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• W2914973909 abstract "Two new 9,10- seco limonoids with a central 3,4-dihydro-2 H-pyran motif, named xylomolones A and B (1 and 2, respectively), possessing identical absolute configurations but reversed alignments of ring A, compared to the tricyclic core of rings B-D, were obtained from seeds of the Thai mangrove Xylocarpus moluccensis, together with a highly modified 1,2- seco limonoid, named xylomolone C (3), containing a novel 3-oxabicyclo[3.2.1]octane-2,7-dione motif, and a new C11-terpenic acid methyl ester (4). The relative and absolute configurations of 1-4 were evidenced by extensive nuclear magnetic resonance (NMR) investigations combined with density functional theory and time-dependent density functional theory calculations of electronic circular dichroism, specific optical rotation, and 13C NMR data. The co-isolation of 1-4 allowed us to propose a novel convergent strategy for limonoid biosynthesis for the first time. This study demonstrates that mangroves of the genus Xylocarpus harbor new limonoid biosynthetic routes." @default.
• W2914973909 created "2019-02-21" @default.
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• W2914973909 date "2019-02-05" @default.
• W2914973909 modified "2023-10-17" @default.
• W2914973909 title "Xylomolones A–D from the Thai Mangrove <i>Xylocarpus moluccensis</i>: Assignment of Absolute Stereostructures and Unveiling a Convergent Strategy for Limonoid Biosynthesis" @default.
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• W2914973909 doi "https://doi.org/10.1021/acs.joc.8b03037" @default.
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