Capsidiol isolation

Figure 10.12 Gas chromatograms of the reaction products formed upon incubation of microsomes isolated from yeast over-expressing a tobacco terpene hydroxylase gene (panels A C) (CYP71D20) or harboring only the expression vector DNA (control) (B D). Microsomes were incubated with 5-epi-aristolochene (A B) or 1-deoxycapsidiol (C D) in the presence (blue line) or absence (red line) of NADPH. 5-epi-aristolochene, 1-deoxycapsidiol and capsidiol were all verified by MS.58...

An investigation of the metabolism of sesquiterpenoid phytoalexins has shown that pepper or potato cell cultures can convert capsidiol (485) and rishitin (450) into their 13-hydroxy-derivatives cf. p. 136). Solavetivane derivatives of this type have previously been isolated from flue-cured tobacco (Vol. 8, p. 107). New chemical and spectroscopic evidence has led to a revised configuration for the 3-hydroxy- or 3-acyloxy-substituent in furanofukinol (486) (Petasites japonica Maxim.) and the related esters (487) and (488), previously isolated from Farfugium hiberniflorum Kitam. ... 

Gordon et al.,71 have reported the isolation of capsidiol (143) an antifungal compound which is produced by the fruit of sweet peepers in response to inoculation with fungi Recently Bailey et al.,72 have isolated capsidiol (143) from Nicotiana tabacum and Nicotiana clevelandii following infection with tobacco necrosis virus. (TNV) It has been assigned the following structure... 

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