Anti-inflammatory diterpenoids from the brown alga <i>Dictyota coriacea</i>

A new xenicane diterpene named 4α-acetoxyisodictyohemiacetal (1) was isolated from the brown alga Dictyota coriacea, along with 11 known diterpenoids. The structure of 1 was established by spectroscopic analyses, and its absolute configuration was determined by comparing the experimental and theoretical electronic circular dichroism spectra. Two dictyodiacetal diastereomers (5 and 6) were isolated, and the full NMR assignments were performed. The anti-inflammatory activities of the isolated compounds were evaluated using the lipopolysaccharide-stimulated mouse macrophage cell line, RAW264. The hemiacetal-containing xenicanes and dictyol-type diterpene inhibited not only the production of nitric oxide but also the expression of inducible nitric oxide synthase, interleukin-6, and cyclooxygenase-2 mRNA in RAW264 cells. This study demonstrated that diterpenes from D. coriacea may be useful as natural anti-inflammatory agents.

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Publication Details

Journal
Bioscience Biotechnology and Biochemistry
Published
2024-11-11
DOI
https://doi.org/10.1093/bbb/zbae163
Citations
4
Primary Topic
Seaweed-derived Bioactive Compounds
Type
article
Field-Weighted Citation Impact
2.39

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article

Anti-inflammatory diterpenoids from the brown alga Dictyota coriacea

Tomoki Tsuruta, Hikaru Endo, Keisuke Nishikawa, Yoshiki Morimoto et al.
4 citations
Bioscience Biotechnology and Biochemistry
Seaweed-derived Bioactive Compounds
2.39
article

Anti-inflammatory diterpenoids from the brown alga Dictyota coriacea

Tomoki Tsuruta, Hikaru Endo, Keisuke Nishikawa, Yoshiki Morimoto, Nozomi Shiiba, Momochika Kumagai
article en
4 citations

Abstract

A new xenicane diterpene named 4α-acetoxyisodictyohemiacetal (1) was isolated from the brown alga Dictyota coriacea, along with 11 known diterpenoids. The structure of 1 was established by spectroscopic analyses, and its absolute configuration was determined by comparing the experimental and theoretical electronic circular dichroism spectra. Two dictyodiacetal diastereomers (5 and 6) were isolated, and the full NMR assignments were performed. The anti-inflammatory activities of the isolated compounds were evaluated using the lipopolysaccharide-stimulated mouse macrophage cell line, RAW264. The hemiacetal-containing xenicanes and dictyol-type diterpene inhibited not only the production of nitric oxide but also the expression of inducible nitric oxide synthase, interleukin-6, and cyclooxygenase-2 mRNA in RAW264 cells. This study demonstrated that diterpenes from D. coriacea may be useful as natural anti-inflammatory agents.

Bioscience Biotechnology and BiochemistryVol. 89(2)
Kagoshima University (JP), Osaka Metropolitan University (JP)
Sankei Science Scholarship Foundation
Openalex Percentile: Top 12%
Seaweed-derived Bioactive Compounds
2.39
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