Ircinrimanes A-J: ten undescribed rearranged 4,9-friedodrimane merosesquiterpenoids with cytotoxic and anti-inflammatory activities from the marine sponge Ircinia sp.
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| Natura: | Artículo científico |
| Lingua: | en |
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Chinese journal of natural medicines
2025
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| _version_ | 1868266108329394177 |
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| author | Zhang, Wenjie Ren, Jinjin Zhu, Xiao Li, Xiaobin Tang, Xuli Han, Xiao Li, Guoqiang |
| author_facet | Zhang, Wenjie Ren, Jinjin Zhu, Xiao Li, Xiaobin Tang, Xuli Han, Xiao Li, Guoqiang Zhang, Wenjie Ren, Jinjin Zhu, Xiao Li, Xiaobin Tang, Xuli Han, Xiao Li, Guoqiang |
| collection | PubMed - marine biology |
| contents | Ircinrimanes A-J: ten undescribed rearranged 4,9-friedodrimane merosesquiterpenoids with cytotoxic and anti-inflammatory activities from the marine sponge Ircinia sp. Zhang, Wenjie Ren, Jinjin Zhu, Xiao Li, Xiaobin Tang, Xuli Han, Xiao Li, Guoqiang Animals Zebrafish Anti-Inflammatory Agents Porifera Molecular Structure Sesquiterpenes Humans China Antineoplastic Agents Ten previously undescribed rearranged 4,9-friedodrimane merosesquiterpenoids, designated ircinrimanes A-J (1-10), were isolated from the marine sponge Ircinia sp., collected from the South China Sea. Their structures and absolute configurations were definitively elucidated through a combination of spectroscopic data analysis, DP4+ probability assessments, electronic circular dichroism (ECD) calculations, and Mo(OAc) experiment. Compounds 1-4 contained benzene rings, with compound 1 featuring an unusual 2-carbonyl morpholin ring, while compound 2 possessed a benzoxazole ring. Compounds 5-9 comprised sesquiterpenoid quinones with distinct amino side chains at C-20, and compound 10 incorporated an ethoxy side chain. Notably, compounds 1-10 demonstrated an unusual rearrangement of 4,9-friedodrimane sesquiterpenes. Compounds 2, 5-8 and 10 demonstrated cytotoxic activity, while compound 2 exhibited anti-inflammatory activity in zebrafish. |
| format | Artículo científico |
| id | pubmed_41435589 |
| institution | PubMed |
| language | en |
| publishDate | 2025 |
| publisher | Chinese journal of natural medicines |
| record_format | pubmed |
| spellingShingle | Ircinrimanes A-J: ten undescribed rearranged 4,9-friedodrimane merosesquiterpenoids with cytotoxic and anti-inflammatory activities from the marine sponge Ircinia sp. Zhang, Wenjie Ren, Jinjin Zhu, Xiao Li, Xiaobin Tang, Xuli Han, Xiao Li, Guoqiang Animals Zebrafish Anti-Inflammatory Agents Porifera Molecular Structure Sesquiterpenes Humans China Antineoplastic Agents Ircinrimanes A-J: ten undescribed rearranged 4,9-friedodrimane merosesquiterpenoids with cytotoxic and anti-inflammatory activities from the marine sponge Ircinia sp. Zhang, Wenjie Ren, Jinjin Zhu, Xiao Li, Xiaobin Tang, Xuli Han, Xiao Li, Guoqiang Animals Zebrafish Anti-Inflammatory Agents Porifera Molecular Structure Sesquiterpenes Humans China Antineoplastic Agents Ten previously undescribed rearranged 4,9-friedodrimane merosesquiterpenoids, designated ircinrimanes A-J (1-10), were isolated from the marine sponge Ircinia sp., collected from the South China Sea. Their structures and absolute configurations were definitively elucidated through a combination of spectroscopic data analysis, DP4+ probability assessments, electronic circular dichroism (ECD) calculations, and Mo(OAc) experiment. Compounds 1-4 contained benzene rings, with compound 1 featuring an unusual 2-carbonyl morpholin ring, while compound 2 possessed a benzoxazole ring. Compounds 5-9 comprised sesquiterpenoid quinones with distinct amino side chains at C-20, and compound 10 incorporated an ethoxy side chain. Notably, compounds 1-10 demonstrated an unusual rearrangement of 4,9-friedodrimane sesquiterpenes. Compounds 2, 5-8 and 10 demonstrated cytotoxic activity, while compound 2 exhibited anti-inflammatory activity in zebrafish. |
| title | Ircinrimanes A-J: ten undescribed rearranged 4,9-friedodrimane merosesquiterpenoids with cytotoxic and anti-inflammatory activities from the marine sponge Ircinia sp. |
| topic | Animals Zebrafish Anti-Inflammatory Agents Porifera Molecular Structure Sesquiterpenes Humans China Antineoplastic Agents |
| url | https://pubmed.ncbi.nlm.nih.gov/41435589/ |