156965-59-2Relevant articles and documents
New taxanes as highly efficient reversal agents for multidrug resistance in cancer cells
Ojima, Iwao,Bounaud, Pierre-Yves,Takeuchi, Craig,Pera, Paula,Bernacki, Ralph J.
, p. 189 - 194 (1998)
New non-cytotoxic taxanes synthesized from 10-deacetylbaccatin III and special hydrophobic acylating agents show remarkable MDR reversal activity (≤99.8%) against drug-resistant human breast cancer cells when co-administered with paclitaxel or doxorubicin. This activity is ascribed to the highly efficient blocking of P-glycoprotein efflux by these new taxanes.
A new rearrangement of oxetane-type taxoids
Appendino, Giovanni,Varese, Marcella,Gariboldi, Pierluigi,Gabetta, Bruno
, p. 2217 - 2220 (1994)
Treatment of 7-triethylsilyl-14β-hydroxy-10-deacetylbaccatin III (1b) with pyridinium p-toluenesulfonate in refluxing benzene gave the orthoester 3 as a result of O(2) → O(14) benzoate migration, contraction of ring A followed by formation of an ether bri
Design, synthesis and structure-activity relationships of novel taxane-based multidrug resistance reversal agents
Ojima, Iwao,Borella, Christopher P.,Wu, Xinyuan,Bounaud, Pierre-Yves,Oderda, Cecilia Fumero,Sturm, Matthew,Miller, Michael L.,Chakravarty, Subrata,Chen, Jin,Huang, Qing,Pera, Paula,Brooks, Tracy A.,Baer, Maria R.,Bernacki, Ralph J.
, p. 2218 - 2228 (2007/10/03)
A series of novel taxane-based multidrug resistance (MDR) reversal agents (TRAs) has been designed and synthesized. Structure - activity relationship (SAR) study clearly indicates that modification of the C-7 position with hydrophobic arenecarbonylcinnamoyl groups brings about high potency against drug efflux mediated by P-glycoprotein (P-gp). Six TRAs exhibit ability to modulate a wide range of ATP-binding cassette (ABC) transporters, such as P-gp, multidrug resistance-associated protein 1 (MRP1), and breast cancer resistance protein (BCRP), which may serve as novel broad-spectrum modulators of ABC transporters.
TAXANE DERIVATIVES AND PROCESSES FOR THE PREPARATION THEREOF
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Page 5-10, (2008/06/13)
The invention discloses an oxazolidine intermediate for the synthesis of 14- beta -hydroxy-1,14-carbonate-baccatines bearing a 13-isoserine substituent, and a process for the preparation thereof.
Syntheses and structure-activity relationships of taxoids derived from 14β-hydroxy-10-deacetylbaccatin III
Ojima, Iwao,Slater, John C.,Kuduk, Scott D.,Takeuchi, Craig S.,Gimi, Rayomand H.,Sun, Chung-Ming,Park, Young Hoon,Pera, Paula,Veith, Jean M.,Bernacki, Ralph J.
, p. 267 - 278 (2007/10/03)
A series of new taxoids derived from 14β-hydroxy-10-deacetylbaccatin III was synthesized by means of the β-lactam synthon method. Most of the new taxoids thus synthesized possess excellent cytotoxicity against human ovarian (A121), non-small-cell lung (A5