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New Anti-Inflammatory β-Resorcylic Acid Lactones Derived from an Endophytic Fungus, Colletotrichum sp.


ABSTRACT: The endophytic fungus Colletotrichum gloeosprioides JS0419, isolated from the leaves of the halophyte Suaeda japonica, produced four new β-resorcylic acid derivatives, colletogloeopyrones A and B (1 and 2) and colletogloeolactones A and B (3 and 4), and seven known β-resorcylic acid lactones (RALs). The structures of these compounds were elucidated via analysis of the high-resolution mass spectrometry and nuclear magnetic resonance data. Compounds 1 and 2 showed a dihydrobenzopyranone ring with a linear C9 side chain, which is rarely observed in RALs. All isolated compounds were evaluated for their anti-inflammatory activities. Colletogloeopyrone A (1), monocillin II (5), and monocillin II glycoside (6) were effective in reducing nitric oxide production without cytotoxicity. They also inhibited the secretion of interleukin-6 (IL-6) and tumor necrosis factor-α (TNF-α), as demonstrated by the expression of mRNA corresponding to IL-6 and TNF-α. Mechanistically, compounds 5 and 6 significantly inhibited the protein expression of nuclear factor-κB, IκBα, IKKα/β, inducible nitric oxide synthase, and cyclooxygenase (COX)-2, whereas compound 1 only inhibited COX-2 expression. This study indicated that RAL-type compounds 1, 5, and 6 demonstrated potential anti-inflammatory activity by inhibiting the synthesis of pro-inflammatory cytokines.

SUBMITTER: Kim J 

PROVIDER: S-EPMC9878649 | biostudies-literature | 2023 Jan

REPOSITORIES: biostudies-literature

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New Anti-Inflammatory β-Resorcylic Acid Lactones Derived from an Endophytic Fungus, <i>Colletotrichum</i> sp.

Kim Jaekyeong J   Baek Ji Yun JY   Bang Sunghee S   Kim Ji-Young JY   Jin Yeongwoon Y   Lee Jin Woo JW   Jang Dae Sik DS   Kang Ki Sung KS   Shim Sang Hee SH  

ACS omega 20230112 3


The endophytic fungus <i>Colletotrichum gloeosprioides</i> JS0419, isolated from the leaves of the halophyte <i>Suaeda japonica</i>, produced four new β-resorcylic acid derivatives, colletogloeopyrones A and B (<b>1</b> and <b>2</b>) and colletogloeolactones A and B (<b>3</b> and <b>4</b>), and seven known β-resorcylic acid lactones (RALs). The structures of these compounds were elucidated via analysis of the high-resolution mass spectrometry and nuclear magnetic resonance data. Compounds <b>1</  ...[more]

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