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- W1535315318 abstract "Novel Diterpenoids from Leaf-Glands of a Plectranthus sp. from Rwanda More than 20 highly modified abietanoid compounds belonging to 6,7-dioxocoleons, serveral kinds of royleanones, spirocoleons, extended quinones, quinone methides, and 1,4-phenanthraquinones have been isolated from a Plectranthus sp. from the borders of Lake Kiwu (Rwanda). The structure of plectranthon A (1), a 5,7,8-trimethyl-1,4-phenanthraquinone, has been confirmed by an X-ray analysis of its p-bromobenzoate. It is twisted around the C(4)–C(5) moiety; this fact renders the molecule chiral. Notable features of the hydroxylation pattern in all of the isolated compounds are: (a) a predominant hydroxylation at C(16) (abietan numbering) leading to the (15S)-configuration of the 2-hydroxy-l-methylethyl side-chain and to the (13S, 15R)-configuration of the derived spirocyclopropanes and to the derived (S)-2-hydroxypropyl side-chain; (b) the 6β,7α-dihydroxylation which, together with further hydroxylations at C(3) and/or C(2), are considered as a prerequisite for the formation of the conjugated system extending over rings A, B and C (e.g. in the coleons E and F), hence allowing a complete aromatization of the basic ring skeleton. The reasons for these extensive dehydrogenation and oxygenation reactions that cost the plant a great many of oxidation equivalents are not clear. Presumably, these modifying reactions preceed the degradation of the ring system." @default.
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- W1535315318 date "1986-09-10" @default.
- W1535315318 modified "2023-10-16" @default.
- W1535315318 title "Neue Diterpenoide aus Blattdrüsen einer<i>Plectranthus sp.</i>aus Rwanda" @default.
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- W1535315318 doi "https://doi.org/10.1002/hlca.19860690613" @default.
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