Contipro A.s.

Martina Hermannova

Vladimir Velebny

Jaromir Kulhanek

Radovan Buffa

Ivana Basarabova

Kristina Nesporova

Gloria Huerta-Angeles

Josef Chmelar

Hana Vagnerova

Katerina Knotkova

Klara Slezingrova

Drahomira Chladkova

Helena Krejci

Lubos Sobotka

Jaroslav Novotny

Daniela Smejkalova

Miroslava Nemcova

Dagmar Cozikova

Jana Sogorkova

Jan Kucera

Pavel Klein

Martin Bobek

Lucie Vistejnova

Tomás Pitucha

Martin Sojka

Eva Prikopova

Klara Slezingerova

A chlorinated derivative of hyaluronic acid or of a modified hyaluronic acid (chloramide) is provided. The chloramide has an amidic group (&#x2014;NH&#x2014;CO&#x2014;). The hydrogen of the amidic group is substituted by a chlorine atom, according to the structural formula &#x2014;NCl&#x2014;CO&#x2014;. The substitution degree of the hyaluronic acid or of the modified hyaluronic acid by chlorine is in an amount of from 50 to 100 %.

Chlorinated derivative of hyaluronic acid, method of preparation thereof, a composition containing the derivative, and use thereof

The invention relates to a method of preparation hydrophobized hyaluronic acid (Formula I) and further to a method of encapsulating biologically active substances into the nanomicelles of hydrophobized hyaluronan serving as carriers of biologically active hydrophobic substances. The hydrophobization of hyaluronan is carried out through an esterification reaction of hyaluronan with long-chain carboxylic acids, the latter being activated by a halogenide derivative of 2,4,6-trichlorobenzoic acid or by another organic chloride. In an aqueous environment, water-soluble hydrophobized derivatives can form nanomicelles in which nonpolar substances can be bound by means of non-covalent physical interactions. The core of a nanomicelle is formed by hydrophobic acyl functional groups while the shell of a nanomicelle is formed by hyaluronic acid. The encapsulation of the substances into nanomicelles can be performed by means of the solvent exchange method or by means of sonication. Hyaluronic nanomicelles support the penetration of bound substances in topical applications and enable the bound substances to be transferred into the individual cells. The nanomicelles obtained from hydrophobized hyaluronan derivatives are usable in cosmetic and pharmaceutical applications. 

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Jacovce, Slovakia

Martina Hermannova