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Article Abstract
, commonly known as Dang-gui, is a renowned medicinal and edible plant. Phthalide monomers are the key bioactive components in , yet their optical purities and absolute configurations remain unclear. In this study, three new phthalide monomers (-) and 10 known ones (-) were isolated from ; their chiral resolutions, absolute configurations, and anti-inflammatory activities were systematically elucidated. Our study summarizes the optical purity characteristics of phthalide monomer derivatives in Dang-gui, revealing that the optical purity of the derivatives is significantly influenced by the position of their chiral centers. When the chiral center is located at the six-membered ring or the -butyl chain, the derivatization reaction exhibits no chiral selectivity, yielding racemates. In contrast, when the chiral center is at C-8 on the five-membered ring, the derivatization reaction shows significant chiral selectivity, favoring the formation of scalemic mixtures dominated by the -configuration. This study provides critical insights for defining the stereochemistry of phthalides in and related species.
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