Fluorescent and biotinylated analogues of docetaxel: Synthesis and biological evaluation

Dubois, Joëlle; Goff, Marie-Thérèse Le; Guéritte-Voegelein, Françoise; Guénard, Daniel; Tollon, Yvette; Wright, Michel

doi:10.1016/0968-0896(95)00115-w

Cited by 32 publications

(27 citation statements)

References 28 publications

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“…Thereafter when 80% cell confluency was attained, the cells were incubated with CD-1, CD-2, CD-3, free doxorubicin and docetaxel in RPMI 1640 for 6 h at 37 °C. Prior to incubation, docetaxel was coupled with fluorescent groups and we utilized NBD fluorophore for labelling as per the study of Dubois et al ( 1995 ). At interval of 1 hour, for 3 times, the wells were rinsed with 0.05 mL of PBS with addition of 0.1 mL of culture medium.…”

Section: Methodsmentioning

confidence: 99%

Biosynthesis, characterization of PLGA coated folate-mediated multiple drug loaded copper oxide (CuO) nanoparticles and it’s cytotoxicity on nasopharyngeal cancer cell lines

Guo

Zhao

et al. 2020

AMB Expr

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Cytotoxicity of CuO nanoparticles (NPs) are an impediment in utilizing them as an effective nanocarriers of chemotherapeutic drugs for targeted drug delivery in nasopharyngeal cancer. In our current study, we have designed a two-step synthesis and coating of CuO NPs with different concentrations of PLGA (polylactide-co-glycolide) to reduce the cytotoxicity. This was further conjugated with folic acid to enhance targeting to specific tissue. The multiple drugs loaded in the NPs were two potent anticancer drugs doxorubicin and docetaxel. A complete characterization studies including micrographic analysis, zeta potential measurements, polydispersity index, Fourier transform infrared spectroscopy (FTIR), encapsulation and loading efficiencies, stability and in vitro release studies were done. Cytoxicity studies were done with MTT 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay, acridine orange/ethidium bromide and DAPI (4, 6-diamidino-2-phenylindole, dihydrochloride) staining procedures. Impediametric studies were also carried out to reinforce the reduction in cytotoxicity. Finally the cellular uptake of the NPs was seen. It was evident from the results that the multiple drugs loaded CuO NPs formed with PLGA coating were uniform, non-agglomerated in size ranging from 180 to 195 nm. The FTIR revealed no major changes in drug peaks. Encapsulation and loading efficiencies showed sufficient amount of drug being loaded into the NPs. The drug loaded NPs showed no change in size or zeta potential even after a period of 30 days. The cytotoxicity studies revealed significant reduction in toxicity after coating the surface treated with PLGA as evident from the microscopic analysis of cells. Hence the current study may be prioritized and further in vivo/in vitro studies may be carried out.

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Section: Methodsmentioning

confidence: 99%

Biosynthesis, characterization of PLGA coated folate-mediated multiple drug loaded copper oxide (CuO) nanoparticles and it’s cytotoxicity on nasopharyngeal cancer cell lines

Guo

Zhao

et al. 2020

AMB Expr

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“…Docetaxel ( 1b ) was a gift from Alain Commerçon (Aventis−Pharma). Microtubular proteins were purified from bovine brain as described previously 24…”

Section: Methodsmentioning

confidence: 99%

Synthesis of Novel 2‐O,3′‐N‐Linked Macrocyclic Taxoids with Variable Ring Size

et al. 2003

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A series of macrocyclic taxoids was prepared by connecting the 2‐OH and 3′‐NH moieties with aliphatic chains to mimic the docetaxel solid‐state conformation. The synthesis was achieved by acylation of both positions with various bromoalkanoic acids, and ring closure was carried out with sodium sulfide. Nine 19‐ to 27‐membered macrocyclic taxoids were obtained and evaluated as inhibitors of microtubule disassembly as well as for their cytoxicity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)

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“…In our comparison, FLUTAX (Souto et al, 1995) stains microtubules somewhat better than the compound with a longer spacer 7-O-[N-(4Ј-fluoresceincarboxamido-n-hexanoyl)-L -alanyl]taxol (unpublished observations), but much better than ROTAX, 7-O-[N-(4Ј-sulforhodaminesulfonyl)-␤-alanyl]taxol, a compound based on the same chemical strategy [Guy et al, 1996], 7-O-[N-(4Ј-sulforhodaminesulfonyl)-L-alanyl]taxol (unpublished) and 3Ј-BODYPY-FL-Taxol (Molecular Probes P-7500) (not shown). For a comparison with the weakly active nitrobenzoxadiazol derivatives of docetaxel at positions 7 and 3Ј, see Dubois et al [1995]. A very weak visualization of some spindles was obtained with CU-TAX [Souto et al, 1995] employing near-UV fluorescence microscope optics, which was not observed with the biochemical probe 2-debenzoyl-2-(m-aminobenzoyl)taxol [Han et al, 1996]; microtubule visualization with (dimethylamino)benzoyl taxoid probes [Sengupta et al, 1997] has not been documented.…”

Section: Green Fluorescent Taxoids Specifically Label Polymerized Celmentioning

confidence: 98%

Fluorescent taxoids as probes of the microtubule cytoskeleton

Evangelio

Abal

Barasoaín

et al. 1998

Cell Motil. Cytoskeleton

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Fluorescent and biotinylated analogues of docetaxel: Synthesis and biological evaluation

Cited by 32 publications

References 28 publications

Biosynthesis, characterization of PLGA coated folate-mediated multiple drug loaded copper oxide (CuO) nanoparticles and it’s cytotoxicity on nasopharyngeal cancer cell lines

Biosynthesis, characterization of PLGA coated folate-mediated multiple drug loaded copper oxide (CuO) nanoparticles and it’s cytotoxicity on nasopharyngeal cancer cell lines

Synthesis of Novel 2‐O,3′‐N‐Linked Macrocyclic Taxoids with Variable Ring Size

Fluorescent taxoids as probes of the microtubule cytoskeleton

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