Furan fragment isomerized andirobin-type limonoids from the stem barks of Khaya senegalensis

A new andirobin-type limonoid with modified furan ring, khaysenelide K (1), together with a known analogue (2), was isolated from the stem barks of Khaya senegalensis. The structure and absolute configuration of 1 were elucidated by a combination of 1D and 2D NMR, HRESIMS, and single-crystal X-ray d...

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Bibliographic Details
Published in:Journal of asian natural products research 2021-05, Vol.23 (5), p.498-503
Main Authors: Bu, Yun-Ge, Zhang, Wen-Yan, Lu, Qin-Pei, Luo, Jun, Kong, Ling-Yi
Format: Article
Language:English
Subjects:
Absolute configuration
andirobin-type limonoids
Crystals
Furans
Khaya senegalensis
Limonins - pharmacology
Limonoids
Macrophages
Magnetic Resonance Spectroscopy
Meliaceae
modified furan ring
Molecular Structure
NMR
Nuclear magnetic resonance
Single crystals
Stems
X-ray diffraction
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Summary:A new andirobin-type limonoid with modified furan ring, khaysenelide K (1), together with a known analogue (2), was isolated from the stem barks of Khaya senegalensis. The structure and absolute configuration of 1 were elucidated by a combination of 1D and 2D NMR, HRESIMS, and single-crystal X-ray diffraction using mirror Cu-Kα radiation. Compound 1 showed moderate NO inhibitory activity in LPS-activated RAW 264.7 macrophages with IC 5 0 value of 27.74 ± 0.68 μM.
ISSN:1028-6020
1477-2213
DOI:10.1080/10286020.2020.1767080