867069-75-8Relevant academic research and scientific papers
Multicomponent assembly of 4-aza-podophyllotoxins: A fast entry to highly selective and potent anti-leukemic agents
Jeedimalla, Nagalakshmi,Flint, Madison,Smith, Lyndsay,Haces, Alberto,Minond, Dmitriy,Roche, Stéphane P.
, p. 167 - 179 (2015)
The aim of this study was the synthesis and lead structure selection of a best anti-leukemic agent from a library of aza-podophyllotoxin analogues (APTs). To this end, we report a scalable, modified multicomponent reaction using a "sacrificial" aniline pa
Insecticidal heterolignans-Tubuline polymerization inhibitors with activity against chewing pests
Frackenpohl, Jens,Adelt, Isabelle,Antonicek, Horst,Arnold, Christian,Behrmann, Patricia,Blaha, Nicole,Boehmer, Jutta,Gutbrod, Oliver,Hanke, Roman,Hohmann, Sabine,Houtdreve, Marc van,Loesel, Peter,Malsam, Olga,Melchers, Martin,Neufert, Valentina,Peschel, Elisabeth,Reckmann, Udo,Schenke, Thomas,Thiesen, Hans-Peter,Velten, Robert,Vogelsang, Kathrin,Weiss, Hans-Christoph
experimental part, p. 4160 - 4184 (2009/10/17)
Starting from natural product podophyllotoxin 1 substituted heterolignans were identified with promising insecticidal in vivo activity. The impact of substitution in each segment of the core structure was investigated in a detailed SAR study, and variation of substituents in both aromatic moieties afforded derivatives 5 and 43 with broad insecticidal activity against lepidopteran and coleopteran species. In vitro measurements supported by modeling studies indicate that heterolignans 3-134 act as tubuline polymerization inhibitors interacting with the colchicine-binding site. Insect specific structure-activity effects were observed showing that the insecticidal SAR described herein differs from reported cytotoxicity studies.
