Nanoarchitectures by hierarchical self-assembly of ursolic acid: entrapment and release of fluorophores including anticancer drug doxorubicin

Abstract

Ursolic acid, a naturally occurring 6-6-6-6-6 monohydroxy triterpenic acid, extractable from the leaves ofPlumeria rubra, spontaneously self-assemble in aqueous liquids yielding nanoarchitectures capable of entrapping guest molecules including anticancer drug.

First in situ vesicular self-assembly of ‘binols’ generated by a two-component aerobic oxidation reaction

“…Such observation have been made by us previously with the vesicular self-assemblies of naturally occurring diterpenic and hydroxy-triterpenic acids. [49][50][51] These observations inspired us to examine the entrapment of doxorubicin (Dox), a well-known anticancer drug having uorescence properties. A solution of 2c (47 mM) and Dox (0.47 mM) in DMSO-water (5 : 1 v/v) at 45 C was cooled at room temperature and the resulting colloidal suspension was examined aer 4 h. Bright uorescence from the core of the vesicular self-assemblies of 2c under epiuorescence microscope conrmed the entrapment of Dox inside the vesicles (Fig.…”

Vesicular self-assembly of a natural ursane-type dihydroxy-triterpenoid corosolic acid

“…37,39 Literature search reveals that through the self-assembly of a few oleanane type 6-6-6-6-6 triterpenoids have been reported, the self-assembly of ursane type triterpenoid are rare. 50,51 Corosolic acid, a natural 6-6-6-6-6 pentacyclic ursanetype triterpenoid is extractable from the leaves of Psidium guajava ( Fig. 1).…”

Solvent‐induced Gel Formation Hypothesis for Natural Product Gelators with Polycyclic Structures

“…However, the study of NPG is still in its infancy. On the one hand, there are less NPGs discovered (12 in total, 1 – 12 , Figure ),, and on the other hand, researchers may not be aware of the importance of NPGs. In order to expand the number of NPGs, we have proposed a general and efficient method to obtain NPGs from organisms in previous work, which can provide important guidance for the discovery of new NPGs.…”