Comparative characterization of the coumarin composition ofSeseli campestre growing in Moldavia and in the Caucasus

Abstract

The results are given of the identification of (−)-trans-khellactone and its 4′-methyl ether and (−)-3′(S), 4′(S)-trans-3′-senecioyloxy-4′-angeloyloxy-3′,4′-dihydroseselin and of the establishment of the structure of three new khellactone derivatives — campestrol (VII), C₁₉H₂₂O₆, [α] ²⁰_D + 32° (c 7.8; chloroform), campestrinol (X), C₂₄H₂₆O₇, mp 116–118°C, and campestrinoside (I), C₂₀H₂₄O₁₀, mp 172–173°C, [α]_D −272.5° (c 4.7; ethanol). It has been shown on the basis of chemical and spectral characteristics that campesol, earlier described as a new substance, is a mixture of two isomeric compounds — 4′-hydroxy-3′-senecioyloxy-3′,4′-dihydroseselin and 3′-angeloyloxy-4′-hydroxy-3′,4′-dihydroseselin.