2007
DOI: 10.3390/12122605
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Oxidative Degradations of the Side Chain of Unsaturated Ent-labdanes. Part II

Abstract: Abstract:A route for the degradation of the side chain of ent-labdane derivatives has been devised, giving the useful synthon 2β, 12-dihydroxy-13,14,15,16,17-pentanor-ent-labdane-8-one (8). The use of this compound in the preparation of terpenylquinone derivatives shall be reported elsewhere. In addition we have synthesized the compound 2β,12-diacetoxy-8β,17-epoxy-13,14,15,16-tetranor-ent-labdane (10), which upon catalytic epoxide ring opening in alkaline or acid media gave rise in all cases to the formation o… Show more

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“…Traditionally, various species of the genus Calceolaria are used as bactericidal agents, for treating stomach aches and as sweeteners [ 16 , 17 , 18 ]. Previous investigations reported about the isolation and structural determination of the mixture of ent -labdanes and the preparation of derivatives from Calceolaria inamoena [ 19 , 20 , 21 ] and the evaluation of the in vitro cytotoxic activities against cultured human cancer cells [ 22 , 23 ].…”
Section: Introductionmentioning
confidence: 99%
“…Traditionally, various species of the genus Calceolaria are used as bactericidal agents, for treating stomach aches and as sweeteners [ 16 , 17 , 18 ]. Previous investigations reported about the isolation and structural determination of the mixture of ent -labdanes and the preparation of derivatives from Calceolaria inamoena [ 19 , 20 , 21 ] and the evaluation of the in vitro cytotoxic activities against cultured human cancer cells [ 22 , 23 ].…”
Section: Introductionmentioning
confidence: 99%