161742-53-6Relevant articles and documents
Design and synthesis of taxane derivatives of valproic acid as potent and selective cytotoxic agents
Malipeddi, Himaja,Mali, Sunil V.,Das, Moonjit
, p. 2512 - 2520 (2016/10/25)
Resistance to anticancer agents has important implications for cancer chemotherapy. Small changes in chemical structures of cytotoxic agents can alter their biological interactions that can be beneficial in overcoming the drug resistance problem. Valproic acid, a well-known antiepileptic drug is in advanced clinical studies for cancer treatment. In the present study, valproic acid was incorporated into the taxane moiety at various positions and the new analogs were evaluated for their in vitro cytotoxicity. The novel analog, Valprotaxel showed comparable cytotoxicity in head and neck, and colon cancer cell lines with remarkable improvement in selectivity for cancer cells compared to paclitaxel and docetaxel.
NOVEL PHOTOACTIVATABLE PACLITAXEL DERIVATIVES AND USES THEREOF, IN PARTICULAR IN CELLBIOLOGY AND CANCER TREATMENT
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Page/Page column 14; 15, (2013/03/28)
The present invention provides novel photoactivatable paclitaxel derivatives wherein the C2 and C7 positions of the paclitaxel molecule are substituted with a photocleavable moiety such as a chromophore. Typically, the chromophore is selected from the group comprising 2-nitrobenzyl ethers, carbamates or carbonates and their 4,5-dialkoxy substituted variants; 2-nitrophenylethyl ethers, carbamates or carbonates and their 4,5-dialkoxy substituted variants, or their p-substituted derivatives; oc-carboxy-2-nitrobenzyl ethers, carbamates or carbonates and their 4,5-dialkoxy substituted variants; 2(2-nitro- phenyl) ethyl ethers, carbamates or carbonates and their 4,5-dialkoxy substituted variants; coumarin-4-ylmethyl ethers, or carbonates and their 7-alkoxy, 6, 7-dialkoxy, 6-bromo-7-alkoxy or 7-dialkylamino substituted variants; p-hydroxyphenacyl ethers or carbamates and their meta-substituted derivatives or structurally related compounds. More specifically, the chromophore is 4, 5-dimethoxy-2- nitrobenyloxycarbonyl (Nvoc) or a structurally related compound. Further aspects of the invention relate to the use of these paclitaxel derivatives in biological, medical and pharmaceutical applications, in particular in cellbiology and cancer treatment. A closely related aspect is an antitumor medicament comprising the above paclitaxel derivatives.
Highly Water Soluble Taxol Derivatives: 7-Polyethylene Glycol Carbamates and Carbonates
Greenwald, Richard,Pendri, Annapurna,Bolikal, Durgadas
, p. 331 - 336 (2007/10/02)
The first examples of highly water soluble taxol derivatives (0.1 mmol/mL) were prepared by the attachement of polyethylene glycol (molecular weight 2-5 kD) at the 7-position of taxol via a urethane or carbonate linkage.When lower molecular weight polyethylene glycols (350 and 750) were used, the solubilities were considerably lower (1.87E-3 mmol/mL) but still substantially greater than taxol itself.Additional 7-subsituted taxol derivatives were also prepared by utilizing small molecules consisting of sugars and ionic and multifunctional compounds.However, most of these derivatives had solubilities, calculated from HPLC retention times, that did not differ significantly from taxol itself.The use of methoxyacetate as a protecting group during these syntheses is discussed.
