127399-74-0Relevant academic research and scientific papers
8,9-Methylenedioxybenzo[i]phenanthridines: Topoisomerase I-targeting activity and cytotoxicity
Li, Dajie,Zhao, Baoping,Sim, Sai-Peng,Li, Tsai-Kun,Liu, Angela,Liu, Leroy F.,LaVoie, Edmond J.
, p. 3795 - 3805 (2007/10/03)
Substituted benzo[i]phenanthridines that have incorporated within their structure an 8,9-methylenedioxy group can exhibit topoisomerase I-targeting activity. Structure-activity studies were performed to examine the influence of saturation at the 11,12-positions of several substituted 8,9-methylenedioxybenzo[i]phenanthridines. The activities of these dihydro analogues were compared to those of their unsaturated analogues. In addition, the influence of varying substituents at the 2- and 3-positions within the A-ring of these 8,9-methylenedioxybenzo[i]phenanthridines on their relative potency as topoisomerase I-targeting agents and cell proliferation as determined using the MTT assay was investigated. 2,3-Dimethoxy-8,9-methylenedioxybenzo[i]phenanthridine and its 11,12-dihydro derivative were among the more potent analogues evaluated with regard to topoisomerase I-targeting activity and cytotoxicity.
Monomethyl Ether Derivatives of 7,8-Dihydroxy- and 8,9-Dihydroxy-4-n-propyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinolines as Possible Products of Metabolism by Catechol-O-methyltransferase
Cannon, Joseph G.,Walker, Kathleen A.,Montanari, Antonio,Long, John Paul,Flynn, Jan R.
, p. 2000 - 2006 (2007/10/02)
In order to facilitate identification of possible metabolites arising from in vitro action of catechol-O-methyltransferase upon 7,8-dihydroxy- and 8,9-dihydroxy-4-n-propyl-1,2,3,4,4a,5,6,10b-octahydrobenzoquinolines (11, 12), all four possible monomethyl ether derivatives have been synthesized.Incubation of 11 and 12 with the enzyme revealed that the 8,9-dihydroxy positional isomer 12 (which contains the dopamine moiety held in the β conformation) but not the 7,8-dihydroxy isomer 11 (which holds the dopamine moiety in the α conformation) was a substrate for theenzyme.The sole detectable product of 12 was 8-hydroxy-9-methoxy derivative 15 in which the "meta" hydroxy group of the dopamine moiety is etherified.
