Two novel cadinane sesquiterpenes with an unusual oxygenation pattern and an aromatic ring, vallapin [1] and vallapianin [2], were isolated from the mangrove plant Heritiera littoralis. Vallapin [1] showed activity against boll weevils at an inhibition of 80%. The structure was elucidated by spectroscopic methods and X-ray crystallography.
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Miles et al. (1991) studied this question.