Hunterines A–C, Three Unusual Monoterpenoid Indole Alkaloids from Hunteria zeylanica
Three new monoterpenoid indole alkaloids (MIAs), hunterines A–C (1–3), were isolated from Hunteria zeylanica. Compound 1 possesses a unique skeleton with an unprecedented azabicyclo[4.3.1]decane ring system. Compounds 2 and 3 are a pair of epimeric vobasinylindole alkaloid heterodimers. Their struc...
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Veröffentlicht in: | Journal of organic chemistry 2019-11, Vol.84 (22), p.14892-14897 |
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Hauptverfasser: | , , , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Three new monoterpenoid indole alkaloids (MIAs), hunterines A–C (1–3), were isolated from Hunteria zeylanica. Compound 1 possesses a unique skeleton with an unprecedented azabicyclo[4.3.1]decane ring system. Compounds 2 and 3 are a pair of epimeric vobasinylindole alkaloid heterodimers. Their structures including absolute configurations were established by spectroscopic analyses, X-ray diffraction, computational calculation, and the modified Mosher’s method. Plausible biogenetic pathways of 1–3 were also proposed. Alkaloid 1 showed moderate cytotoxic activity against the HepG2 cell line. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.9b01835 |