Relative and Absolute Stereochemistry of Diacarperoxides: Antimalarial Norditerpene Endoperoxides from Marine Sponge Diacarnus megaspinorhabdosa

Five new norditerpene endoperoxides, named diacarperoxides H–L (1–5), and a new norditerpene diol, called diacardiol B (6), were isolated from the South China Sea sponge, Diacarnus megaspinorhabdosa. Their structures, including conformations and absolute configurations, were determined by using spec...

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Main Authors: Fan Yang, Yike Zou, Ru-Ping Wang, Mark T. Hamann, Hong-Jun Zhang, Wei-Hua Jiao, Bing-Nan Han, Shao-Jiang Song, Hou-Wen Lin
Format: Article
Language:English
Published: MDPI AG 2014-08-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/12/8/4399
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author Fan Yang
Yike Zou
Ru-Ping Wang
Mark T. Hamann
Hong-Jun Zhang
Wei-Hua Jiao
Bing-Nan Han
Shao-Jiang Song
Hou-Wen Lin
author_facet Fan Yang
Yike Zou
Ru-Ping Wang
Mark T. Hamann
Hong-Jun Zhang
Wei-Hua Jiao
Bing-Nan Han
Shao-Jiang Song
Hou-Wen Lin
author_sort Fan Yang
collection DOAJ
description Five new norditerpene endoperoxides, named diacarperoxides H–L (1–5), and a new norditerpene diol, called diacardiol B (6), were isolated from the South China Sea sponge, Diacarnus megaspinorhabdosa. Their structures, including conformations and absolute configurations, were determined by using spectroscopic analyses, computational approaches and chemical degradation. Diacarperoxides H–J (1–3) showed some interesting stereochemical issues, as well as antimalarial activity.
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spelling doaj.art-3bfccd1f58e14c46bf9cdbbb521966cb2022-12-22T01:58:38ZengMDPI AGMarine Drugs1660-33972014-08-011284399441610.3390/md12084399md12084399Relative and Absolute Stereochemistry of Diacarperoxides: Antimalarial Norditerpene Endoperoxides from Marine Sponge Diacarnus megaspinorhabdosaFan Yang0Yike Zou1Ru-Ping Wang2Mark T. Hamann3Hong-Jun Zhang4Wei-Hua Jiao5Bing-Nan Han6Shao-Jiang Song7Hou-Wen Lin8Key Laboratory for Marine Drugs, Department of Pharmacy, Renji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200127, ChinaDepartment of Pharmacognosy and National Center for Natural Products Research (NCNPR), School of Pharmacy, The University of Mississippi, Oxford, MS 38677, USAKey Laboratory for Marine Drugs, Department of Pharmacy, Renji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200127, ChinaDepartment of Pharmacognosy and National Center for Natural Products Research (NCNPR), School of Pharmacy, The University of Mississippi, Oxford, MS 38677, USADujiangyan Center of Aeromedical Assessment and Training of Air Force, Dujiangyan 611830, ChinaKey Laboratory for Marine Drugs, Department of Pharmacy, Renji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200127, ChinaKey Laboratory for Marine Drugs, Department of Pharmacy, Renji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200127, ChinaSchool of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, ChinaKey Laboratory for Marine Drugs, Department of Pharmacy, Renji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200127, ChinaFive new norditerpene endoperoxides, named diacarperoxides H–L (1–5), and a new norditerpene diol, called diacardiol B (6), were isolated from the South China Sea sponge, Diacarnus megaspinorhabdosa. Their structures, including conformations and absolute configurations, were determined by using spectroscopic analyses, computational approaches and chemical degradation. Diacarperoxides H–J (1–3) showed some interesting stereochemical issues, as well as antimalarial activity.http://www.mdpi.com/1660-3397/12/8/4399antimalarialmarine spongeendoperoxide
spellingShingle Fan Yang
Yike Zou
Ru-Ping Wang
Mark T. Hamann
Hong-Jun Zhang
Wei-Hua Jiao
Bing-Nan Han
Shao-Jiang Song
Hou-Wen Lin
Relative and Absolute Stereochemistry of Diacarperoxides: Antimalarial Norditerpene Endoperoxides from Marine Sponge Diacarnus megaspinorhabdosa
Marine Drugs
antimalarial
marine sponge
endoperoxide
title Relative and Absolute Stereochemistry of Diacarperoxides: Antimalarial Norditerpene Endoperoxides from Marine Sponge Diacarnus megaspinorhabdosa
title_full Relative and Absolute Stereochemistry of Diacarperoxides: Antimalarial Norditerpene Endoperoxides from Marine Sponge Diacarnus megaspinorhabdosa
title_fullStr Relative and Absolute Stereochemistry of Diacarperoxides: Antimalarial Norditerpene Endoperoxides from Marine Sponge Diacarnus megaspinorhabdosa
title_full_unstemmed Relative and Absolute Stereochemistry of Diacarperoxides: Antimalarial Norditerpene Endoperoxides from Marine Sponge Diacarnus megaspinorhabdosa
title_short Relative and Absolute Stereochemistry of Diacarperoxides: Antimalarial Norditerpene Endoperoxides from Marine Sponge Diacarnus megaspinorhabdosa
title_sort relative and absolute stereochemistry of diacarperoxides antimalarial norditerpene endoperoxides from marine sponge diacarnus megaspinorhabdosa
topic antimalarial
marine sponge
endoperoxide
url http://www.mdpi.com/1660-3397/12/8/4399
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