Kimura M, Tanaka K, Takamura Y, Nojima H, Kimura I, Yano S, Tanaka M
Department of Chemical Pharmacology, Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University, Japan.
Biol Pharm Bull. 1994 Sep;17(9):1232-40. doi: 10.1248/bpb.17.1232.
beta-Eudesmol, a sesquiterpenoid alcohol isolated from Atractylodes lancea rhizoma, potentiates the neuromuscular blocking effect of succinylcholine (SuCh). The potentiating effect is greater in diabetic muscles than in normal ones. To identify the structural components of beta-eudesmol contributing to this action, we examined the potentiating effect of newly synthesized tertiary alcohols related to beta-eudesmol in phrenic nerve-diaphragm muscle preparations of normal and alloxan-diabetic mice. Potentiating effects were exhibited by cyclohexylidene derivatives but not by cyclohexanone or cyclohexanol derivatives. The compound 2-(3-hydroxy-3-methylbutyl)cyclohexylidene exhibited a potentiating effect, but 3-(3-hydroxy-3-methylbutyl)cyclohexylidene did not. These results indicate that both the presence of an exo-methylene attached to a cyclohexane ring and the distance between the exo-methylene and the hydroxy group in beta-eudesmol are involved in the potentiating effect on SuCh-induced neuromuscular blockade.
β-桉叶醇是一种从白术根茎中分离出的倍半萜醇,它可增强琥珀酰胆碱(SuCh)的神经肌肉阻滞作用。糖尿病肌肉中的增强作用比正常肌肉中更显著。为了确定β-桉叶醇中促成此作用的结构成分,我们在正常和四氧嘧啶糖尿病小鼠的膈神经-膈肌肌肉制备物中检测了与β-桉叶醇相关的新合成叔醇的增强作用。环己叉衍生物表现出增强作用,而环己酮或环己醇衍生物则未表现出增强作用。化合物2-(3-羟基-3-甲基丁基)环己叉表现出增强作用,但3-(3-羟基-3-甲基丁基)环己叉则没有。这些结果表明,连接在环己烷环上的亚甲基的存在以及β-桉叶醇中亚甲基与羟基之间的距离均参与了对SuCh诱导的神经肌肉阻滞的增强作用。