Further Studies on the Structure of Retigeranic Acid.

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Retigeranic acid, C25H38O2, a sesterterpene isolated from the lichen, Lobaria retigera group, L. isidiosa VAIN. var. subisidiosa ASAH., was separated by high performance liquid chromatography into two components, retigeranic acid A (minor) (1) and B (major) (2). Crystals of both components were subjected to X-ray crystallographic analysis. The crystal parameters are monoclinic space group P21, Z=4 with a=24.10(3), b=12.86(1), c=7.412(9) Å, β=96.5(1)° for 1 and a=24.067(17), b=12.614(9), c=7.457(5) Å, β=96.30(7)° for 2.Retigeranic acids A and B were proved to be S and R stereoisomers at C-18, respectively. The absolute configurations of other parts of the structure of retigeranic acids are assumed to be identical, as they have previously been determined by the X-ray anomalous dispersion method on the p-bromoanilide derived from native retigeranic acid.

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