New Trends in Bioactive Chitosan Derivatives: Use of “Standardized Intermediates” with Excellent Solubility in Common Organic Solvents

Nishimura, Shin‐Ichiro; Kohgo, Osamu; Ishii, Shigeru; Kurita, Keisuke; Mochida, K.; Kuzuhara, Hiroyoshi

doi:10.1007/978-94-011-5942-5_60

Cited by 4 publications

(1 citation statement)

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“…Since the amino group is more active than the two hydroxyl groups, a protection is often necessary in order to prepare N,O-acyl chitosan with a refined substitution pattern. Nishimura et al reported the preparation of amphiphilic chitosans by using a Nphthaloyl chitosan as an intermediate [113]. However, this method needs several steps for the protection and deprotection of the amine groups.…”

Section: O-acyl Chitosanmentioning

confidence: 99%

Chitosan Amphiphilic Derivatives. Chemistry and Applications

Aranaz¹,

Harris²,

Heras³

2010

COC

264

144

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Chitosan is a natural polymer composed of randomly distributed-(1-4)-linked D-glucosamine (deacetylated unit) and Nacetyl-D-glucosamine (acetylated unit). It has been described as a non-toxic, biodegradable and biocompatible polymer with very interesting biological properties, such as permeation-enhancing and mucoadhesive properties, anticoagulant and antimicrobial activity and so on. Chitosan has been used in several areas such as biomedical, pharmaceutical and biotechnological fields as well as in the food industry. Recently, there has been a growing interest in the modification of chitosan to improve its solubility in physiological conditions, to introduce new applications or to improve chitosan biological properties. Research and development on a variety of amphiphilic copolymers containing hydrophobic and hydrophilic segments, have been very active due to their spontaneous self-assembly behaviour in aqueous media These smart transitions often lead to diverse functional compartment structures like micelles, vesicles and gels, which represent promising applications in the field of biotechnology and pharmaceutics. The aim of the present paper is to review the latest advances in the synthesis of chitosan amphiphilic derivatives with a special emphasis in their applications.

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Section: O-acyl Chitosanmentioning

confidence: 99%