40456-15-3Relevant articles and documents
Synthesis and evaluation of etoposide and podophyllotoxin analogs against topoisomerase IIα and HCT-116 cells
Barton, Christopher E.,Bradley, Amber M.,Deweese, Joseph E.,Kumar, Priyanka,Mercer, Susan L.,Murphy, Matthew B.
supporting information, (2020/10/12)
Etoposide is a widely-used anticancer agent that targets human type II topoisomerases. Evidence suggests that metabolism of etoposide in myeloid progenitor cells is associated with translocations involved in leukemia development. Previous studies suggest
Synthesis of novel isoxazoline-containing podophyllotoxin/2′(2′,6′)-(di)halogenopodophyllotoxin derivatives and their insecticidal/acaricidal activities
Yang, Ruige,Zhang, Yuanyuan,Xu, Hui
, p. 1410 - 1416 (2018/03/21)
In continuation of our program aimed at the development of natural product-based pesticidal agents, a series of isoxazoline-containing podophyllotoxin/2′(2′,6′)-(di)halogenopodophyllotoxin derivatives were prepared, and their structures were well characte
Stereoselective synthesis of 2α-chloropicropodophyllotoxins and insecticidal activity of their esters against oriental armyworm, mythimna separata walker
Fan, Lingling,Guo, Yong,Zhi, Xiaoyan,Yu, Xiang,Xu, Hui
, p. 3726 - 3733 (2014/05/20)
As part of ongoing efforts to discover new natural-product-based insecticidal agents, in the present study, an efficient method for the stereoselective α-chlorination at the C-2 position of 2′(2′, 6′)-(di)halogenopodophyllotoxin derivatives was first developed. Subsequently, a series of novel esters of 2α-chloro-2′(2′, 6′)-(di)halogenopicropodophyllotoxin with modified C, D, and E rings of podophyllotoxin were smoothly obtained. Finally, all of the title compounds were tested against the pre-third-instar larvae of oriental armyworm (Mythimna separata Walker) at 1 mg/mL. It was found that besides their 2′-halogen-substituted E ring, the stereoselective α-chlorination at the C-2 position of 2′(2′,6′)-(di)halogenopodophyllotoxins was also related to the chlorination reagents. Especially 2α-chloro- 4α-(benzoyl)oxy-2′-chloropicropodophyllotoxin (6e) and 2α-chloro-4α-(2-chlorophenylacyl)oxy-2′- bromopicropodophyllotoxin (8f) showed the most potent insecticidal activities, with final mortality rates of >60%. For 4α-(alkylacyl)oxy derivatives of 2α-chloro-2′(2′,6′)-(di)halogenopicropodophyllotoxin, the effect of the length of their side chain at the C-4 position of podophyllotoxin skeleton on the insecticidal activity was not very obvious. For 4α-(arylacyl)oxy derivatives of 2α-chloro-2′-chloro/ bromopicropodophyllotoxin, an electronic effect of the substituents on their phenyl ring at the C-4 position of podophyllotoxin skeleton on the insecticidal activity was observed.
