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Synthesis of two novel homologous polyphosphate esters containing aminophosphonic acid units and cytotoxicity of some low molecular and high molecular aminophosphonic acid derivatives

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Document pages: 8 pages

Abstract: Two new polyphosphate esters containing anthracene and furan derived aminophosphonate moieties, poly [oxyethylene (aminophosphonate-co-h-phosphonate)] s P-12 and P-13, were synthesized and characterized by the addition of poly (oxyethylene hydrophosphonate) with 9-anthracene furfural amine. Novel polyphosphate P-12 and a series of anthracene derived compounds previously described, including Schiff bases S-1 and S-2 α- Aminophosphonate A-3 – a-6, diaminophosphonate B-6 and two enantiomers a-5a and a-5b were used as reference cytotoxic agents to screen the antitumor activity of polyphosphate p-8 – P-11 containing aminophosphonate units on a group of human leukemia cell lines. It was concluded from the cytotoxicity test that the precursors S-1 and S-2 showed similar toxicitycytotoxicity profiles that are cisplatin-like only in the REH cell line. Leader compound of the α-aminophosphonates is A-4 with cell death-inducing properties fully equaling those of the referent drug in all of the screened leukemic cell lines with the only exception being the AML histological subtype HL-60. Some of the polymeric analogues elicited moderate (P-10 and P-12) to low (P-11) cytotoxic activity, whereas the polyphosphoesters P-8 and P-9 produced in vitro antitumor effects largely surpassing cisplatin’s. The compounds P-8, P-9, and A-4 could be potential new materials for anticancer therapeutic purposed.

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