1321624-40-1Relevant articles and documents
Synthesis and biological activities of (R)- and (S)- N -(4-Methoxyphenyl)- N,2,6-trimethyl-6,7-dihydro-5 H -cyclopenta[ d ]pyrimidin-4-aminium chloride as potent cytotoxic antitubulin agents
Gangjee, Aleem,Zhao, Ying,Hamel, Ernest,Westbrook, Cara,Mooberry, Susan L.
, p. 6151 - 6155 (2011)
(R,S)-1 is a potent antimitotic compound. (R)-1·HCl and (S)-1·HCl were synthesized from (R)- and (S)-3-methyladipic acid. Both enantiomers were potent inhibitors of cell proliferation and caused cellular microtubule loss and mitotic arrest. They inhibited purified tubulin assembly and the binding of [3H]colchicine to tubulin, with (S)-1 being about twice as potent. Cytotoxicity against 60 tumor cell lines, however, indicated that the (S)-isomer was 10- to 88-fold more potent than the (R)-isomer.