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Alkaloids Self-Assembled Supramolecular Nanocapsules with Enhanced Antioxidant and Cytotoxic Activities., Fahmy, Sherif Ashraf, Issa Marwa Y., Saleh Basma M., Meselhy Meselhy Ragab, and Azzazy Hassan Mohamed El-Said , ACS omega, Volume 6, Issue 18, p.11954-11963, (2021) Abstract

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 ± 10.6 nm, and a surface charge of -30.3 ± 2.2 mV. They were able to encapsulate 89.3 ± 1.4, 74.4 ± 1.3, and 76.1 ± 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 ± 1.3 μg/mL, and that of the HARF was 169.3 ± 7.2 μg/mL. In conclusion, encapsulation of alkaloid-rich fraction into self-assembled -SC6 significantly increases its antioxidant and cytotoxic activities.

New triterpenoid acyl derivatives and biological study of Manilkara zapota (L.) Van Royen fruits, m Fayek, Nesrin, Monem Azza Abdel R., Mossa Mohamed Y., and Meselhy Meselhy R. , Pharmacognosy research, Volume 5, Issue 2, p.55, (2013) Abstract
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New triterpenoid acyl derivatives and biological study of Manilkara zapota (L.) Van Royen fruits., m Fayek, Nesrin, Monem Azza Abdel R., Mossa Mohamed Y., and Meselhy Meselhy R. , Pharmacognosy research, 2013 Apr, Volume 5, Issue 2, p.55-9, (2013) Abstract

β-amyrin-3-(3'-dimethyl) butyrate, a new natural compound was isolated from the fruits of Manilkara zapota (L.) Van Royen, in addition to lupeol-3-acetate and 4-caffeoylquinic acid (cryptochlorogenic acid). The structures of these compounds were identified using different spectral methods (IR, MS, UV, (1)H-NMR, (13)C-NMR and 2D-NMR). The alcoholic and aqueous extracts of the unripe fruits, in addition to their aqueous homogenate exhibited antioxidant, antihyperglycemic and hypocholesterolemic activities.

Chemical and biological study of Manilkara zapota (L.) Van Royen leaves (Sapotaceae) cultivated in Egypt, m Fayek, Nesrin, Monem Azza Abdel R., Mossa Mohamed Y., Meselhy Meselhy R., and Shazly Amani H. , Pharmacognosy research, Volume 4, Issue 2, p.85, (2012) Abstract
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