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Diterpenoide Drüsenfarbstoffe aus Labiaten: Coleone U,V, W und 14-O-Formyl-coleon-V sowie 2 Royleanone aus Plectranthus myrianthus BRIQ.; cis- und trans-A/B-6, 7-Dioxoroyleanon
Authors:Toshio Miyase  Peter Rüedi  Conrad Hans Eugster
Abstract:Leaf-gland Pigments: Coleons U, V, W, 14- O -Formyl-coleon-V, and two Royleanones from Plectranthus myrianthus BRIQ. ; cis - and trans -A/B-6,7-Dioxoroyleanones From leaf-glands of the South-African P. myrianthus (Labiatae) the following diterpenoids have been isolated and their structures established: coleon U, C20H26O5 (6, 11, 12, 14-tetrahydroxy-abieta-5, 8, 11, 13-tetraene-7-one, 2a ); coleon V, C20H26O5 (11, 12, 14-trihydroxy-abieta-8, 11, 13-triene-6, 7-dione, 4a ); coleon W, C22H28O8 (16(or 17)-acetoxy-6, 11, 12, 14, 17 (or 16)-pentahydroxy-abieta-5, 8, 11, 13-tetraene-7-one, 6 ); 14-O-formyl-coleon-V, C21H26O6 (14-formyloxy-11, 12-dihydroxy-abieta-8, 11, 13-triene-6, 7-dione, 4b ); 7α-formyloxy-6β-hydroxyroyleanone, C21H28O6 (7α-formyloxy-6β, 12-dihydroxy-abieta-8, 12-diene-11, 14-dione, 1a ); the already known 6β, 7α-dihydroxyroyleanone ( 1c ) and a dimeric abietane derivative whose structure is not yet elucidated. This is the first record of a co-occurrence of coleons and royleanones in the same plant. In the course of chemical investigations of 4a and 4b the highly oxidized trans- and cis-A/B-6,7-dioxoroyleanones ( 5a and 5b ) were obtained.
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