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Issue 17, 2019
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Four intricately caged polycyclic polyprenylated acylphloroglucinols from Garcinia multiflora fruits

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Abstract

Garmultinones A–C (1–3), three polycyclic polyprenylated acylphloroglucinols (PPAPs) with a unique caged tricyclo[3.3.1.1.4,8]decane skeleton, and one PPAP garmultinone D (4) with the tricyclo[4.3.1.03,7]decane skeleton bearing the 2,2-dimethyl-3-isopropenylcyclopentyl ring were isolated from the fruits of Garcinia multiflora. Their structures and absolute configurations were determined by extensive NMR analysis and computational calculation methods. The anti-inflammatory effects of these isolates were evaluated by a lipopolysaccharide (LPS)-stimulated nitric oxide (NO) production model in RAW264.7 macrophage cells. The possible biogenetic pathway of compounds 1–4 through the intramolecular [4 + 2] cycloadditions of monocyclic polyprenylated acylphloroglucinols (MPAPs) was also proposed.

Graphical abstract: Four intricately caged polycyclic polyprenylated acylphloroglucinols from Garcinia multiflora fruits

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Publication details

The article was received on 01 May 2019, accepted on 05 Jul 2019 and first published on 08 Jul 2019


Article type: Research Article
DOI: 10.1039/C9QO00586B
Org. Chem. Front., 2019,6, 3085-3092

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    Four intricately caged polycyclic polyprenylated acylphloroglucinols from Garcinia multiflora fruits

    Y. Chen, Z. Ma, H. Teng, F. Gan, H. Xiong, Z. Mei and G. Yang, Org. Chem. Front., 2019, 6, 3085
    DOI: 10.1039/C9QO00586B

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