CONSTITUENTS OF CANNABIS-SATIVA L .22. ISOLATION OF SPIRO-INDAN AND DIHYDROSTILBENE COMPOUNDS FROM A PANAMANIAN VARIANT GROWN IN MISSISSIPPI, UNITED-STATES-OF-AMERICA

  • 1 January 1982
    • journal article
    • research article
    • Vol. 34  (2) , 51-56
Abstract
Three spiro-compounds, i.e., cannabispiran, dehydrocannabispiran and .beta.-cannabispiranol, and 2 dihyrostilbenes [3-{2-(3-hydroxy-4-methoxyphenyl)ethyl}-5-methoxyphenol and canniprene] were isolated from a polar fraction of a Panamanian variant of C. sativa L. grown in Mississippi, USA. The plant material was extracted with 95% ethanol and the dried ethanol extract was partitioned between chloroform and water. The chloroform fraction was fractionated between hexane and 3 N NaOH solution. Acidification of the basic fraction followed by extraction with ether afforded a polar acidic fraction from which the above-mentioned compounds were isolated through repeated chromatography. The structures of the above compounds were determined by spectral means and by comparison with reference samples. The isolation of 2 dihydrostilbenes and 3 spiro-indan compounds from a single variant provides good support that the dihydrostilbenes are natural precursors to the spiro-indan compounds.

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