Dysiherbols A-C and Dysideanone E, Cytotoxic and NF-κB Inhibitory Tetracyclic Meroterpenes from a Dysidea sp. Marine Sponge

  • J Nat Prod. 2016 Feb 26;79(2):406-11. doi: 10.1021/acs.jnatprod.5b01079.
Wei-Hua Jiao  1 ,  Guo-Hua Shi  1 ,  Ting-Ting Xu  1 ,  Guo-Dong Chen  2 ,  Bin-Bin Gu  1 ,  Zhuo Wang  1 ,  Shuang Peng  1  3 ,  Shu-Ping Wang  1 ,  Jia Li  4 ,  Bing-Nan Han  1 ,  Wei Zhang  3 ,  Hou-Wen Lin  1
Affiliations
  • 1. Research Center for Marine Drugs, Department of Pharmacy, State Key Laboratory of Oncogenes and Related Genes, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University , Shanghai 200127, People's Republic of China.
  • 2. Institute of Traditional Chinese Medicine and Natural Products, Jinan University , Guangzhou 510632, People's Republic of China.
  • 3. Center for Marine Bioproducts Development, Flinders University , Adelaide 5001, Australia.
  • 4. National Center for Drug Screening, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , Shanghai, 201203, People's Republic of China.
PMID: 26863083 DOI: 10.1021/acs.jnatprod.5b01079
Abstract

Four new tetracyclic meroterpnes, dysiherbols A-C (1-3) and dysideanone E (4), were isolated from a Dysidea sp. marine Sponge collected from the South China Sea. Their complete structures and absolute configurations were unambiguously determined by a combination of NMR spectroscopic data, ECD calculations, and single-crystal X-ray diffraction analysis. Within the sesquiterpene quinol structures, dysiherbols A-C possess an intriguing 6/6/5/6-fused tetracyclic carbon skeleton. The NF-κB inhibitory and cytotoxic activity evaluation disclosed that dysiherbol A (1) showed potent activity with respective IC50 values of 0.49 and 0.58 μM, which were about 10-fold and 20-fold more potent than those of dysiherbols B (2) and C (3), which feature hydroxy and ketone carbonyl groups at the C-3 position.