Polygodial from Polygonum hydropiper

Sekita. M.. M. Furusawa, T. Hashimoto, Y. Noma, andY. T sakawa, 2005. Biotransformation of pungent tasting polygodial from Polygonum hydropiper and related compounds by microorganisms. Proceedings of 49th TEAC. pp. 380-381. 

The antifungal sesquiterpene dialdehydes polygodial and warburganal, from Polygonum hydropiper, were determined by HPLC on an ODS column using methanol-... 

The hot-tasting sesquiterpene dialdehyde polygodial was first isolated from water pepper (Polygonum hydropiper, Fukuyama etal., 1982). 

Polygodial was first isolated as a hot tasting substance from the sprout of Polygonum hydropiper (Polygonaceae) (24), which has been used in folk medicines and food spices in several Aslan countries including Japan and Vietnam. For example, the sprout of P. hydropiper is a well known relish for "sashimi" in Japan (25,26). Subsequently, warburganal was also isolated from the same source in minute amounts (27). In addition to these three antifungal sesquiterpene dialdehydes (1-3), a number of... 

A variety of drimane-type sesquiterpenes occur in the plant Polygonum hydropiper which is also known as water pepper [88-90]. The main constituents of the leaves and seed are (-)-polygodial (22) and (-)-tadeonal drime-7-en-l 1,12-dial. These compounds were found to be cytotoxic and inhibit plant growth [91]. The synthesis of polygodial (22), an antifeedant and antimicrobial agent [92], can be formed in a few steps from (2E, 6E)-famesyl pyrophosphate, 53 [93]. The intermediate of the reaction is drimenol (54) (Scheme 1). 

---