A pair of new tetrahydro-naphthalenone enantiomers from Eremurus altaicus (Pall.) Stev. |
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Institution: | 2. Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina, USA |
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Abstract: | A new racemic mixture of a 4-hydroxytetralone derivative, altaicusin A (1), was isolated from the whole plant of Eremurus altaicus (Pall.) Stev., together with three anthraquinones (compounds 2–4) and two naphthalene derivatives (5–6). The racemic altaicusin A (1) was further purified by chiral HPLC to yield a pair of enantiomers, (+)-(4S)-altaicusin A (1a) and (?)-(4R)-altaicusin A (1b). Their structures were established on the basis of spectroscopic analysis, including IR, HR-TOF-MS, and NMR. The absolute configurations of compounds 1a and 1b were elucidated by quantum chemical ECD calculations. Compounds 3 and 6 exhibited inhibitory activity against protein tyrosine phosphatase 1B (PTP1B). |
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Keywords: | 4-Hydroxytetralone derivative Absolute configuration ECD calculations PTP1B |
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