Aglatestine A (), an unprecedented 3/6/6 tricarbocyclic limonoid framework along with four biogenic A/D- limonoid analogues with rare β-substituents at C-6 (), was discovered from the fruits of . The structures of along with their absolute configurations were clarified using methods of HRMS(ESI), NMR, electronic circular dichroism, X-ray diffraction crystallography, and quantum chemical calculations. The plausible biogenetic speculation suggested that an electrophilic cyclization between C-1 carbocation from acetolysis and electron-rich C-5 from enolization of C═O of may play a key role. The biological evaluation showed that exhibited anti-inflammatory activity indicated by inhibiting NO release in LPS-activated RAW 264.7 macrophages (IC: 35.72 ± 1.96 μM).
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http://dx.doi.org/10.1021/acs.joc.1c00968 | DOI Listing |
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