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Synthesis of novel amphiphilic hyaluronan containing-aromatic fatty acids for fabrication of polymeric micelles

The result's identifiers

  • Result code in IS VaVaI

    <a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216275%3A25310%2F16%3A39915942" target="_blank" >RIV/00216275:25310/16:39915942 - isvavai.cz</a>

  • Alternative codes found

    RIV/70883521:28110/16:43874585

  • Result on the web

    <a href="https://www.sciencedirect.com/science/article/abs/pii/S0144861716307603" target="_blank" >https://www.sciencedirect.com/science/article/abs/pii/S0144861716307603</a>

  • DOI - Digital Object Identifier

    <a href="http://dx.doi.org/10.1016/j.carbpol.2016.06.085" target="_blank" >10.1016/j.carbpol.2016.06.085</a>

Alternative languages

  • Result language

    angličtina

  • Original language name

    Synthesis of novel amphiphilic hyaluronan containing-aromatic fatty acids for fabrication of polymeric micelles

  • Original language description

    Novel hydrophobized hyaluronan (HA) derivatives, containing omega-phenylalkanoic acids (omega-PAA, 4-phenylbutyric acid, 6-phenylhexanoic, 8-phenyloctanoic or 11-tolylundecanoic acids) were prepared by esterification. Mixed anhydrides obtained after reaction of the carboxyl acid moiety and benzoyl chloride were found to be active acylating agents, affording hydrophobized HA in good yield and under mild conditions. The reactivity of the aromatic fatty acids towards esterification has decreased with the increasing length of the aliphatic spacer between the aromatic substituent and carboxylic acid moiety. The novel HA derivatives self-assembled from very low concentrations and were found to be non-cytotoxic. The potential use of omega-phenylalkanoic acids grafted-HA towards drug delivery applications was demonstrated by hydrophobic drugs (resveratrol and retinyl palmitate) encapsulation. The drug loading capacity of the novel HA derivatives was significantly improved most likely because of pi center dot center dot center dot pi interactions between the micelle core and loaded hydrophobic aromatic compound.

  • Czech name

  • Czech description

Classification

  • Type

    J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database

  • CEP classification

  • OECD FORD branch

    10401 - Organic chemistry

Result continuities

  • Project

  • Continuities

    I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Others

  • Publication year

    2016

  • Confidentiality

    S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Data specific for result type

  • Name of the periodical

    Carbohydrate Polymers

  • ISSN

    0144-8617

  • e-ISSN

  • Volume of the periodical

    151

  • Issue of the periodical within the volume

    October

  • Country of publishing house

    GB - UNITED KINGDOM

  • Number of pages

    9

  • Pages from-to

    "1175–1183"

  • UT code for WoS article

    000380943900132

  • EID of the result in the Scopus database

    2-s2.0-84978042707