173422-30-5Relevant academic research and scientific papers
Taxane Compounds, Compositions And Methods
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, (2012/01/14)
The present invention provides a method for the preparation of orally available pentacyclic taxane compounds, as well as intermediates useful in their preparation.
New highly active taxoids from 9β-dihydrobaccatin-9,10-acetals. Part 2
Ishiyama, Takashi,Iimura, Shin,Yoshino, Toshiharu,Chiba, Jun,Uoto, Kouichi,Terasawa, Hirofumi,Soga, Tsunehiko
, p. 2815 - 2819 (2007/10/03)
To investigate structure-activity relationships of the 9,10-acetal-9β-dihydro taxoids, we modified the 7-hydroxyl groups of the 9,10-acetonide-3′-(4-pyridyl) analogue to deoxy, methoxy, α-F, and 7β,8β-methano group. As a result of this study, we found that the 7-deoxy analogue was the strongest among these analogues. In addition, we found that the 7-deoxy-3′-(4-pyridyl) and 7-deoxy-3′-(2-pyridyl) analogues showed stronger activity against cell lines expressing P-glycoprotein than the corresponding 3′-phenyl analogue.
A new method for synthesis of 7-deoxytaxane analogues by hydrogenation of Δ6,7-taxane derivatives
Takeda, Yasuyuki,Yoshino, Toshiharu,Uoto, Kouichi,Terasawa, Hirofumi,Soga, Tsunehiko
, p. 1398 - 1400 (2007/10/03)
A new method for the synthesis of 7-deoxytaxane analogues has been established through hydrogenation of Δ6,7-taxane derivatives. Among several catalysts examined, Pd-C was found to be a most effective catalyst for the preparation of target compound.
Orally active docetaxel analogue: Synthesis of 10-deoxy-10-C-morpholinoethyl docetaxel analogues
Iimura, Shin,Uoto, Kouichi,Ohsuki, Satoru,Chiba, Jun,Yoshino, Toshiharu,Iwahana, Michio,Jimbo, Takeshi,Terasawa, Hirofumi,Soga, Tsunehiko
, p. 407 - 410 (2007/10/03)
To improve cytotoxicity of 10-deoxy-10-C-morpholinoethyl docetaxel analogues against various tumor cell lines including resistant cells expressing P-glycoprotein (P-gp), we modified the 7-hydroxyl group to hydrophobic groups (methoxy, deoxy, 6,7-olefin, α-F, 7-β-8-β-methano, fluoromethoxy). Among these analogues, the 7-methoxy analogue showed the strongest cytotoxicity. This analogue showed potent activity against B16 melanoma BL6 in vivo by oral administration.
