麦角生物碱。6-烷基-8-麦角烯和6-甲基-8-氨基麦角林作为潜在催乳素抑制剂的合成。

Ergot alkaloids. Synthesis of 6-alkyl-8-ergolenes and 6-methyl-8-aminoergolines as potential prolactin inhibitors.

作者信息

Crider A M, Robinson J M, Floss H G, Cassady J M, Clemens J A

出版信息

J Med Chem. 1977 Nov;20(11):1473-7. doi: 10.1021/jm00221a022.

Abstract

The synthesis of several N-6 derivatives of elymoclavine (3) and potential alkylating derivatives of 6-methyl-8-aminoergolines (12) is described. These compounds were screened for prolactin-inhibiting ability and 6-propyl-8-hydroxymethyl-8-ergolene (9) was found to be as active as the most potent prolactin inhibitors reported to date. The total synthesis of racemic methyl dihydrolysergate I (23), having a trans C, D ring fusion, from the tricyclic ketone 18 is also described.

摘要

描述了几种麦角隐亭（3）的N-6衍生物以及6-甲基-8-氨基麦角灵（12）潜在的烷基化衍生物的合成。对这些化合物进行了催乳素抑制能力筛选，发现6-丙基-8-羟甲基-8-麦角烯（9）与迄今为止报道的最有效的催乳素抑制剂活性相当。还描述了由三环酮18全合成具有反式C、D环稠合的外消旋甲基二氢麦角酸酰胺I（23）。