ArticleJournal of natural medicines2026
Pistaciaphenols A-E: novel chalcone-based biflavonoids from the branches of Pistacia chinensis.
Article in Journal of natural medicines, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
Pistacia chinensis (Anacardiaceae) is a deciduous tree widely distributed in East Asia. Despite its long-standing use for ornamental, timber, and medicinal purposes, its secondary-metabolite profile remains only partially characterized. In this study, branches of P. chinensis were extracted with methanol, and the ethyl acetate-soluble fraction was subjected to repeated chromatographic separation, yielding five previously undescribed chalcone-containing biflavonoids, pistaciaphenols A–E (1–5), along with the known biflavonoid pauferrol B (6) and two flavanones, (2S,3S)-aromadendrin (7) and (2S,3S)-taxifolin (8). Comprehensive spectroscopic analyses, including 1D and 2D NMR (HMQC, HMBC, and double quantum filtered COSY) and high-resolution electrospray ionization mass spectrometry, established the structures of 1–5 as dimers composed of either isoliquiritigenin- or dihydroisoliquiritigenin-derived units linked to flavanone or flavone counterparts. Pistaciaphenols A (1) and C (3) possessed a liquiritigenin-derived flavanone moiety, whereas pistaciaphenol B (2) contained a flavone unit. Pistaciaphenols D (4) and E (5) featured a rare spiro-structure, a structural motif previously reported only from several Daphne species. The absolute configurations of 1 and 3 (2′′R,3′′S) were determined via analysis of electronic circular dichroism (ECD) spectra in conjunction with empirical correlations reported for C-3-substituted flavanones. For 4 and 5, GIAO-based 13C NMR chemical-shift calculations with DP4 + and CP3 analysis, together with experimental and time-dependent DFT-calculated ECD data, established 4 as 2′′R,3′′R and supported assignment of 5 as most plausibly 2′′R,3′′S. These findings expand the structural diversity of chalcone-based biflavonoids in Anacardiaceae and provide new scaffolds for future biological evaluation.
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