New 11,20-Epoxybriaranes from the Gorgonian Coral <i>Junceella fragilis</i> (Ellisellidae)

Two new 11,20-epoxybriaranes, fragilides P (<b>1</b>) and Q (<b>2</b>), as well as two known analogues, robustolide F (<b>3</b>) and juncin Z (<b>4</b>), were obtained from the gorgonian coral <i>Junceella fragilis</i>. The structures, incl...

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Main Authors: Chia-Cheng Lin, Jui-Hsin Su, Wu-Fu Chen, Zhi-Hong Wen, Bo-Rong Peng, Lin-Cyuan Huang, Tsong-Long Hwang, Ping-Jyun Sung
Format: Article
Language:English
Published: MDPI AG 2019-07-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/24/13/2487
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spelling doaj-c16a1760fd014d7eb4af7e826b8b48d62020-11-25T01:03:03ZengMDPI AGMolecules1420-30492019-07-012413248710.3390/molecules24132487molecules24132487New 11,20-Epoxybriaranes from the Gorgonian Coral <i>Junceella fragilis</i> (Ellisellidae)Chia-Cheng Lin0Jui-Hsin Su1Wu-Fu Chen2Zhi-Hong Wen3Bo-Rong Peng4Lin-Cyuan Huang5Tsong-Long Hwang6Ping-Jyun Sung7Department of Neurosurgery, Kaohsiung Chang Gung Memorial Hospital and Chang Gung University College of Medicine, Kaohsiung 833, TaiwanNational Museum of Marine Biology and Aquarium, Pingtung 944, TaiwanDepartment of Neurosurgery, Kaohsiung Chang Gung Memorial Hospital and Chang Gung University College of Medicine, Kaohsiung 833, TaiwanDepartment of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, TaiwanNational Museum of Marine Biology and Aquarium, Pingtung 944, TaiwanNational Museum of Marine Biology and Aquarium, Pingtung 944, TaiwanResearch Center for Chinese Herbal Medicine, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 333, TaiwanNational Museum of Marine Biology and Aquarium, Pingtung 944, TaiwanTwo new 11,20-epoxybriaranes, fragilides P (<b>1</b>) and Q (<b>2</b>), as well as two known analogues, robustolide F (<b>3</b>) and juncin Z (<b>4</b>), were obtained from the gorgonian coral <i>Junceella fragilis</i>. The structures, including the absolute configurations of briaranes <b>1</b> and <b>2</b>, were elucidated by using spectroscopic methods and comparing the spectroscopic and rotation data with those of known related analogues. Briarane <b>4</b> decreased the generation of superoxide anions by human neutrophils. The propionate group in <b>1</b> is rarely found.https://www.mdpi.com/1420-3049/24/13/2487<i>Junceella fragilis</i>fragilidebriaranesuperoxide anion
collection DOAJ
language English
format Article
sources DOAJ
author Chia-Cheng Lin
Jui-Hsin Su
Wu-Fu Chen
Zhi-Hong Wen
Bo-Rong Peng
Lin-Cyuan Huang
Tsong-Long Hwang
Ping-Jyun Sung
spellingShingle Chia-Cheng Lin
Jui-Hsin Su
Wu-Fu Chen
Zhi-Hong Wen
Bo-Rong Peng
Lin-Cyuan Huang
Tsong-Long Hwang
Ping-Jyun Sung
New 11,20-Epoxybriaranes from the Gorgonian Coral <i>Junceella fragilis</i> (Ellisellidae)
Molecules
<i>Junceella fragilis</i>
fragilide
briarane
superoxide anion
author_facet Chia-Cheng Lin
Jui-Hsin Su
Wu-Fu Chen
Zhi-Hong Wen
Bo-Rong Peng
Lin-Cyuan Huang
Tsong-Long Hwang
Ping-Jyun Sung
author_sort Chia-Cheng Lin
title New 11,20-Epoxybriaranes from the Gorgonian Coral <i>Junceella fragilis</i> (Ellisellidae)
title_short New 11,20-Epoxybriaranes from the Gorgonian Coral <i>Junceella fragilis</i> (Ellisellidae)
title_full New 11,20-Epoxybriaranes from the Gorgonian Coral <i>Junceella fragilis</i> (Ellisellidae)
title_fullStr New 11,20-Epoxybriaranes from the Gorgonian Coral <i>Junceella fragilis</i> (Ellisellidae)
title_full_unstemmed New 11,20-Epoxybriaranes from the Gorgonian Coral <i>Junceella fragilis</i> (Ellisellidae)
title_sort new 11,20-epoxybriaranes from the gorgonian coral <i>junceella fragilis</i> (ellisellidae)
publisher MDPI AG
series Molecules
issn 1420-3049
publishDate 2019-07-01
description Two new 11,20-epoxybriaranes, fragilides P (<b>1</b>) and Q (<b>2</b>), as well as two known analogues, robustolide F (<b>3</b>) and juncin Z (<b>4</b>), were obtained from the gorgonian coral <i>Junceella fragilis</i>. The structures, including the absolute configurations of briaranes <b>1</b> and <b>2</b>, were elucidated by using spectroscopic methods and comparing the spectroscopic and rotation data with those of known related analogues. Briarane <b>4</b> decreased the generation of superoxide anions by human neutrophils. The propionate group in <b>1</b> is rarely found.
topic <i>Junceella fragilis</i>
fragilide
briarane
superoxide anion
url https://www.mdpi.com/1420-3049/24/13/2487
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