Rollema H, Grol C J
Pharm Weekbl Sci. 1983 Aug 26;5(4):159-64. doi: 10.1007/BF01961474.
The (+)-enantiomer of the potent dopamine agonist dipropyl-5,6-dihydroxyaminotetralin (DP-5,6-diOH-ATN) is metabolized in vitro by catechol-O-methyltransferase (COMT) to one O-methyl derivative. This compound was isolated from the incubation mixture by reversed-phase HPLC, after the incubation mixture had been purified over Sephadex G 10 columns and the excess parent catecholamine had been removed with alumina. One of the possible O-methyl metabolites, dipropyl-5-hydroxy-6-methoxyaminotetralin, was synthesized from dipropyl-5,6-dimethoxyaminotetralin by a regioselective mono-demethylation with iodotrimethylsilane. Comparison of chromatographic and spectral data of the products from incubation and synthesis showed that different isomers are formed; i,e. DP-5,6-diOH-ATN is exclusively meta-O-methylated by COMT in vitro to dipropyl-5-methoxy-6-hydroxyaminotetralin.
强效多巴胺激动剂二丙基 - 5,6 - 二羟基氨基四氢萘（DP - 5,6 - 二羟基 - ATN）的（+） - 对映体在体外被儿茶酚 - O - 甲基转移酶（COMT）代谢为一种O - 甲基衍生物。在孵育混合物通过葡聚糖凝胶G - 10柱纯化且过量的母体儿茶酚胺用氧化铝去除后，通过反相高效液相色谱法从孵育混合物中分离出该化合物。一种可能的O - 甲基代谢物，二丙基 - 5 - 羟基 - 6 - 甲氧基氨基四氢萘，由二丙基 - 5,6 - 二甲氧基氨基四氢萘通过用碘代三甲基硅烷进行区域选择性单脱甲基反应合成。孵育产物和合成产物的色谱和光谱数据比较表明形成了不同的异构体；即，DP - 5,6 - 二羟基 - ATN在体外被COMT专一性地间位O - 甲基化生成二丙基 - 5 - 甲氧基 - 6 - 羟基氨基四氢萘。
