Design of Chitosan-5Fu Conjugate Exhibiting Antitumor Activity

Ouchi, Tatsuro; Banba, Toshio; Masuda, Hiroshi; Matsumoto, Tatsuji; Suzuki, Shigeo; Suzuki, Masuko

doi:10.1080/00222339108054077

Cited by 14 publications

(5 citation statements)

References 8 publications

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“…Biological molecules can be covalently bound to carboxyl-PEG via ester or amide bonds (57,65), dicyclohexylcarbodiimide being used as a carboxyl activator. Succinimidyl esters of carboxymethylated and succinylated PEGs are widely used for protein, lipid, and other substrate modification (99)(100)(101)(102)(103), yielding an amide bond between the substrate and the succinate residue. Esters of urethane-linked amino acids are also used for protein modification, the amino acid linker being useful for conjugate characterization; a non-natural amino acid, like norleucine, allows accurate determination of the degree of protein modification by quantitative amino acid analysis of the adduct, thus avoiding the less precise colorimetric or fluorimetric evaluations based on trinitrobenzensulfonic acid or fluorescamine, respectively (104,105).…”

Section: Properties and Methods Of Activation Of Polymers For Drug Co...mentioning

confidence: 99%

Stabilization of Substances in Circulation

1998

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427 3.3. Liposomes as Drug Carriers and Their in Vivo Fate 427 3.4. Long-Circulating Liposomes 428 3.4.1. GM1 and Glucoronide Liposomes 429 3.4.2. PEG Liposomes 430 3.4.3. Other Polymers Used in the Preparation of Long-Circulating Liposomes 430 3.4.4. Active Targeted, Thermosensitive, pH-Sensitive Long-Circulating Liposomes 431 3.4.5. Long-Circulating Liposomes for Tumor Diagnosis and Cancer Chemotherapy 432 3.5. General Considerations on Substance Entrapment in Liposomes 432 4. Particles 433 4.1. Introduction 433 4.2. Microparticles 433 4.3. Properties and Methods of Preparation of Nanoparticles 433 4.4. Nanoparticles as Drug Carriers 434 4.5. Long-Circulating Nanoparticles 434 4.6. General Considerations on Substance Entrapment in Particles 435 5. Additional Strategies 436 6. Conclusions 437

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Section: Properties and Methods Of Activation Of Polymers For Drug Co...mentioning

confidence: 99%

Stabilization of Substances in Circulation

1998

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“…Active esters of various carboxylated PEGs are very widely used as reagents for modification of proteins, lipids, and other substrates (20,29,86,101,102). The reactions are known to proceed efficiently and selectively with primary amino groups of the substrates (20,86,92). Succinimidyl esters of carboxymethylated and succinylated PEGs (8) are the most popular reagents of this class (39,86).…”

Section: Functionalized Derivatives Of Broad Utilitymentioning

confidence: 99%

“…The dimethylmaleic anhydride analog of mPEG (20) was used for reversible attachment of the polymer to amino groups of plasminogen activator proteins (Scheme 8). The linkage between the conjugate components was designed so that mPEG chains were gradually cleaved under physiological conditions through an acid-catalyzed process to regenerate the original active protein (155).…”

Section: Functionalized Derivatives Of Broad Utilitymentioning

confidence: 99%

“…This is an elegant approach for extending bloodstream persistence of proteins acting on high molecular weight substrates, which tend to lose a significant percentage of their activity when permanently modified with PEG (95). The PEG reagent (20) was obtained by mPEGalkoxide reaction with 2-(bromomethyl)-3-methylmaleic anhydride (Scheme 8).…”

Section: Functionalized Derivatives Of Broad Utilitymentioning

confidence: 99%

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Functionalized Poly(ethylene glycols) for Preparation of Biologically Relevant Conjugates

Zalipsky¹

1995

Bioconjugate Chem.

467

264

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“…Poly(ethylene oxide) (PEO) is a nonionic, water‐soluble, and amphiphilic polymer with high biocompatibility 1, 2. Amphiphilic comb‐shaped polymers bearing PEO branches are of special interest because of their useful properties, such as solubility in both aqueous and organic solvents, non‐ionic character, biocompatibility, and metal complex ability 3–6…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties ofO-2-[2-(2-methoxyethoxy)ethoxy]acetyl cellulose

Zhou

Zhang

Okamura

et al. 2001

J. Polym. Sci. A Polym. Chem.

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In this article, a series of O‐2‐[2‐(2‐methoxyethoxy)ethoxy]acetyl celluloses with different degree of substitution (DS) values was synthesized by a homogeneous reaction of cellulose with 2‐[2‐(2‐methoxyethoxy)ethoxy]acetyl chloride in a 10% (w/w) dimethylacetamide/lithium chloride solution, combined with pyridine as the acid acceptor. The total DS values of the derivatives in anhydroglucose units was determined by 1H and 13C NMR spectra, and ranged from 0.4 to 3.0, depending on the amount of acid chloride in the reaction. The effects of the total DS values and the O‐2‐[2‐(2‐methoxyethoxy)ethoxy]acetyl substituent distribution on the solubility of the derivatives were investigated. The lowest limit of the DS value for water‐soluble O‐2‐[2‐(2‐methoxyethoxy)ethoxy]acetyl cellulose was approximately 0.5, which is lower than that of methylcellulose. The amphiphilic derivatives with higher DS values than 1.7 exhibited a good solubility in both water and organic solvents, such as dimethyl sulfoxide, tetrahydrofuran, and chloroform. Sol‐gel transition in aqueous solution was observed for the amphiphilic derivatives with a higher DS value than 1.7; the precipitation temperature (Tp) decreased as the DS value increased, showing that the derivatives are highly temperature sensitive. The thermal properties of the fully substituted derivative were measured using polarized microscopy, DSC, and X‐ray diffraction; and are discussed in terms of phase transition of the sample derivatives. © 2000 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 39: 376–382, 2001

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Design of Chitosan-5Fu Conjugate Exhibiting Antitumor Activity

Cited by 14 publications

References 8 publications

Stabilization of Substances in Circulation

Stabilization of Substances in Circulation

Functionalized Poly(ethylene glycols) for Preparation of Biologically Relevant Conjugates

Synthesis and properties ofO-2-[2-(2-methoxyethoxy)ethoxy]acetyl cellulose

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