Sugimoto N, Goto Y, Akao N, Kiuchi F, Kondo K, Tsuda Y
Faculty of Pharmaceutical Sciences, Kanazawa University, Japan.
Biol Pharm Bull. 1995 Apr;18(4):605-9. doi: 10.1248/bpb.18.605.
The in vitro effect of asarone, the nematocidal principle of the rhizome of Acorus calamus, on second-stage larvae of Toxocara canis is composed of two independent actions: one is a fast acting inhibition of the larval mobility and the other is a slow acting larvicidal action. Mobility of the larvae was rapidly inhibited when they were incubated with asarone. Dye exclusion assay revealed that larvae were alive at this stage, and their mobility was restored after the first inhibition, suggesting that this effect was temporary and reversible. However, when the mobility decreased again during prolonged incubation, the cellular viability of larvae disappeared, showing that they were killed by the compound. The above two-stage effect of asarone was almost identical in two geometrical isomers ((E)- and (Z)-asarone). Di- and tri-methoxypropenyl or propylbenzenes carrying two methoxy groups at a vicinal position on a benzene ring showed, more or less, a two-stage effect of this type. These two actions were suggested to be separable by an appropriate modification of the structure.
一个是对幼虫活动的快速抑制作用，另一个是缓慢的杀幼虫作用。当幼虫与细辛脑一起孵育时，其活动迅速受到抑制。染料排斥试验表明，此时幼虫仍存活，且在首次抑制后其活动得以恢复，这表明该作用是暂时的且可逆的。然而，在长时间孵育期间当活动再次降低时，幼虫的细胞活力消失，表明它们被该化合物杀死。细辛脑的上述两阶段作用在两种几何异构体（（E）-和（Z）-细辛脑）中几乎相同。在苯环上邻位带有两个甲氧基的二甲基和三甲基丙烯基或丙基苯或多或少都表现出这种类型的两阶段作用。提示通过对结构进行适当修饰可将这两种作用分开。
