TY - JOUR
T1 - PAMAM-dendrimer bearing 1,2-diphenylethyne core obtained by palladium-catalyzed coupling assisted by silver oxide
T2 - in vitro evaluation of antioxidant properties
AU - Soto-Castro, Delia
AU - Santillan, Rosa
AU - Guadarrama, Patricia
AU - Farfán, Norberto
AU - González-Herrera, Irma Gabriela
AU - Cruz-Méndez, Ana Cintia
N1 - Publisher Copyright:
© 2016, Springer-Verlag Wien.
PY - 2016/10/1
Y1 - 2016/10/1
N2 - Abstract: A new dendrimer with a 1,2-diphenylacetylene core and PAMAM-type dendrons was obtained in 55 % yield by a palladium-catalyzed reaction assisted by silver oxide [(PPh3)2PdCl2/Ag2O] from hypercore derivative of 17α-ethynylestradiol and dendrons with iodobenzene as focal point. The structure of this new dendrimer was unambiguously established by 1H, 13C NMR, HETCOR, 1H–13C HMBC, and HRMS. Due to the structure and aqueous solubility of the dendrimer, preliminary in vitro antioxidant potential was evaluated by ferric reducing antioxidant power assay, showing values 84 % higher than reduced glutathione. From DPPH assay, it was concluded that the dendrimer exhibited a scavenging power slightly higher than ascorbic acid. Because of its properties, the synthesized dendrimer could be a good candidate for future assays in biological models for specific diseases where oxidative stress plays an important role. Graphical Abstract: [Figure not available: see fulltext.]
AB - Abstract: A new dendrimer with a 1,2-diphenylacetylene core and PAMAM-type dendrons was obtained in 55 % yield by a palladium-catalyzed reaction assisted by silver oxide [(PPh3)2PdCl2/Ag2O] from hypercore derivative of 17α-ethynylestradiol and dendrons with iodobenzene as focal point. The structure of this new dendrimer was unambiguously established by 1H, 13C NMR, HETCOR, 1H–13C HMBC, and HRMS. Due to the structure and aqueous solubility of the dendrimer, preliminary in vitro antioxidant potential was evaluated by ferric reducing antioxidant power assay, showing values 84 % higher than reduced glutathione. From DPPH assay, it was concluded that the dendrimer exhibited a scavenging power slightly higher than ascorbic acid. Because of its properties, the synthesized dendrimer could be a good candidate for future assays in biological models for specific diseases where oxidative stress plays an important role. Graphical Abstract: [Figure not available: see fulltext.]
KW - Alkylation
KW - Antioxidant capacity
KW - Dendrimers
KW - NMR spectroscopy
UR - http://www.scopus.com/inward/record.url?scp=84962159269&partnerID=8YFLogxK
U2 - 10.1007/s00706-016-1718-6
DO - 10.1007/s00706-016-1718-6
M3 - Artículo
SN - 0026-9247
VL - 147
SP - 1839
EP - 1847
JO - Monatshefte fur Chemie
JF - Monatshefte fur Chemie
IS - 10
ER -