TY - JOUR
T1 - Hippeastrum reticulatum (Amaryllidaceae)
T2 - Alkaloid profiling, biological activities and molecular docking
AU - Tallini, Luciana R.
AU - Osorio, Edison H.
AU - Dos Santos, Vanessa Dias
AU - De Souza Borges, Warley
AU - Kaiser, Marcel
AU - Viladomat, Francesc
AU - Zuanazzi, José Angelo S.
AU - Bastida, Jaume
PY - 2017/12/1
Y1 - 2017/12/1
N2 - The Amaryllidaceae family has proven to be a rich source of active compounds, which are characterized by unique skeleton arrangements and a broad spectrum of biological activities. The aim of this work was to perform the first detailed study of the alkaloid constituents of Hippeastrum reticulatum (Amaryllidaceae) and to determine the anti-parasitological and cholinesterase (AChE and BuChE) inhibitory activities of the epimers (6α-hydroxymaritidine and 6β-hydroxymaritidine). Twelve alkaloids were identified in H. reticulatum: eight known alkaloids by GC-MS and four unknown (6α-hydroxymaritidine, 6β-hydroxymaritidine, reticulinine and isoreticulinine) by NMR. The epimer mixture (6α-hydroxymaritidine and 6β-hydroxymaritidine) showed low activity against all protozoan parasites tested and weak AChE-inhibitory activity. Finally, a molecular docking analysis of AChE and BuChE proteins showed that isoreticulinine may be classified as a potential inhibitory molecule since it can be stabilized in the active site through hydrogen bonds, π-π stacking and hydrophobic interactions.
AB - The Amaryllidaceae family has proven to be a rich source of active compounds, which are characterized by unique skeleton arrangements and a broad spectrum of biological activities. The aim of this work was to perform the first detailed study of the alkaloid constituents of Hippeastrum reticulatum (Amaryllidaceae) and to determine the anti-parasitological and cholinesterase (AChE and BuChE) inhibitory activities of the epimers (6α-hydroxymaritidine and 6β-hydroxymaritidine). Twelve alkaloids were identified in H. reticulatum: eight known alkaloids by GC-MS and four unknown (6α-hydroxymaritidine, 6β-hydroxymaritidine, reticulinine and isoreticulinine) by NMR. The epimer mixture (6α-hydroxymaritidine and 6β-hydroxymaritidine) showed low activity against all protozoan parasites tested and weak AChE-inhibitory activity. Finally, a molecular docking analysis of AChE and BuChE proteins showed that isoreticulinine may be classified as a potential inhibitory molecule since it can be stabilized in the active site through hydrogen bonds, π-π stacking and hydrophobic interactions.
KW - 6α-hydroxymaritidine
KW - 6β-hydroxymaritidine
KW - Hippeastrum reticulatum
KW - Isoreticulinine
KW - Reticulinine
UR - http://www.scopus.com/inward/record.url?scp=85040199402&partnerID=8YFLogxK
U2 - 10.3390/molecules22122191
DO - 10.3390/molecules22122191
M3 - Artículo
C2 - 29232852
AN - SCOPUS:85040199402
VL - 22
JO - Molecules
JF - Molecules
SN - 1420-3049
IS - 12
M1 - 2191
ER -