Neurosteroid analogues.: Part 5.: Enantiomers of neuroactive steroids and benz[e]indenes:: total synthesis, electrophysiological effects on GABAA receptor function and anesthetic actions in tadpoles
Neurosteroid analogues.: Part 5.: Enantiomers of neuroactive steroids and benz[e]indenes:: total synthesis, electrophysiological effects on GABAA receptor function and anesthetic actions in tadpoles
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DOI：
10.1039/a703212i
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发表时间：
1997-12-21
期刊：
影响因子：
--
通讯作者：
Covey, DF
中科院分区：
文献类型：
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作者：
Hu, YF;Wittmer, LL;Covey, DF
合成了(3β，5β，8α，9β，10α，13α，14β，17α)-3-羟基孕烷-20-酮2，(3β，5β，8α，9β，10α，13α，14β，17α)-3-羟基雄烷-17-碳腈4，匕首[3R-(3α，3aα，5aβ，7α，9aα，9b beta)]-1-[dodecahydro-7-(2-hydroxyethyl)-3a-methyl 1H-Benz[e]inden-3-yl]乙酮6和[3R-(3α，3aα，5aβ，7α，9aα，9bβ)]-十二氢-7-(2-hydroxyethyl)3a-methyl-1H-benz[e]indene-3-carbonitrile 8已被用来研究类固醇对GABAA(A)受体功能的对映选择性，并将该受体上的类固醇作用与化合物的麻醉作用联系起来，基于同样的原因，本研究评价了苯并[e]内酯6和8的对映选择性作用，观察到这两类化合物对小蝌蚪GABA(A)受体功能的对映选择性作用与麻醉效力之间存在相似的相关性。
The synthesis of (3 beta,5 beta,8 alpha,9 beta,10 alpha,13 alpha,14 beta,17 alpha)-3-hydroxypregnan-20-one 2, (3 beta,5 beta,8 alpha,9 beta,10 alpha,13 alpha, 14 beta, 17 alpha)-3-hydroxyandrostane-17-carbonitrile 4,dagger [3R-(3 alpha,3a alpha,5a beta,7 alpha,9a alpha,9b beta)]-1-[dodecahydro-7-(2-hydroxyethyl)-3a-methyl 1H-benz[e]inden-3-yl]ethanone 6 and [3R-(3 alpha,3a alpha,5a beta,7 alpha,9a alpha,9b beta)]-dodecahydro -7-(2-hydroxyethyl)3a-methyl-1H-benz[e]indene-3-carbonitrile 8 is reported.double dagger Steroids 2 and 4 have been used previously to investigate the enantioselectivity of steroid action on GABA(A) receptor function and to correlate steroid action at this receptor with the anesthetic actions of the compounds, The enantioselective actions of benz[e]indenes 6 and 8 have been evaluated for the same reasons in this study, Similar correlations between the enantioselective effects of both classes of compounds on GABA(A) receptor function and anesthetic potency in tadpoles have been observed.