Rational Design and Multicomponent Synthesis of Lipid-Peptoid Nanocomposites towards a Customized Drug Delivery System Assembly.
Ugi reaction
lipid–peptoids
nanoparticles
targeted drug delivery
Journal
Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009
Informations de publication
Date de publication:
28 Jul 2023
28 Jul 2023
Historique:
received:
05
07
2023
revised:
18
07
2023
accepted:
19
07
2023
medline:
14
8
2023
pubmed:
12
8
2023
entrez:
12
8
2023
Statut:
epublish
Résumé
Nanotechnology has assumed a significant role over the last decade in the development of various technologies applied to health sciences. This becomes even more evident with its application in controlled drug delivery systems. In this context, peptoids are a promising class of compounds for application as nanocarriers in drug delivery systems. These compounds can be obtained efficiently and with highly functionalized structural diversity via the Ugi 4-component reaction (U-4CR). Herein, we report the design of the process control strategy for the future development of lipid-peptoid-based customized drug delivery system assemblies. Over 20 lipid-peptoid nanocomposites were synthesized via the U-4CR in good to excellent yields. These products were successfully submitted to the nanoparticle formation by the emulsification-evaporation process from lipophilic solution and analyzed via Dynamic Light Scattering (DLS). Several molecules generated nanoparticles with a size ≤200 nm, making them good candidates for drug delivery systems, such as in cancer treatment.
Identifiants
pubmed: 37570698
pii: molecules28155725
doi: 10.3390/molecules28155725
pmc: PMC10421149
pii:
doi:
Substances chimiques
Peptoids
0
Lipids
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Subventions
Organisme : Foundation for Research Support of the Federal District
ID : 00.193.00001027/2021-04
Déclaration de conflit d'intérêts
The authors declare no conflict of interest.
Références
Nano Lett. 2021 Feb 24;21(4):1636-1642
pubmed: 33555891
Org Lett. 2015 May 15;17(10):2322-5
pubmed: 25905786
Angew Chem Int Ed Engl. 2000 Sep 15;39(18):3168-3210
pubmed: 11028061
J Comput Chem. 2009 Oct;30(13):2157-64
pubmed: 19229944
J Phys Chem B. 2014 Apr 10;118(14):3793-804
pubmed: 24684585
Science. 2004 Mar 19;303(5665):1818-22
pubmed: 15031496
ACS Nano. 2013 Jun 25;7(6):4715-32
pubmed: 23721608
Materials (Basel). 2022 Jan 17;15(2):
pubmed: 35057398
J Org Chem. 2012 May 18;77(10):4660-70
pubmed: 22533639
Org Biomol Chem. 2011 Jul 21;9(14):5024-7
pubmed: 21637883
Nature. 2015 Oct 15;526(7573):415-20
pubmed: 26444241
J Am Chem Soc. 2006 Nov 1;128(43):14073-80
pubmed: 17061890
J Am Chem Soc. 2010 Nov 17;132(45):16112-9
pubmed: 20964429
Chem Rec. 2015 Oct;15(5):981-96
pubmed: 26455350
Nat Rev Drug Discov. 2021 Feb;20(2):101-124
pubmed: 33277608
J Comput Chem. 2004 Jul 15;25(9):1157-74
pubmed: 15116359
Nanomaterials (Basel). 2017 Aug 29;7(9):
pubmed: 28850089
Bioorg Med Chem. 2010 Jan 15;18(2):580-9
pubmed: 20056544
J Comput Chem. 2004 Oct;25(13):1605-12
pubmed: 15264254
J Nanobiotechnology. 2018 Sep 19;16(1):71
pubmed: 30231877
Sci Rep. 2014 Sep 05;4:6266
pubmed: 25189418
Lipids Health Dis. 2012 Nov 20;11:159
pubmed: 23167765
ACS Nano. 2014 Nov 25;8(11):11674-84
pubmed: 25327498
Adv Mater. 2015 Oct 14;27(38):5665-91
pubmed: 25855478
Beilstein J Org Chem. 2014 May 05;10:1017-22
pubmed: 24991252
J Comput Chem. 2002 Dec;23(16):1623-41
pubmed: 12395429
Biopolymers. 2021 Sep;112(9):e23469
pubmed: 34406644
Molecules. 2009 Dec 01;14(12):4936-72
pubmed: 20032870
J Biomed Nanotechnol. 2009 Feb;5(1):130-40
pubmed: 20055116
Pharmaceutics. 2022 Dec 15;14(12):
pubmed: 36559301
ACS Polym Au. 2022 Dec 14;2(6):417-429
pubmed: 36536890
Biomed Rep. 2021 May;14(5):42
pubmed: 33728048
J Mol Graph Model. 2006 Oct;25(2):247-60
pubmed: 16458552