Acylphloroglucinol derivatives from garcinia multiflora with anti-inflammatory effect in LPS-Induced RAW264.7 macrophages

Lin Yang Cheng; Yun Chen Tsai; Shu Ling Fu; Ming Jen Cheng; Ping Jyun Sung; Mei Ing Chung; Jih Jung Chen

doi:10.3390/molecules23102587

Acylphloroglucinol derivatives from garcinia multiflora with anti-inflammatory effect in LPS-Induced RAW264.7 macrophages

Lin Yang Cheng, Yun Chen Tsai, Shu Ling Fu, Ming Jen Cheng, Ping Jyun Sung, Mei Ing Chung^*, Jih Jung Chen

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

Two new acylphloroglucinol derivatives, 13,14-didehydroxygarcicowin C (1) and 13,14-didehydroxyisoxanthochymol (2), have been isolated from the stems of Garcinia multiflora, together with seven known compounds (3-9). The structures of new compounds 1 and 2 were elucidated by MS and extensive 1D/2D NMR spectroscopic analyses. Among the isolates, 13,14-didehydroxy-isoxanthochymol (2) and sampsonione B (3) exhibited inhibition against lipopolysaccharide (LPS)-induced NF-κB activation in macrophages at 30 μM with relative luciferase activity values (inhibitory %) of 0.75 ± 0.03 (24 ± 4%) and 0.12 ± 0.03 (88 ± 4%), respectively. Additionally, sampsonione B (3) reduced LPS-induced nitric oxide (NO) production in murine RAW264.7 macrophages and did not induce cytotoxicity against RAW 264.7 cells after 24 h treatment. Compound 3 is worth further investigation and may be expectantly developed as an anti-inflammatory drug candidate.

Original language	English
Article number	2587
Journal	Molecules
Volume	23
Issue number	10
DOIs	https://doi.org/10.3390/molecules23102587
State	Published - 10 Oct 2018

Keywords

Anti-inflammatory activity
Garcinia multiflora
Guttiferae
Nitric oxide
Nuclear factor κB
Structure elucidation

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title = "Acylphloroglucinol derivatives from garcinia multiflora with anti-inflammatory effect in LPS-Induced RAW264.7 macrophages",

abstract = "Two new acylphloroglucinol derivatives, 13,14-didehydroxygarcicowin C (1) and 13,14-didehydroxyisoxanthochymol (2), have been isolated from the stems of Garcinia multiflora, together with seven known compounds (3-9). The structures of new compounds 1 and 2 were elucidated by MS and extensive 1D/2D NMR spectroscopic analyses. Among the isolates, 13,14-didehydroxy-isoxanthochymol (2) and sampsonione B (3) exhibited inhibition against lipopolysaccharide (LPS)-induced NF-κB activation in macrophages at 30 μM with relative luciferase activity values (inhibitory %) of 0.75 ± 0.03 (24 ± 4%) and 0.12 ± 0.03 (88 ± 4%), respectively. Additionally, sampsonione B (3) reduced LPS-induced nitric oxide (NO) production in murine RAW264.7 macrophages and did not induce cytotoxicity against RAW 264.7 cells after 24 h treatment. Compound 3 is worth further investigation and may be expectantly developed as an anti-inflammatory drug candidate.",

keywords = "Anti-inflammatory activity, Garcinia multiflora, Guttiferae, Nitric oxide, Nuclear factor κB, Structure elucidation",

author = "Cheng, {Lin Yang} and Tsai, {Yun Chen} and Fu, {Shu Ling} and Cheng, {Ming Jen} and Sung, {Ping Jyun} and Chung, {Mei Ing} and Chen, {Jih Jung}",

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AU - Cheng, Lin Yang

AU - Tsai, Yun Chen

AU - Fu, Shu Ling

AU - Cheng, Ming Jen

AU - Sung, Ping Jyun

AU - Chung, Mei Ing

AU - Chen, Jih Jung

PY - 2018/10/10

Y1 - 2018/10/10

N2 - Two new acylphloroglucinol derivatives, 13,14-didehydroxygarcicowin C (1) and 13,14-didehydroxyisoxanthochymol (2), have been isolated from the stems of Garcinia multiflora, together with seven known compounds (3-9). The structures of new compounds 1 and 2 were elucidated by MS and extensive 1D/2D NMR spectroscopic analyses. Among the isolates, 13,14-didehydroxy-isoxanthochymol (2) and sampsonione B (3) exhibited inhibition against lipopolysaccharide (LPS)-induced NF-κB activation in macrophages at 30 μM with relative luciferase activity values (inhibitory %) of 0.75 ± 0.03 (24 ± 4%) and 0.12 ± 0.03 (88 ± 4%), respectively. Additionally, sampsonione B (3) reduced LPS-induced nitric oxide (NO) production in murine RAW264.7 macrophages and did not induce cytotoxicity against RAW 264.7 cells after 24 h treatment. Compound 3 is worth further investigation and may be expectantly developed as an anti-inflammatory drug candidate.

AB - Two new acylphloroglucinol derivatives, 13,14-didehydroxygarcicowin C (1) and 13,14-didehydroxyisoxanthochymol (2), have been isolated from the stems of Garcinia multiflora, together with seven known compounds (3-9). The structures of new compounds 1 and 2 were elucidated by MS and extensive 1D/2D NMR spectroscopic analyses. Among the isolates, 13,14-didehydroxy-isoxanthochymol (2) and sampsonione B (3) exhibited inhibition against lipopolysaccharide (LPS)-induced NF-κB activation in macrophages at 30 μM with relative luciferase activity values (inhibitory %) of 0.75 ± 0.03 (24 ± 4%) and 0.12 ± 0.03 (88 ± 4%), respectively. Additionally, sampsonione B (3) reduced LPS-induced nitric oxide (NO) production in murine RAW264.7 macrophages and did not induce cytotoxicity against RAW 264.7 cells after 24 h treatment. Compound 3 is worth further investigation and may be expectantly developed as an anti-inflammatory drug candidate.

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Acylphloroglucinol derivatives from garcinia multiflora with anti-inflammatory effect in LPS-Induced RAW264.7 macrophages

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