In this work we enhanced the ring lipophilicity of biphalin introducing a xylene moiety, thus obtaining three cyclic regioisomers. Novel compounds have similar in vitro activity as the parent compound, but one of these (6a) shows a remarkable increase of in vivo antinociceptive effect. Nociception tests have disclosed its significant high potency and the more prolonged effect in eliciting analgesia, higher than that of biphalin and of the disulfide-bridge-containing analogue (7).
Cyclic Biphalin Analogues Incorporating a Xylene Bridge: Synthesis, Characterization, and Biological Profile / Stefanucci, Azzurra; Carotenuto, Alfonso; Macedonio, Giorgia; Novellino, Ettore; Pieretti, Stefano; Marzoli, Francesca; Szűcs, Edina; Erdei, Anna I; Zádor, Ferenc; Benyhe, Sándor; Mollica, Adriano. - In: ACS MEDICINAL CHEMISTRY LETTERS. - ISSN 1948-5875. - 8:8(2017), pp. 858-863. [10.1021/acsmedchemlett.7b00210]
Cyclic Biphalin Analogues Incorporating a Xylene Bridge: Synthesis, Characterization, and Biological Profile
CAROTENUTO, ALFONSOCo-primo
;NOVELLINO, ETTORE;
2017
Abstract
In this work we enhanced the ring lipophilicity of biphalin introducing a xylene moiety, thus obtaining three cyclic regioisomers. Novel compounds have similar in vitro activity as the parent compound, but one of these (6a) shows a remarkable increase of in vivo antinociceptive effect. Nociception tests have disclosed its significant high potency and the more prolonged effect in eliciting analgesia, higher than that of biphalin and of the disulfide-bridge-containing analogue (7).I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
