Synthetic Studies on Marine Diterpenoid Diisocyanoadociane

Abstract

7,20-Diisocyanoadociane, isolated from the marine sponge Adocia sp. by Wells et al. in 1976, is a diterpenoid containing all-trans-hexadecahydropyrene ring with two isocyano and four methyl groups. 7,20-Diisocyanoadociane has been shown to exhibit antimalarial activity. Its unique structural features and biological activity prompted the authors to undertake the synthesis of 7,20-diisocyanoadociane. The authors investigated the construction of all-trans-hexadecahydropyrene ring system, which is the fundamental skeleton in 7,20-diisocyanoadociane. The construction of all-trans-hexadecahydropyrene ring system was involved the continual reaction of isomerization and intramolecular Diels-Alder reaction as the key step.

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