1338360-74-9Relevant academic research and scientific papers
A novel and practical synthesis of CAT3: A phenanthroindolizidine alkaloid with potential in treating glioblastoma
Wang, Ru-Bing,Lv, Hai-Ning,Zhu, Shan-Shan,Ren, Xiao-Dong,Xu, Song,Ma, Shuang-Gang,Liu, Yun-Bao,Qu, Jing,Yu, Shi-Shan
, p. 29301 - 29308 (2018/08/29)
CAT3, one of the (+)-deoxytylophorinine-based phenanthroindolizidine alkaloids, is a promising therapeutic agent for the treatment of hedgehog (Hh)-driven glioblastoma and is currently being evaluated in preclinical studies. In this paper, a novel and practical synthetic route for CAT3 was firstly demonstrated with 10% overall yield in 11 steps and has been successfully validated for pilot-plant scale preparation. Investigation of the substitution at the 3-position of phenanthrene revealed that the electron-donating functionality can well preserve the S configuration. In particular, the excellent enantiomeric excess of CAT3 (≥99% ee) was achieved by introducing the strongly electron-donating tert-butyldimethylsilyl (TBS) group.
Stereospecific synthesis and biological evaluation of monodesmethyl metabolites of (+)-13a-(S)-deoxytylophorinine as potential antitumor agents
Yu, Pengfei,Lv, Haining,Li, Chao,Ren, Jinhong,Ma, Shuanggang,Xu, Song,Chen, Xiaoguang,Yu, Shishan
, p. 3757 - 3764 (2013/02/23)
Three major monodesmethyl metabolites of (+)-13a-(S)-deoxytylophorinine were synthesized stereospecifically and their configurations at C-13a were determined. Biological assays revealed that one of the metabolites, 3-O-desmethyl-13a-(S)-deoxytylophorinine
Synthesis of phenanthroindolizidine alkaloids and evaluation of their antitumor activities and toxicities
Ikeda, Takashi,Yaegashi, Takashi,Matsuzaki, Takeshi,Yamazaki, Ryuta,Hashimoto, Syusuke,Sawada, Seigo
scheme or table, p. 5978 - 5981 (2011/10/18)
We previously reported that phenanthroindolizidine alkaloid 3 and its derivatives had markedly potent in vitro cytotoxicity. However, they had low in vivo antitumor activities and high in vivo toxicities, which was a serious problem. To address this probl
