Bioactive 7-Oxabicyclic[6.3.0]lactam and 12-Membered Macrolides from a Gorgonian-Derived Cladosporium sp. Fungus

One new bicyclic lactam, cladosporilactam A (1), and six known 12-membered macrolides (2–7) were isolated from a gorgonian-derived Cladosporium sp. fungus collected from the South China Sea. Their complete structural assignments were elucidated by comprehensive spectroscopic investigation. Quantum c...

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Autores principales: Cao, Fei, Yang, Qin, Shao, Chang-Lun, Kong, Chui-Jian, Zheng, Juan-Juan, Liu, Yun-Feng, Wang, Chang-Yun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4515610/
https://www.ncbi.nlm.nih.gov/pubmed/26198234
http://dx.doi.org/10.3390/md13074171
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author Cao, Fei
Yang, Qin
Shao, Chang-Lun
Kong, Chui-Jian
Zheng, Juan-Juan
Liu, Yun-Feng
Wang, Chang-Yun
author_facet Cao, Fei
Yang, Qin
Shao, Chang-Lun
Kong, Chui-Jian
Zheng, Juan-Juan
Liu, Yun-Feng
Wang, Chang-Yun
author_sort Cao, Fei
collection PubMed
description One new bicyclic lactam, cladosporilactam A (1), and six known 12-membered macrolides (2–7) were isolated from a gorgonian-derived Cladosporium sp. fungus collected from the South China Sea. Their complete structural assignments were elucidated by comprehensive spectroscopic investigation. Quantum chemistry calculations were used in support of the structural determination of 1. The absolute configuration of 1 was determined by calculation of its optical rotation. Cladosporilactam A (1) was the first example of 7-oxabicyclic[6.3.0]lactam obtained from a natural source. Compound 1 exhibited promising cytotoxic activity against cervical cancer HeLa cell line with an IC(50) value of 0.76 μM.
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spelling pubmed-45156102015-07-28 Bioactive 7-Oxabicyclic[6.3.0]lactam and 12-Membered Macrolides from a Gorgonian-Derived Cladosporium sp. Fungus Cao, Fei Yang, Qin Shao, Chang-Lun Kong, Chui-Jian Zheng, Juan-Juan Liu, Yun-Feng Wang, Chang-Yun Mar Drugs Communication One new bicyclic lactam, cladosporilactam A (1), and six known 12-membered macrolides (2–7) were isolated from a gorgonian-derived Cladosporium sp. fungus collected from the South China Sea. Their complete structural assignments were elucidated by comprehensive spectroscopic investigation. Quantum chemistry calculations were used in support of the structural determination of 1. The absolute configuration of 1 was determined by calculation of its optical rotation. Cladosporilactam A (1) was the first example of 7-oxabicyclic[6.3.0]lactam obtained from a natural source. Compound 1 exhibited promising cytotoxic activity against cervical cancer HeLa cell line with an IC(50) value of 0.76 μM. MDPI 2015-07-07 /pmc/articles/PMC4515610/ /pubmed/26198234 http://dx.doi.org/10.3390/md13074171 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 Communication
Cao, Fei
Yang, Qin
Shao, Chang-Lun
Kong, Chui-Jian
Zheng, Juan-Juan
Liu, Yun-Feng
Wang, Chang-Yun
Bioactive 7-Oxabicyclic[6.3.0]lactam and 12-Membered Macrolides from a Gorgonian-Derived Cladosporium sp. Fungus
title Bioactive 7-Oxabicyclic[6.3.0]lactam and 12-Membered Macrolides from a Gorgonian-Derived Cladosporium sp. Fungus
title_full Bioactive 7-Oxabicyclic[6.3.0]lactam and 12-Membered Macrolides from a Gorgonian-Derived Cladosporium sp. Fungus
title_fullStr Bioactive 7-Oxabicyclic[6.3.0]lactam and 12-Membered Macrolides from a Gorgonian-Derived Cladosporium sp. Fungus
title_full_unstemmed Bioactive 7-Oxabicyclic[6.3.0]lactam and 12-Membered Macrolides from a Gorgonian-Derived Cladosporium sp. Fungus
title_short Bioactive 7-Oxabicyclic[6.3.0]lactam and 12-Membered Macrolides from a Gorgonian-Derived Cladosporium sp. Fungus
title_sort bioactive 7-oxabicyclic[6.3.0]lactam and 12-membered macrolides from a gorgonian-derived cladosporium sp. fungus
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4515610/
https://www.ncbi.nlm.nih.gov/pubmed/26198234
http://dx.doi.org/10.3390/md13074171
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