-oxoethyl}) was essayed for their in vitro cytotoxic activities against a panel of four cell lines (Jurkat, K562, U266, and A431). For all of these cells, the synthesized compound showed low cytotoxicity, even at high concentration levels (4mM).
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• 出版日期2017