235092-99-6Relevant articles and documents
The synthesis of novel oxa-azamacrocycles
Kuksa, Vladimir,Marshall, Colin,Wardell, Solange,Kong Thoo Lin, Paul
, p. 1034 - 1038 (1999)
Novel protected oxa-azamacrocycles 6a-f, 7a,c-f have been prepared by direct alkylation reaction between α,ω-bis[(2- mesitylsulfonyl)aminooxy]alkanes 2a-c and α,ω-bis(tosyl)alkanediols 3a,b in the presence of K2CO3 to give a mixture of the 1:1 (small macrocycles 6a- f) and 2:2 (large macrocycles 7a,c-f) adducts. Another method involved the reaction between bis (sulfonyl)amides 2a,b and ω-bromoalkanols 4a,b to give bis-alkanols 5a,b which were subsequently condensed with 2a,b under Mitsunobu conditions to give solely large macrocycles 7a,d in high yields. Macrocycle 7d was deprotected with HBr/HOAc to yield 8 as the tetrahydrobromide salt which was converted into its free base with methanolic KOH.
Novel oxa-spermine homologues: synthesis and cytotoxic properties.
Kuksa, Vladimir A,Pavlov, Valentin A,Kong Thoo Lin, Paul
, p. 691 - 697 (2007/10/03)
New oxa-spermine homologues 5-9 were synthesised and their anticancer properties were evaluated against a broad spectrum of cancer cells. All compounds, except 9 showed average GI(50) values in the range of 1.89-7.56 microM. SAR studies showed that the cytotoxic activity of these novel oxa-spermines depended on the length of the alkyl chain, the position of the oxa-amino functionality and also, on the type of sulphonamido group in the molecule. Although the mechanism of action of these compound remains to be elucidated, it would appear that direct drug-DNA interactions are not involved in the mode of action of these drugs.
