1643-12-5Relevant academic research and scientific papers
Cytotoxicity against cholangiocarcinoma and HepG2 cell lines of lignan derivatives from Hernandia nymphaeifolia
Suthiwong, Jittra,Wandee, Jaroon,Pitchuanchom, Siripit,Sojikul, Punchapat,Kukongviriyapan, Veerapol,Yenjai, Chavi
, p. 2042 - 2049 (2018/07/21)
Twelve lignan derivatives were synthesized from deoxypodophyllotoxin isolated from Hernandia nymphaeifolia. Cytotoxicity evaluation against cholangiocarcinoma, KKU-100, and HepG2 cell lines showed that compounds 3, 9, 10, and 13 exhibited stronger cytotoxicity than the starting material, 1, with IC50 ranging from 0.42 to 2.01 μM. Compound 10 displayed interesting activity by showing IC50 values of 0.75 and 0.46 μM against KKU-100 and HepG2 cell lines, respectively. From these observation, 10 seems to be useful as a lead compound for the development of anticancer agents.
Synthesis of (+/-)-4-Deoxypodophyllotoxin, (+/-)-Podophyllotoxin and (+/-)-Epipodophyllotoxin
Jones David W.,Thompson, Adrian M.
, p. 2541 - 2548 (2007/10/02)
6,7-Methylenedioxy-1-(3',4',5'-trimethoxyphenyl)-2-benzopyran-3-one 1 and dimethyl fumarate in acetonitrile give mostly the C-2 exo-CO2Me adduct 4 which is transformed in four steps into epipodophyllotoxin 10a.Attempted addition of dimethyl maleate to 1 p
Regioselective Suprafacial 1,5-Hydrogen Shifts in o-Quinodimethanes; a Route to 4-Deoxypodophyllotoxin
Jones, David W.,Thompson, Adrian M.
, p. 1095 - 1096 (2007/10/02)
The o-quinodimethane intermediate (4a) with cis-CO2Me groups undergoes regioselective 1,5-hydrogen shift to the cis-dihydronaphthalene (5a) whilst its trans-isomer (9a) gives both 1,5-hydrogen shift products (6a) and (7a); (5a) is readily converted into 4
A Stereo- and Regiocontrolled Synthesis of Podophyllum Lignans
Rodrigo, Russell
, p. 4538 - 4540 (2007/10/02)
A Diels-Alder adduct of an isobenzofuran (generated in situ) and dimethyl acetylenedicarboxylate is converted by a series of controlled reductions and isomerizations to the lignans deoxy- and isodeoxypodophyllotoxin in seven stages.
