@article {204852,
	title = {Alkaloids Self-Assembled Supramolecular Nanocapsules with Enhanced Antioxidant and Cytotoxic Activities.},
	journal = {ACS omega},
	volume = {6},
	year = {2021},
	pages = {11954-11963},
	abstract = {<p>Amphiphilic macrocycles, such as -sulfonatocalix[6]arenes (-SC6), have demonstrated great potential in designing synthetic nanovesicles based on self-assembly approaches. These supramolecular nanovesicles are capable of improving the solubility, stability, and biological activity of various drugs. In the present study, the biologically active harmala alkaloid-rich fraction (HARF) was extracted from . seeds. Ultraperformance liquid chromatography-electrospray ionization-tandem mass spectrometry (UPLC/ESI-MS) analysis of HARF revealed 15 alkaloids. The reversed-phase high-performance liquid chromatography (RP-HPLC) analysis revealed three peaks: peganine, harmol, and harmine. The HARF was then encapsulated in -SC6 nanocapsules employing a thin-film hydration approach. The designed nanocapsules had an average particle size of 264.8 {\textpm} 10.6 nm, and a surface charge of -30.3 {\textpm} 2.2 mV. They were able to encapsulate 89.3 {\textpm} 1.4, 74.4 {\textpm} 1.3, and 76.1 {\textpm} 1.7\% of the three harmala alkaloids; harmine, harmol, and peganine; respectively. The  drug release experiments showed the potential of the designed nanocapsules to release their cargo at a pH of 5.5 (typical of cancerous tissue). The IC values of HARF encapsulated in -SC6 (H/-SC6 nanocapsules) were 5 and 2.7 μg/mL against ovarian cancer cells (SKOV-3) and breast adenocarcinoma cells (MCF-7), respectively. The prepared nanocapsules were found to be biocompatible when tested on human skin fibroblasts. Additionally, the antioxidant activity of the designed nanocapsules was 5 times that of the free powder fraction; the IC of the H/-SC6 nanocapsules was 30.1 {\textpm} 1.3 μg/mL, and that of the HARF was 169.3 {\textpm} 7.2 μg/mL. In conclusion, encapsulation of  alkaloid-rich fraction into self-assembled -SC6 significantly increases its antioxidant and cytotoxic activities.</p>
},
	author = {Sherif Ashraf Fahmy and Marwa Y. Issa and Saleh, Basma M and Meselhy, Meselhy Ragab and Azzazy, Hassan Mohamed El-Said}
}
