101694-74-0Relevant articles and documents
Stereoselective synthesis of 4α-acyloxy-2α/β- bromopodophyllotoxin derivatives as insecticidal agents
Guo, Yong,Fan, Lingling,Wang, Juanjuan,Yang, Chun,Qu, Huan,Xu, Hui
, p. 774 - 781 (2013/07/27)
To find new natural products-based insecticidal agents, and substantially extend our previous work, we have designed and stereoselectively synthesized 4α-acyloxy-2α/β-bromopodophyllotoxin derivatives from podophyllotoxin. Interestingly, 4α-acyloxy-2α- bro
Stereoselective synthesis of 4α-Alkyloxy-2-α/β- bromopodophyllotoxin derivatives as insecticidal agents
Xu, Hui,Wang, Qingtian,Guo, Yong
supporting information; experimental part, p. 8299 - 8303 (2011/09/13)
Interesting insecticides: 4α-Alkyloxy-2α/β- bromopodophyllotoxin derivatives were readily prepared with excellent stereoselectivity due to intramolecular steric effects (see scheme). The ratio of two stereoisomers, 2α/β-bromo-4-O- tetrahydropyranylpodophyllotoxin, could be well controlled by the reaction temperature. Copyright
Preparation of 2-Substituted Podophyllotoxin Derivatives
Glinski, Margaret B.,Freed, James C.,Durst, Tony
, p. 2749 - 2753 (2007/10/02)
A series of 2-substituted podophyllotoxin derivatives, including 2-methyl-, 2-chloro-, 2-hydroxy-, and 2-bromopodophyllotoxin, were prepared, in order to determine whether nonenolizable podophyllotoxins had enhanced in vivo activity against P388 and L1210 tumor cells.Significant activity against P388 (T/C 156, 40 mg/kg) was observed for 2-chloropodophyllotoxin; under similar conditions, podophyllotoxin was toxic.The corresponding 2-picro isomers were formed as byproducts in the above reactions and were, when tested, inactive against tumors at similar concentrations.An attempt to prepare 2-fluoropodophyllotoxin by reacting podophyllotoxin 4-O-THP enolate with FClO3 resulted in a violent explosion, causing serious injury.Extreme caution should be taken when reacting enolates with FClO3.