Authorship：Lead author   Publishing type：Research paper (scientific journal)   Publisher：American Chemical Society (ACS)  

DOI： 10.1021/acs.orglett.4c04309

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Oxford University Press (OUP)  

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.

DOI： 10.1093/bbb/zbae163

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Other Link： https://academic.oup.com/bbb/article-pdf/89/2/224/61031857/zbae163.pdf

Publishing type：Research paper (scientific journal)   Publisher：Wiley  

Abstract

The red algal genus Portieria is a prolific producer of halogenated monoterpenoids. In this study, we isolated and characterised monoterpenoids from the Okinawan red algae Portieria hornemannii. A new polyhalogenated cyclic monoterpenoid, 2(R)‐chloro‐1,6(S)‐dibromo‐3(8)(Z)‐ochtoden‐4(R)‐ol (1), along with three known monoterpenoids, (2R,3(8)E,4S,6R)‐6‐bromo‐2‐chloro‐1,4‐oxido‐3(8)‐ochtodene (2), 1‐bromo‐2‐chloroochtoda‐3(8),5‐dien‐4‐one (3), and 2‐chloro‐1‐hydroxyochtoda‐3(8),5‐dien‐4‐one (4) were isolated from the methanol extract of three populations of P. hornemannii. These compounds were characterised using a combination of spectroscopic methods and chemical synthesis, and the absolute stereochemistry of compounds 1 and 2 was determined. In addition, all isolated compounds were screened for their anti‐biofouling activity against the mussel Mytilus galloprovincialis, and 1 exhibited strong activity. Therefore, halogenated monoterpenoids have the potential to be used as natural anti‐biofouling drugs.

DOI： 10.1002/cbdv.202400436

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Oxford University Press (OUP)  

Abstract

In this study, we explored anti-inflammatory compounds from the brown alga Dictyopteris polypodioides and isolated 7 meroterpenoids. Their anti-inflammatory activities were evaluated using the lipopolysaccharide-stimulated mouse macrophage cell line, RAW264. Yahazunol (1) exhibited similar nitric oxide (NO) production inhibitory activity as zonarol (2), which has previously been shown to be an anti-inflammatory compound. Yahazunol (1), zonarol (2), and isozonarol (3) inhibited not only NO production but also inducible nitric oxide synthase, interleukin-6, and C-C motif chemokine ligand 2 mRNA expression in RAW264 cells. The structure-activity relationships of the 11 compounds, including their synthetic analogs, revealed the significance of the hydroquinone moiety in the anti-inflammatory activity of these sesquiterpenoids in RAW264 cells. Diacetylated zonarol (9) exhibited an activity comparable to that of zonarol as a result of intracellular deacetylation. These results provide new insights into the anti-inflammatory activity of hydroquinone-containing natural products.

DOI： 10.1093/bbb/zbae038

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Other Link： https://academic.oup.com/bbb/article-pdf/88/6/594/57805497/zbae038.pdf

Language：English   Publishing type：Research paper (scientific journal)   Publisher：American Chemical Society (ACS)  

DOI： 10.1021/acs.joc.3c01913

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Wiley  

Abstract

Two new eremophilane‐type sesquiterpenoids, fusumaols A (1) and B (2), were isolated from the stem‐leafy liverwort, Bazzania japonica collected in Mori‐Machi, Shizuoka, Japan. Their structures were established using extensive spectroscopic (IR, MS, and 2D NMR) data, and the absolute configuration of 1 was determined by the modified Mosher's method. This is the first time eremophilanes have been discovered in the liverwort genus Bazzania. Compounds 1 and 2 were evaluated for their repellent activity against the adult population of the rice weevil Sitophilus zeamais using the modified filter paper impregnation method. Both sesquiterpenoids showed moderate repellent activities.

DOI： 10.1002/cbdv.202300131

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：American Chemical Society (ACS)  

DOI： 10.1021/acs.orglett.1c03924

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Event date： 2025.10 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2025.10 　 　

Language：Japanese   Presentation type：Poster presentation   Country：Japan  

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Event date： 2025.9 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2025.3 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2024.11 　 　

Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2024.10 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2024.10 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2024.10 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2024.10 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2024.9 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2024.8 　 　

Language：Japanese   Presentation type：Poster presentation   Country：Japan  

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Event date： 2024.3 　 　

Language：English   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2023.11 　 　

Language：English   Presentation type：Poster presentation   Country：Japan  

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Event date： 2023.8 　 　

Language：Japanese   Presentation type：Poster presentation   Country：Japan  

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Event date： 2023.3 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2022.11 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2022.8 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2022.3 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2021.8 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2021.3 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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Event date： 2021.3 　 　

Language：Japanese   Presentation type：Oral presentation (general)   Country：Japan  

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