Synthese von Ubichinon(45) und Ubichinon(50)

Abstract

Ubiquinone(45) has been synthesized from 5‐methyl‐2, 3‐dimethoxy‐hydroquinone and solanesol, which is a C45 isoprenoid alcohol. Chain‐lengthening of solanesol by one isoprene unit and condensation with 5‐methyl‐2, 3‐dimethoxy‐hydroquinone led to ubiquinone(50). The synthetic ubiquinone(45) proved to be identical with a natural sample from liver of vitamin A deficient rats and synthetic ubiquinone‐(50) with a natural sample from pig heart.

Distribution of solanesol in Nicotiana tabacum

“…Solanesol itself can be used as antiulcer and hypertension treating agent (Kijima, et al 1979;Tahara et al 1980). In addition, solanesol is a necessary medical intermediate in the industrial synthesis of coenzyme Q 10 (Rüegg et al 1959;Lipshutz et al 2005), which is an excellent medicine in cardiovascular disease, cancer, atherosclerosis and so on (Portakal et al 2000;Rundek et al 2004;Yalcin et al 2004;Küttner et al 2005;Weant et al 2005).…”

Extraction and purification of solanesol from tobacco(I). Extraction and silica gel column chromatography separation of solanesol

“…A total synthesis of solanesol has been reported [11,12], in which cis and trans forms of the alcohol were obtained. The natural occured isomer was trans form [12].…”

Rapid and quantitative determination of solanesol in Nicotiana tabacum by liquid chromatography–tandem mass spectrometry

“…Solanesol itself can be used as antiulcer and hypertension treating agent [6,7]. In addition, solanesol is a necessary medical intermediate in the industrial synthesis of coenzyme Q 10 [8][9][10], which is an excellent medicine in cardiovascular disease, cancer, atherosclerosis and so on [11][12][13][14][15].…”