Anti-inflammatory diterpenoids from the brown alga Dictyota coriacea.

IF 1.4 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Bioscience, Biotechnology, and Biochemistry Pub Date : 2024-11-11 DOI:10.1093/bbb/zbae163
Nozomi Shiiba, Momochika Kumagai, Hikaru Endo, Tomoki Tsuruta, Keisuke Nishikawa, Yoshiki Morimoto
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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 (ECD) 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 Dictyota coriacea may be useful as natural anti-inflammatory agents.

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棕色藻类 Dictyota coriacea 中的抗炎二萜类化合物。
从褐藻 Dictyota coriacea 和 11 种已知的二萜类化合物中分离出了一种名为 4α-acetoxyisodictyohemiacetal (1)的新烯烷二萜。通过光谱分析确定了 1 的结构,并通过比较实验和理论电子圆二色性(ECD)光谱确定了其绝对构型。分离出了两种二缩二酮非对映异构体(5 和 6),并进行了全核磁共振分析。利用脂多糖刺激的小鼠巨噬细胞系 RAW264 对所分离化合物的抗炎活性进行了评估,结果表明,含半缩醛的噻烷类化合物和双酚型二萜不仅能抑制一氧化氮的产生,还能抑制 RAW264 细胞中诱导型一氧化氮合酶、白细胞介素-6 和环氧合酶-2 mRNA 的表达。这项研究表明,冠突散囊菌中的二萜类化合物可用作天然抗炎剂。
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来源期刊
Bioscience, Biotechnology, and Biochemistry
Bioscience, Biotechnology, and Biochemistry 生物-生化与分子生物学
CiteScore
3.50
自引率
0.00%
发文量
183
审稿时长
1 months
期刊介绍: Bioscience, Biotechnology, and Biochemistry publishes high-quality papers providing chemical and biological analyses of vital phenomena exhibited by animals, plants, and microorganisms, the chemical structures and functions of their products, and related matters. The Journal plays a major role in communicating to a global audience outstanding basic and applied research in all fields subsumed by the Japan Society for Bioscience, Biotechnology, and Agrochemistry (JSBBA).
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