7401-77-6Relevant academic research and scientific papers
Preparation of optically pure (S)-3-pivaloyloxy-6, 7-dimethoxy-phenanthroinlizien
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Paragraph 0042-0044, (2019/10/15)
The invention relates to a method in the technical field of pharmaceutical and chemical industry, in particular to a synthetic process for preparing (S)-3-pivaloyloxy-6, 7-dimethoxy-phenanthroinlizienwith optical purity of more than or equal to 99%.
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.
Laccase-catalyzed dimerization of hydroxystilbenes
Ponzoni, Chiara,Beneventi, Elisa,Cramarossa, Maria Rita,Raimondi, Stefano,Trevisi, Giulia,Pagnoni, Ugo Maria,Riva, Sergio,Forti, Luca
, p. 1497 - 1506 (2008/09/17)
A series of hydroxystilbenes, analogues of the bioactive phytoalexin resveratrol, were synthesized and submitted to the catalytic action of a laccase from Trametes pubescens in a biphasic system made of ethyl acetate and acetate buffer. Oxidation took place at the 4′-hydroxy (4-hydroxy) position of the hydroxystilbenic moieties, followed by radical-radical coupling dimerization reactions. Most of the products were isolated in good yields and fully characterized. Depending on the substrates, three different dimeric products could be identified, the main products usually being 4-O-α-β-5 (dihydrofuran-like) dimers.
