Estrogenic effects of the synthetic aminoestrogen 17β-(5-hydroxy-1-pentylamino)-1,3,5(10)-estratrien-3-ol (pentolame)

Differential effect of the 17β-aminoestrogens prolame, butolame and pentolame in anxiety and depression models in rats

“…Meanwhile, butolame and pentolame show specific anxiolytic-like effects. Structurally these hormones are similar; this feature confer more affinity for ERα, mainly for pentolame (Jaimez et al, 2000;Lemus et al, 1998). This mechanism may add to membrane action induced by these steroids (Flores-Soto et al, 2015).…”

“…Prolame and E 2 have equivalent affinity for both ERα and ERβ subtypes (Jaimez et al, 2000;Lemus et al, 1998) and structurally are closer. Cytosolic ERs belong to the nuclear receptor superfamily; they are considered ligand-regulated transcription factors which participate in regulation of genes involved emotion and behavior, i. e., brain derived neurotrophic factor (Osterlund et al, 2005;Suzuki et al, 2013).…”

“…The structural change in the C17β steroid molecule by inserting an amino group decreases the estrogenic activity of 17β-AEs (Jaimez et al, 2000;Lemus et al, 1998). In the series prolame, butolame, and pentolame, the lengthening of the chain substitution on the amino group diminishes potency related to E 2 .…”

“…In the series prolame, butolame, and pentolame, the lengthening of the chain substitution on the amino group diminishes potency related to E 2 . These estrogens increase dose effective 50 (DE50) and inhibit LH, exert uterotrofic effects, and stimulate female sexual behavior and the binding to ERs (Jaimez et al, 2000;Lemini and Canchola, 2009;Lemini et al, 2005b;Lemus et al, 1998). Pentolame, with five methylene insertion at the 17β amino-alcohol side-chain, possessed the weakest estrogenic properties and showed the lowest efficacy and potency with respect to the other 17β-AEs in induction of reproductive effects.…”

Gender differences in response to chronic treatment with 17β-oestradiol and 17β-aminoestrogen pentolame on hemostasis in rats

“…These compounds in vivo and in vitro models produced estrogenic effects qualitatively similar to those of E 2 , but with a lower potency. [78] They decrease serum LH, increase uterine weight and behave similarly to E 2 as facilitators of sexual behavior in female rats. [7–9] Their oestrogenic actions are related to their capability of activating transcription through ER α and ER β receptors, preferentially binding to the ER α receptor.…”