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
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10401 - Organic chemistry
Result continuities
Project
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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
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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