Enhancing the anticancer efficacy of camptothecin using biotinylated poly(ethyleneglycol) conjugates in sensitive and multidrug-resistant human ovarian carcinoma cells

Minko, Tamara; Paranjpe, Pankaj V.; Qiu, Bo; Lalloo, Anita; Won, Roney; Stein, Stanley J.; Sinko, Patrick J.

doi:10.1007/s00280-002-0463-1

Cited by 112 publications

(79 citation statements)

References 38 publications

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“…13 Briefly, CPT was treated with BOC-glycine and DIPC in methylene chloride in the presence of DMAP. The N-BOC group was removed with trifluoroacetic acid, and the resultant CPT-Gly·TFA was crystallized from diethyl ether.…”

Section: Cpt-(o20)-glycinate Trifluoroacetate Salt (Cpt-gly·tfa)mentioning

confidence: 99%

Synthesis of a Macromolecular Camptothecin Conjugate with Dual Phase Drug Release

et al. 2004

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A water soluble macromolecular conjugate of camptothecin (CPT) with a new, dual phase hydrolytic drug release mechanism was prepared on the basis of a 60 kDa biodegradable hydrophilic "stealth" polyacetal, poly(1-hydroxymethylethylene hydroxy-methyl formal). Succinamido-glycinate was used as a prodrug releasing group. A model preparation with 7.5% CPT content w/w was water soluble. The lipophilic camptothecin prodrug, camptothecin-(O20)-succinimidoglycinate, was released from the conjugate with t 1/2 = 2.2 ± 0.1 h in rodent plasma. The blood clearance in a rodent model as measured by CPT was release limited, t 1/2 = 2.1 ± 0.2 h, while the conjugate half-life was 14.2 ±1.7 h. In a xenograft tumor model, the conjugate demonstrated higher antineoplastic efficacy than CPT at a less than equitoxic dose. This improved therapeutic window is in line with the modified drug pharmacokinetics and with camptothecin release in a stabilized lipophilic prodrug form. Regulation of prodrug release and hydrolysis rates through linker structure modification will open the way to further improve both pharmacokinetics and pharmacodynamics.

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Section: Cpt-(o20)-glycinate Trifluoroacetate Salt (Cpt-gly·tfa)mentioning

confidence: 99%

Synthesis of a Macromolecular Camptothecin Conjugate with Dual Phase Drug Release

et al. 2004

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“…138 Accordingly, several research groups have tested different biotinylated chemotherapeutic agents for cancer cell-specific drug delivery. [139][140][141][142] Patil et al investigated simultaneous targeted delivery of paclitaxel with tariquidar (a third-generation P-glycoprotein modulator) using PLGA nanoparticles to overcome tumor drug resistance. Nanoparticles were surface-functionalized with biotin for active tumor targeting.…”

Section: Ligand-receptor Interactionmentioning

confidence: 99%

Polylactide-co-glycolide nanoparticles for controlled delivery of anticancer agents

Dinarvand¹,

Sepehri²,

Manoochehri³

et al. 2011

IJN

393

265

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The effectiveness of anticancer agents may be hindered by low solubility in water, poor permeability, and high efflux from cells. Nanomaterials have been used to enable drug delivery with lower toxicity to healthy cells and enhanced drug delivery to tumor cells. Different nanoparticles have been developed using different polymers with or without surface modification to target tumor cells both passively and/or actively. Polylactide-co-glycolide (PLGA), a biodegradable polyester approved for human use, has been used extensively. Here we report on recent developments concerning PLGA nanoparticles prepared for cancer treatment. We review the methods used for the preparation and characterization of PLGA nanoparticles and their applications in the delivery of a number of active agents. Increasing experience in the field of preparation, characterization, and in vivo application of PLGA nanoparticles has provided the necessary momentum for promising future use of these agents in cancer treatment, with higher efficacy and fewer side effects.

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“…Following biotin starvation, biotin uptake reaches a plateau after 20 minutes of biotin re-addition. After reaching a maximum intracellular concentration, biotin efflux occurs in a temperature and pH independent manner [77]. The optimum temperature for uptake was determined to be 30°C, and optimum pH ranged from 3.8 to 4.0 for total or free biotin and 2.8 to 7.0 for protein-bound biotin [76].…”

Section: Yeast Vitamin H Transporter-1 (Vht)mentioning

confidence: 99%

Mechanisms of Biotin Transport

Polyak¹

2015

Biochem Anal Biochem

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Enhancing the anticancer efficacy of camptothecin using biotinylated poly(ethyleneglycol) conjugates in sensitive and multidrug-resistant human ovarian carcinoma cells

Cited by 112 publications

References 38 publications

Synthesis of a Macromolecular Camptothecin Conjugate with Dual Phase Drug Release

Synthesis of a Macromolecular Camptothecin Conjugate with Dual Phase Drug Release

Polylactide-co-glycolide nanoparticles for controlled delivery of anticancer agents

Mechanisms of Biotin Transport

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