TY - JOUR
T1 - The structures and inhibitory effects of Buame [N-(3-hydroxy-1,3,5(10)- estratrien-17β-yl)-butylamine] and Diebud [N,N′-bis-(3-hydroxy-1,3, 5(10)-estratrien-17β-yl)-1,4-butanediamine] on platelet aggregation
AU - Flores-García, Mirthala
AU - Fernández-G, Juan M.
AU - León-Martínez, Mireille
AU - Hernández-Ortega, Simón
AU - Pérez-Méndez, Oscar
AU - Correa-Basurto, José
AU - Carreón-Torres, Elizabeth
AU - Tolentino-López, Luis E.
AU - Ceballos-Reyes, Guillermo Manuel
AU - De La Peña-Díaz, Aurora
N1 - Funding Information:
We are also grateful for financial support provided to JCB by CONACyT ( 132353 ), ICyTDF , and COFAA/SIP-IPN .
PY - 2012/4
Y1 - 2012/4
N2 - Compounds with estrogenic effects that also inhibit platelet aggregation might be useful in reducing thrombotic events associated with estrogenic therapy. In this study, two aminoestrogens, Buame [N-(3-hydroxy-1,3,5(10)- estratrien-17β-yl)-butylamine] and Diebud [N,N′-bis-(3-hydroxy-1,3, 5(10)-estratrien-17β-yl)-1,4-butanediamine], were synthesized and characterized using common analytical methods and spectrophotometric analyses. The location and orientation of these molecules on the estrogenic receptor α (ERα) were also evaluated. Platelet inhibitory effects were elucidated ADP-induced platelet aggregation and ADP- and collagen-induced ATP release. Molecular docking demonstrated that Buame can reach and bind to the ERα in the ligand binding domain (LBD) similar to 17β-estradiol (co-crystallized ligand). On the other hand, Diebud binds only to the surface of ERα due to its high molecular volume compared to 17β-estradiol and Buame.
AB - Compounds with estrogenic effects that also inhibit platelet aggregation might be useful in reducing thrombotic events associated with estrogenic therapy. In this study, two aminoestrogens, Buame [N-(3-hydroxy-1,3,5(10)- estratrien-17β-yl)-butylamine] and Diebud [N,N′-bis-(3-hydroxy-1,3, 5(10)-estratrien-17β-yl)-1,4-butanediamine], were synthesized and characterized using common analytical methods and spectrophotometric analyses. The location and orientation of these molecules on the estrogenic receptor α (ERα) were also evaluated. Platelet inhibitory effects were elucidated ADP-induced platelet aggregation and ADP- and collagen-induced ATP release. Molecular docking demonstrated that Buame can reach and bind to the ERα in the ligand binding domain (LBD) similar to 17β-estradiol (co-crystallized ligand). On the other hand, Diebud binds only to the surface of ERα due to its high molecular volume compared to 17β-estradiol and Buame.
KW - Aminoestrogen
KW - Buame
KW - Diebud
KW - Platelet inhibition
UR - http://www.scopus.com/inward/record.url?scp=84858339324&partnerID=8YFLogxK
U2 - 10.1016/j.steroids.2012.01.010
DO - 10.1016/j.steroids.2012.01.010
M3 - Artículo
C2 - 22326683
AN - SCOPUS:84858339324
SN - 0039-128X
VL - 77
SP - 512
EP - 520
JO - Steroids
JF - Steroids
IS - 5
ER -