RT journal article
T1 Bio-Guided Isolation of Acetogenins from Annona cherimola Deciduous Leaves: Production of Nanocarriers to Boost the Bioavailability Properties
A1 Gutiérrez Vázquez, María Teresa
A1 García Durán, Alexandra
A1 Rodríguez Mejías, Francisco Javier
A1 González Molinillo, José María
A1 Megias, Diego
A1 Martínez Valdivia, Manuel Jesús
A1 Macías Domínguez, Francisco Antonio
A2 BiomedicinaBiotecnología y Salud Pública
A2 Química Orgánica
K1 Annona cherimola
K1 acetogenins
K1 by-products
K1 encapsulation
K1 cytotoxic activity
K1 nutraceutical
AB Annonaceous acetogenins (ACGs) are lipophilic polyketides isolated exclusively from Annonaceae. They are considered to be amongst the most potent antitumor compounds. Nevertheless, their applications are limited by their poor solubility. The isolation of ACGs from Annona cherimola leaves, an agricultural waste, has not been reported to date. Molvizarin (1) cherimolin-1 (2), motrilin (3), annonacin (4) and annonisin (5) are isolated for the first time from A. cherimola deciduous leaves. Annonacin was found to be four- and two-times more potent in tumoral cells (HeLa, 23.6% live cells; IGROV-1, 40.8% live cells for 24 h) than in HEK-293 at 50 mu M (24 h, 87.2% live cells). Supramolecular polymer micelles (SMPMs) were synthesized to encapsulate the major ACG isolated, annonacin, in order to improve its solubility in aqueous media. The bioavailability of this compound was increased by a factor of 13 in a simulated human digestive system when compared with free annonacin and an encapsulation efficiency of 35% was achieved. In addition, the cytotoxic activity of SMPMs that hosted annonacin (100 mu M, 24 h, 5.8% live cells) was increased compared with free annonacin in water (100 mu M, 24 h, 92% live cells). These results highlight the use of by-products of A. cherimola, and their pure compounds, as a promising source of anticancer agents. The use of SMPMs as nanocarriers of ACGs could be an alternative for their application in food field as nutraceutical to enhance the administration and efficacy.
PB MDPI
SN 1420-3049
YR 2020
FD 2020-10
LK http://hdl.handle.net/10498/24066
UL http://hdl.handle.net/10498/24066
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 12-nov-2026