Cytotoxic Nitrogenous Terpenoids from Two South China Sea Nudibranchs Phyllidiella pustulosa, Phyllidia coelestis, and Their Sponge-Prey Acanthella cavernosa
A detailed chemical investigation of two South China Sea nudibranchs Phyllidiella pustulosa and Phyllidia coelestis, as well as their possible sponge-prey Acanthella cavernosa, led to the isolation of one new nitrogenous cadinane-type sesquiterpenoid xidaoisocyanate A (1), one new naturally occurrin...
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MDPI AG
2019-01-01
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| Series: | Marine Drugs |
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| Online Access: | http://www.mdpi.com/1660-3397/17/1/56 |
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| author | Qihao Wu Wen-Ting Chen Song-Wei Li Jian-Yu Ye Xia-Juan Huan Margherita Gavagnin Li-Gong Yao Hong Wang Ze-Hong Miao Xu-Wen Li Yue-Wei Guo |
| author_facet | Qihao Wu Wen-Ting Chen Song-Wei Li Jian-Yu Ye Xia-Juan Huan Margherita Gavagnin Li-Gong Yao Hong Wang Ze-Hong Miao Xu-Wen Li Yue-Wei Guo |
| author_sort | Qihao Wu |
| collection | DOAJ |
| description | A detailed chemical investigation of two South China Sea nudibranchs Phyllidiella pustulosa and Phyllidia coelestis, as well as their possible sponge-prey Acanthella cavernosa, led to the isolation of one new nitrogenous cadinane-type sesquiterpenoid xidaoisocyanate A (1), one new naturally occurring nitrogen-containing kalihinane-type diterpenoid bisformamidokalihinol A (16), along with 17 known nitrogenous terpenoids (2–15, 17–19). The structures of all the isolates were elucidated by detailed spectroscopic analysis and by the comparison of their spectroscopic data with those reported in the literature. In addition, the absolute stereochemistry of the previously reported axiriabiline A (5) was determined by X-ray diffraction (XRD) analysis. In a bioassay, the bisabolane-type sesquiterpenoids 8, 10, and 11 exhibited cytotoxicity against several human cancer cell lines. |
| first_indexed | 2024-04-11T12:12:21Z |
| format | Article |
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| institution | Directory Open Access Journal |
| issn | 1660-3397 |
| language | English |
| last_indexed | 2024-04-11T12:12:21Z |
| publishDate | 2019-01-01 |
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| record_format | Article |
| series | Marine Drugs |
| spelling | doaj.art-ef232921ee0d456691cd7fc865356ab32022-12-22T04:24:34ZengMDPI AGMarine Drugs1660-33972019-01-011715610.3390/md17010056md17010056Cytotoxic Nitrogenous Terpenoids from Two South China Sea Nudibranchs Phyllidiella pustulosa, Phyllidia coelestis, and Their Sponge-Prey Acanthella cavernosaQihao Wu0Wen-Ting Chen1Song-Wei Li2Jian-Yu Ye3Xia-Juan Huan4Margherita Gavagnin5Li-Gong Yao6Hong Wang7Ze-Hong Miao8Xu-Wen Li9Yue-Wei Guo10State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zuchongzhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zuchongzhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zuchongzhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zuchongzhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zuchongzhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaConsiglio Nazionale delle Ricerche (CNR), Istituto di Chimica Biomolecolare (ICB), Via Campi Flegrei, 34, 80078 Pozzuoli (Na), ItalyState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zuchongzhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaCollege of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, ChinaState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zuchongzhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zuchongzhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaState Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zuchongzhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, ChinaA detailed chemical investigation of two South China Sea nudibranchs Phyllidiella pustulosa and Phyllidia coelestis, as well as their possible sponge-prey Acanthella cavernosa, led to the isolation of one new nitrogenous cadinane-type sesquiterpenoid xidaoisocyanate A (1), one new naturally occurring nitrogen-containing kalihinane-type diterpenoid bisformamidokalihinol A (16), along with 17 known nitrogenous terpenoids (2–15, 17–19). The structures of all the isolates were elucidated by detailed spectroscopic analysis and by the comparison of their spectroscopic data with those reported in the literature. In addition, the absolute stereochemistry of the previously reported axiriabiline A (5) was determined by X-ray diffraction (XRD) analysis. In a bioassay, the bisabolane-type sesquiterpenoids 8, 10, and 11 exhibited cytotoxicity against several human cancer cell lines.http://www.mdpi.com/1660-3397/17/1/56nitrogenous terpenoidsSouth China Seaspongenudibranchcytotoxicity |
| spellingShingle | Qihao Wu Wen-Ting Chen Song-Wei Li Jian-Yu Ye Xia-Juan Huan Margherita Gavagnin Li-Gong Yao Hong Wang Ze-Hong Miao Xu-Wen Li Yue-Wei Guo Cytotoxic Nitrogenous Terpenoids from Two South China Sea Nudibranchs Phyllidiella pustulosa, Phyllidia coelestis, and Their Sponge-Prey Acanthella cavernosa Marine Drugs nitrogenous terpenoids South China Sea sponge nudibranch cytotoxicity |
| title | Cytotoxic Nitrogenous Terpenoids from Two South China Sea Nudibranchs Phyllidiella pustulosa, Phyllidia coelestis, and Their Sponge-Prey Acanthella cavernosa |
| title_full | Cytotoxic Nitrogenous Terpenoids from Two South China Sea Nudibranchs Phyllidiella pustulosa, Phyllidia coelestis, and Their Sponge-Prey Acanthella cavernosa |
| title_fullStr | Cytotoxic Nitrogenous Terpenoids from Two South China Sea Nudibranchs Phyllidiella pustulosa, Phyllidia coelestis, and Their Sponge-Prey Acanthella cavernosa |
| title_full_unstemmed | Cytotoxic Nitrogenous Terpenoids from Two South China Sea Nudibranchs Phyllidiella pustulosa, Phyllidia coelestis, and Their Sponge-Prey Acanthella cavernosa |
| title_short | Cytotoxic Nitrogenous Terpenoids from Two South China Sea Nudibranchs Phyllidiella pustulosa, Phyllidia coelestis, and Their Sponge-Prey Acanthella cavernosa |
| title_sort | cytotoxic nitrogenous terpenoids from two south china sea nudibranchs phyllidiella pustulosa phyllidia coelestis and their sponge prey acanthella cavernosa |
| topic | nitrogenous terpenoids South China Sea sponge nudibranch cytotoxicity |
| url | http://www.mdpi.com/1660-3397/17/1/56 |
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