Relative and Absolute Stereochemistry of Diacarperoxides: Antimalarial Norditerpene Endoperoxides from Marine Sponge Diacarnus megaspinorhabdosa
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
Affiliations
Fan Yang
Key Laboratory for Marine Drugs, Department of Pharmacy, Renji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200127, China
Yike Zou
Department of Pharmacognosy and National Center for Natural Products Research (NCNPR), School of Pharmacy, The University of Mississippi, Oxford, MS 38677, USA
Ru-Ping Wang
Key Laboratory for Marine Drugs, Department of Pharmacy, Renji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200127, China
Mark T. Hamann
Department of Pharmacognosy and National Center for Natural Products Research (NCNPR), School of Pharmacy, The University of Mississippi, Oxford, MS 38677, USA
Hong-Jun Zhang
Dujiangyan Center of Aeromedical Assessment and Training of Air Force, Dujiangyan 611830, China
Wei-Hua Jiao
Key Laboratory for Marine Drugs, Department of Pharmacy, Renji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200127, China
Bing-Nan Han
Key Laboratory for Marine Drugs, Department of Pharmacy, Renji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200127, China
Shao-Jiang Song
School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China
Hou-Wen Lin
Key Laboratory for Marine Drugs, Department of Pharmacy, Renji Hospital, Shanghai Jiao Tong University School of Medicine, Shanghai 200127, China
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.
