Xylochemical Synthesis and Biological Evaluation of the Orchidaceous Natural Products Isoarundinin I, Bleochrin F, Blestanol K, and Pleionol

The first total syntheses of the orchid-derived natural products isoarundinin I (1), (±)-bleochrin F ((±)-2), (±)-blestanol K ((±)-3), and (±)-pleionol ((±)-4) from renewable starting materials are reported, along with the evaluation of their biological activities. The total syntheses were based on...

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Veröffentlicht in:Journal of natural products (Washington, D.C.) D.C.), 2023-01, Vol.86 (1), p.131-137
Hauptverfasser: Geske, Leander, Baier, Joris, Boulos, Joelle C., Efferth, Thomas, Opatz, Till
Format: Artikel
Sprache:eng
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Zusammenfassung:The first total syntheses of the orchid-derived natural products isoarundinin I (1), (±)-bleochrin F ((±)-2), (±)-blestanol K ((±)-3), and (±)-pleionol ((±)-4) from renewable starting materials are reported, along with the evaluation of their biological activities. The total syntheses were based on regioselective aromatic bromination reactions in combination with a key acid-promoted regioselective intramolecular cyclization. The biological results suggest that isoarundinin I (1), (±)-blestanol K ((±)-3), and (±)-pleionol ((±)-4) have the potential to inhibit the growth of both sensitive and multidrug-resistant cancer cells.
ISSN:0163-3864
1520-6025
DOI:10.1021/acs.jnatprod.2c00830