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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...

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Autores principales: Huang, Li-Si, He, Fei, Huang, Hui, Zhang, Xiao-Yong, Qi, Shu-Hua
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3302077/
https://www.ncbi.nlm.nih.gov/pubmed/22423284
http://dx.doi.org/10.3762/bjoc.8.18
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author Huang, Li-Si
He, Fei
Huang, Hui
Zhang, Xiao-Yong
Qi, Shu-Hua
author_facet Huang, Li-Si
He, Fei
Huang, Hui
Zhang, Xiao-Yong
Qi, Shu-Hua
author_sort Huang, Li-Si
collection PubMed
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.
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spelling pubmed-33020772012-03-15 Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamata Huang, Li-Si He, Fei Huang, Hui Zhang, Xiao-Yong Qi, Shu-Hua Beilstein J Org Chem Full Research Paper 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. Beilstein-Institut 2012-01-31 /pmc/articles/PMC3302077/ /pubmed/22423284 http://dx.doi.org/10.3762/bjoc.8.18 Text en Copyright © 2012, Huang et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Huang, Li-Si
He, Fei
Huang, Hui
Zhang, Xiao-Yong
Qi, Shu-Hua
Carbamate derivatives and sesquiterpenoids from the South China Sea gorgonian Melitodes squamata
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 Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3302077/
https://www.ncbi.nlm.nih.gov/pubmed/22423284
http://dx.doi.org/10.3762/bjoc.8.18
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