Synthesis of a Diapocynin Prodrug for Its Prolonged Release from Zwitterionic Biodegradable Nanoparticles
dc.contributor.author
Auriemma, Renato
dc.contributor.author
Sponchioni, Mattia
dc.contributor.author
Capasso Palmiero, Umberto
dc.contributor.author
Manfredini, Nicolo
dc.contributor.author
Razavi Dinani, Fatemeh Sadat
dc.contributor.author
Moscatelli, Davide
dc.date.accessioned
2021-11-04T16:34:59Z
dc.date.available
2021-10-14T02:47:51Z
dc.date.available
2021-10-22T08:32:12Z
dc.date.available
2021-11-04T16:34:59Z
dc.date.issued
2021-11
dc.identifier.issn
1022-1352
dc.identifier.issn
1521-3935
dc.identifier.issn
1616-5187
dc.identifier.other
10.1002/macp.202100223
en_US
dc.identifier.uri
http://hdl.handle.net/20.500.11850/509596
dc.identifier.doi
10.3929/ethz-b-000509596
dc.description.abstract
Today, neurodegenerative diseases are affecting more and more individuals. A typical therapeutic target to treat the progression of the symptoms related to these diseases is the proinflammatory microglia. Diapocynin, the dimeric version of apocynin, is often the drug of choice. However, suitable carriers for its controlled delivery are currently lacking in the clinics. In fact, its high hydrophilicity hampers the development of a formulation enabling its sustained release in a biological environment. In this work, the possibility of modifying diapocynin is explored in order to synthesize a prodrug that can be chemically incorporated into biodegradable zwitterionic polymer nanoparticles (NPs). These NPs are synthesized via combination of ring opening polymerization and reversible addition-fragmentation chain transfer (RAFT) polymerization, allowing the incorporation of the desired number of diapocynin units into the carrier and thus to set the drug dosage a priori. The chemical binding of diapocynin avoids its premature release compared to its physical loading inside similar nanovectors. With this strategy, sustained diapocynin release can be achieved for more than 9 days, thus paving the way to a therapy with low number of repeated administrations.
en_US
dc.format
application/pdf
en_US
dc.language.iso
en
en_US
dc.publisher
Wiley
en_US
dc.rights.uri
http://creativecommons.org/licenses/by-nc/4.0/
dc.subject
amyotrophic lateral sclerosis
en_US
dc.subject
diapocynin
en_US
dc.subject
drug delivery
en_US
dc.subject
microglia
en_US
dc.subject
polymer nanoparticles
en_US
dc.title
Synthesis of a Diapocynin Prodrug for Its Prolonged Release from Zwitterionic Biodegradable Nanoparticles
en_US
dc.type
Journal Article
dc.rights.license
Creative Commons Attribution-NonCommercial 4.0 International
dc.date.published
2021-09-17
ethz.journal.title
Macromolecular Chemistry and Physics
ethz.journal.volume
222
en_US
ethz.journal.issue
21
en_US
ethz.journal.abbreviated
Macromol. chem. phys. (Print)
ethz.pages.start
2100223
en_US
ethz.size
10 p.
en_US
ethz.version.deposit
publishedVersion
en_US
ethz.identifier.wos
ethz.identifier.scopus
ethz.publication.place
Weinheim
en_US
ethz.publication.status
published
en_US
ethz.date.deposited
2021-10-14T02:48:37Z
ethz.source
WOS
ethz.eth
yes
en_US
ethz.availability
Open access
en_US
ethz.rosetta.installDate
2021-11-04T16:35:10Z
ethz.rosetta.lastUpdated
2022-03-29T15:50:49Z
ethz.rosetta.versionExported
true
ethz.COinS
ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.atitle=Synthesis%20of%20a%20Diapocynin%20Prodrug%20for%20Its%20Prolonged%20Release%20from%20Zwitterionic%20Biodegradable%20Nanoparticles&rft.jtitle=Macromolecular%20Chemistry%20and%20Physics&rft.date=2021-11&rft.volume=222&rft.issue=21&rft.spage=2100223&rft.issn=1022-1352&1521-3935&1616-5187&rft.au=Auriemma,%20Renato&Sponchioni,%20Mattia&Capasso%20Palmiero,%20Umberto&Manfredini,%20Nicolo&Razavi%20%20%20Dinani,%20Fatemeh%20Sadat&rft.genre=article&rft_id=info:doi/10.1002/macp.202100223&
Files in this item
Publication type
-
Journal Article [133720]