Structure and synthesis of some complex pyranoisoflavonoids from the bark of Dalbergia nitidula Welw. ex Bak.
- 1 January 1978
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 2,p. 137-145
- https://doi.org/10.1039/p19780000137
Abstract
Exhaustive examination of the flavonoid content of the bark of Dalbergia nitidula revealed, amongst other substances a mixture of eight novel and complex (3S)-isoflavans [leiocin, leiocinol, nitidulin, nitidulan, heminitidulan] and (6aS,11aS)-pterocarpans [nitiducarpin, hemileiocarpin, nitiducol]. These insoflavonoids all possess the equivalent of prenyl or geranyl side-chains, which, with one exception, are cyclized to stereochemically related 2H-pyran moeities during biogenesis. Structures determined by physical means were substantiated for the isoflavans by a single synthesis.Keywords
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