755736-73-3Relevant academic research and scientific papers
The Synthesis of Oxa-Analogues and Homologues of Naturally Occuring Polyamines
Lin, P. Kong Thoo,Kuksa, V. A.,Maguire, N. M.
, p. 859 - 866 (1998)
A number of polyamine oxa-analogues 14a-d, 19 have been synthesized.Spermidine oxa-analogues and homologues 14 were made from N-(aminooxypropyl)phthalimide 8a which was obtained either from the Fmoc-deprotection of N-phthalimide 4a or from the reaction between 3-bromopropylamine and N-hydroxyphthalimide, both reactions involving an unusual rearrangement mechanism.Sulphonated derivatives 9, 16, upon Mitsunobu condensation with N-protected 3-aminopropanol or N-alkylation with N-(bromoalkyl)phthalimides, afforded the fully protected spermidine and spermine oxa-analogues.Subsequent sequential deprotection gave spermidine analogues 14.Using the same strategy, spermine oxa-analogues 19 was synthesised. - Keywords: polyamines; oxa-analogues of polyamines; polyamine homologues; rearrangement; synthesis
The synthesis and in vitro cytotoxic studies of novel oxa-spermidine derivatives and homologues
Kuksa, Vladimir A.,Pavlov, Valentin A.,Lin, Paul Kong Thoo
, p. 1265 - 1267 (2007/10/03)
A series of oxa-spermidine derivatives and homologues were prepared and their anticancer properties were evaluated. All these compounds showed an average GI50 value in the range of 3.9-28.9 μM. SAR studies showed that the presence of a sulphonamido functionality and the length of the alkyl chain are important factors for an enhanced activity. (C) 2000 Elsevier Science Ltd. All rights reserved.
