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Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia taeniata
Two new nitrogen-containing verticillene diterpenoids, cespilamides A and B (1 and 2), three new nitrogen-containing sesquiterpenoids, cespilamides C–E (3–5), and five new norverticillene and verticillene diterpenoids, cespitaenins A–E (6–10), were isolated from the Taiwanese soft coral Cespitularia...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2015
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4584355/ https://www.ncbi.nlm.nih.gov/pubmed/26389921 http://dx.doi.org/10.3390/md13095796 |
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author | Wang, Shih-Sheng Cheng, Yuan-Bin Lin, Yu-Chi Liaw, Chia-Ching Chang, Jiun-Yang Kuo, Yao-Haur Shen, Ya-Ching |
author_facet | Wang, Shih-Sheng Cheng, Yuan-Bin Lin, Yu-Chi Liaw, Chia-Ching Chang, Jiun-Yang Kuo, Yao-Haur Shen, Ya-Ching |
author_sort | Wang, Shih-Sheng |
collection | PubMed |
description | Two new nitrogen-containing verticillene diterpenoids, cespilamides A and B (1 and 2), three new nitrogen-containing sesquiterpenoids, cespilamides C–E (3–5), and five new norverticillene and verticillene diterpenoids, cespitaenins A–E (6–10), were isolated from the Taiwanese soft coral Cespitularia taeniata. Compound 1 possesses an unusual oxazo ring system at C-10 while compound 2 displays an unprecedented C–C bond cleavage between C-10 and C-11 with an N-ethylphenyl group at C-10. Biogenetic pathways of 1 and 2 are proposed. The absolute configuration of 1 was confirmed by Mosher’s method and molecular mechanics calculations (MM2). The cytotoxicities of compounds 1–10 were evaluated against a small panel of human cancer cell lines. |
format | Online Article Text |
id | pubmed-4584355 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-45843552015-10-05 Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia taeniata Wang, Shih-Sheng Cheng, Yuan-Bin Lin, Yu-Chi Liaw, Chia-Ching Chang, Jiun-Yang Kuo, Yao-Haur Shen, Ya-Ching Mar Drugs Article Two new nitrogen-containing verticillene diterpenoids, cespilamides A and B (1 and 2), three new nitrogen-containing sesquiterpenoids, cespilamides C–E (3–5), and five new norverticillene and verticillene diterpenoids, cespitaenins A–E (6–10), were isolated from the Taiwanese soft coral Cespitularia taeniata. Compound 1 possesses an unusual oxazo ring system at C-10 while compound 2 displays an unprecedented C–C bond cleavage between C-10 and C-11 with an N-ethylphenyl group at C-10. Biogenetic pathways of 1 and 2 are proposed. The absolute configuration of 1 was confirmed by Mosher’s method and molecular mechanics calculations (MM2). The cytotoxicities of compounds 1–10 were evaluated against a small panel of human cancer cell lines. MDPI 2015-09-15 /pmc/articles/PMC4584355/ /pubmed/26389921 http://dx.doi.org/10.3390/md13095796 Text en © 2015 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Wang, Shih-Sheng Cheng, Yuan-Bin Lin, Yu-Chi Liaw, Chia-Ching Chang, Jiun-Yang Kuo, Yao-Haur Shen, Ya-Ching Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia taeniata |
title | Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia
taeniata |
title_full | Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia
taeniata |
title_fullStr | Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia
taeniata |
title_full_unstemmed | Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia
taeniata |
title_short | Nitrogen-Containing Diterpenoids, Sesquiterpenoids, and Nor-Diterpenoids from Cespitularia
taeniata |
title_sort | nitrogen-containing diterpenoids, sesquiterpenoids, and nor-diterpenoids from cespitularia
taeniata |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4584355/ https://www.ncbi.nlm.nih.gov/pubmed/26389921 http://dx.doi.org/10.3390/md13095796 |
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