Sparatore F, Cerri R, Delrio G, Rastogi R K
Farmaco Sci. 1980 Sep;35(9):725-34.
In order to verify the possibility of pharmacological latentiation of bioactive ketones, the building up of a 3,4-dihydro-1,2,4-benzotriazine ring on position 3, 17 or 20 of steroids with hormonal activity was investigated. The heterocyclic formation was successful only on the less hindered position 3. Four (I alpha, I beta, II alpha, II beta) of the six derivatives so obtained were tested for androgenic activity and their effects were compared with those of testosterone and of the starting ketosteroids (5 alpha- and 5 beta-dihydrotestosterone, 5 alpha- and 5 beta-androstan-3,17-dione). The hormonal activity is not compromised by the coupling of the heterocyclic ring with the steroidal skeleton; on the contrary compound (I beta), derived from the inactive 5 beta-dihydrotestosterone, exhibited a high degree of androgenic activity.
为了验证生物活性酮进行药理学潜伏化的可能性,研究了在具有激素活性的甾体的3、17或20位上构建3,4-二氢-1,2,4-苯并三嗪环。仅在空间位阻较小的3位上成功形成了杂环。对如此得到的六种衍生物中的四种(Iα、Iβ、IIα、IIβ)进行了雄激素活性测试,并将它们的作用与睾酮及起始酮甾体(5α-和5β-二氢睾酮、5α-和5β-雄甾烷-3,17-二酮)的作用进行了比较。杂环与甾体骨架的偶联并未损害激素活性;相反,由无活性的5β-二氢睾酮衍生而来的化合物(Iβ)表现出高度的雄激素活性。