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Triterpenoid Building Blocks for Functional Nanoscale Assemblies: A Review
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SYSNO ASEP 0564512 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Triterpenoid Building Blocks for Functional Nanoscale Assemblies: A Review Author(s) Özdemir, Zülal (UEB-Q) ORCID
Nonappa, J. (FI)
Wimmer, Zdeněk (UEB-Q) RID, ORCIDNumber of authors 3 Source Title ACS Applied Nano Materials. - : American Chemical Society - ISSN 2574-0970
Roč. 5, č. 11 (2022), s. 16264-16277Number of pages 14 s. Language eng - English Country US - United States Keywords amphiphile ; molecular gel ; self-assembly ; self-healing ; triterpenoid OECD category Organic chemistry R&D Projects FV10599 GA MPO - Ministry of Industry and Trade (MPO) Method of publishing Open access Institutional support UEB-Q - RVO:61389030 UT WOS 000882971600001 EID SCOPUS 85141640278 DOI 10.1021/acsanm.2c03304 Annotation Naturally abundant, renewable, and sustainable plant triterpenoids have gained considerable attention in biological application, including antitumor activities. However, due to their lipophilic nature, natural triterpenoids display limited solubility in aqueous media. Notably, the rigid backbone and the presence of functional groups also offer the possibilities toward a strategic design of a class of conformationally rigid amphiphiles. Such derivatives may improve their bioavailability, and they display unique self-assembly properties relevant for soft functional materials. In recent years, a formation of nano-assemblies has been studied with plant triterpenoids and their semisynthetic derivatives to investigate ways of their applications in materials science. For example, naturally amphiphilic glycyrrhizic acid has been shown to form hydrogels. Similarly, other natural triterpenoid-based phosphates or heterocyclic-based quaternary conjugates have also been studied for supramolecular gelation. Triterpenoid-based supramolecular gels are important types of soft materials, displaying rapid self-healing, thixotropic behaviors, aging-induced transition, and self-assembly-induced anticancer and antimicrobial properties. In this review, we will provide a summary of (i) unique structural and functional properties of natural triterpenoids, (ii) self-assembly and gelation properties of natural triterpenoids, (iii) gelation properties of rationally designed triterpenoid derivatives, (iv) structural transition in aqueous media, and (v) their biological effects. Workplace Institute of Experimental Botany Contact David Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469 Year of Publishing 2023 Electronic address https://doi.org/10.1021/acsanm.2c03304
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