Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamata
Five carbamate derivatives, obtucarbamates C and D (1, 2), dimethyl ((carbonylbis(azanediyl))bis(2-methyl-5,1-phenylene))dicarbamate (3), obtucarbamates A and B (4, 5), and four aromadendrane-type sesquiterpenoids, (+)-4β-N-methenetauryl-10β-methoxy-1β,5α,6β,7β-aromadendrane (6), (−)-4β-N-methenetau...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2012-01-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.8.18 |
| _version_ | 1831553220596465664 |
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| author | Li-Si Huang Fei He Hui Huang Xiao-Yong Zhang Shu-Hua Qi |
| author_facet | Li-Si Huang Fei He Hui Huang Xiao-Yong Zhang Shu-Hua Qi |
| author_sort | Li-Si Huang |
| collection | DOAJ |
| description | Five carbamate derivatives, obtucarbamates C and D (1, 2), dimethyl ((carbonylbis(azanediyl))bis(2-methyl-5,1-phenylene))dicarbamate (3), obtucarbamates A and B (4, 5), and four aromadendrane-type sesquiterpenoids, (+)-4β-N-methenetauryl-10β-methoxy-1β,5α,6β,7β-aromadendrane (6), (−)-4β-N-methenetauryl-10β-methoxy-1β,5β,6α,7α-aromadendrane (7), (−)-4α,10β-aromadendranediol (8), (+)-4β,10β-aromadendranediol (9) were obtained from the South China Sea gorgonian coral Melitodes squamata Nutting. Compounds 1, 2, 6, and 7 were new, and their structures were established by spectroscopic analyses. Compounds 6 and 7 contained a taurine group that was rarely found in marine natural compounds, and 7 showed moderate antibacterial activity. The possible biosynthesis routes of 1–5 were conjectured. |
| first_indexed | 2024-12-17T03:41:02Z |
| format | Article |
| id | doaj.art-3955318ca5af4f45b51642c959cceef5 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-17T03:41:02Z |
| publishDate | 2012-01-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-3955318ca5af4f45b51642c959cceef52022-12-21T22:05:00ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972012-01-018117017610.3762/bjoc.8.181860-5397-8-18Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamataLi-Si Huang0Fei He1Hui Huang2Xiao-Yong Zhang3Shu-Hua Qi4Key Laboratory of Marine Bio-resources Sustainable Utilization/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, The Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301 Guangdong, ChinaKey Laboratory of Marine Bio-resources Sustainable Utilization/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, The Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301 Guangdong, ChinaKey Laboratory of Marine Bio-resources Sustainable Utilization/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, The Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301 Guangdong, ChinaKey Laboratory of Marine Bio-resources Sustainable Utilization/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, The Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301 Guangdong, ChinaKey Laboratory of Marine Bio-resources Sustainable Utilization/Guangdong Key Laboratory of Marine Materia Medica/RNAM Center for Marine Microbiology, South China Sea Institute of Oceanology, The Chinese Academy of Sciences, 164 West Xingang Road, Guangzhou 510301 Guangdong, ChinaFive carbamate derivatives, obtucarbamates C and D (1, 2), dimethyl ((carbonylbis(azanediyl))bis(2-methyl-5,1-phenylene))dicarbamate (3), obtucarbamates A and B (4, 5), and four aromadendrane-type sesquiterpenoids, (+)-4β-N-methenetauryl-10β-methoxy-1β,5α,6β,7β-aromadendrane (6), (−)-4β-N-methenetauryl-10β-methoxy-1β,5β,6α,7α-aromadendrane (7), (−)-4α,10β-aromadendranediol (8), (+)-4β,10β-aromadendranediol (9) were obtained from the South China Sea gorgonian coral Melitodes squamata Nutting. Compounds 1, 2, 6, and 7 were new, and their structures were established by spectroscopic analyses. Compounds 6 and 7 contained a taurine group that was rarely found in marine natural compounds, and 7 showed moderate antibacterial activity. The possible biosynthesis routes of 1–5 were conjectured.https://doi.org/10.3762/bjoc.8.18carbamategorgonianMelitodes squamatasesquiterpenoid |
| spellingShingle | Li-Si Huang Fei He Hui Huang Xiao-Yong Zhang Shu-Hua Qi Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamata Beilstein Journal of Organic Chemistry carbamate gorgonian Melitodes squamata sesquiterpenoid |
| title | Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamata |
| title_full | Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamata |
| title_fullStr | Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamata |
| title_full_unstemmed | Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamata |
| title_short | Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamata |
| title_sort | carbamate derivatives and sesquiterpenoids from the south china sea gorgonian melitodes squamata |
| topic | carbamate gorgonian Melitodes squamata sesquiterpenoid |
| url | https://doi.org/10.3762/bjoc.8.18 |
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