Tropical Marine Algae. III. New Sesquiterpenes From Laurencia majuscula (Rhodophyta, Rhodophyceae, Ceramiales, Rhodomelaceae)

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Abstract
The isolation and structural elucidation of new sesquiterpenes from Laurencia majuscula, collected from Zoe Bay, Hinchinbrook Island, North Queensland, are reported. One collection contained the novel triquinane derivative: (1S*,2S*,3S*,5S*,8S*,9S*)- tricyclo [6.3.0.01.5] undecan-2-ol (3), and four halogenated chamigrene derivatives: the known 1(15)Z compound (4) and the new (1(15)E,2Z,4S,8R,9S)-8,15-dibromochamigra-1(15,2,1112-trien-9-ol (5), the known isoobtusadiene (6) and the new metabolite (1S,2S,4R,8R,9S)-1-chloro-2,8-dibromochamigr-11(12)-en-9-ol (7). A second collection afforded the same range of sesquiterpenes (3)-(7)and an additional tricyclic sesquiterpene related to ( Δ10)- rhodolaureol (16), namely ( Δ 11(12))-isorhodolaureol (8). The relationship was confirmed by oxidation of (8) to give the expected non-conjugated enone (15) which rearranged in slightly acidic chloroform to the conjugated enone (17), identical with the oxidation product from rhodolaureol (16).

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