title: Bioactive isoquinolinequinone alkaloids from the South China Sea nudibranch Jorunna funebris and its sponge-prey Xestospongia sp.
abstract: BACKGROUND
  Nudibranchs are slug-like invertebrates, well known as rich sources of biologically active secondary metabolites with highly chemical diversity and complexity. The production of such interesting metabolites was possibly influenced by their diet relationship with sponges such as Xestospongia.
  
  
  RESULTS
  Our continuous investigation of South China Sea nudibranch Jorunna funebris and its sponge-prey Xestospongia sp. led to the isolation of two new and eight known metabolites (1-10). The absolute configurations were determined by time-dependent density functional theory (TDDFT) electronic circular dichroism (ECD) method and by the comparison of ECD spectra. In bioassays, 1-4 and 7 showed strong NF-κB inhibitory activity, 4-6 exhibited considerable cytotoxicity against A549 and HL-60 tumor cell lines.
  
  
  CONCLUSIONS
  Five unusual isoquinolinequinones (3, 7-10) were discovered from both two animals, further confirmed their predator-prey relationship. Preliminary bioassay results and structure-activity relationship studies suggested that several isolated compounds were potential to be drug leads.
authors.affiliation: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China.
authors.forename: Ren-Yong
authors.initials: RY
authors.lastname: Huang
authors.affiliation: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China.
authors.forename: Wen-Ting
authors.initials: WT
authors.lastname: Chen
authors.affiliation: Department of Organic Chemistry, University of Debrecen, PO Box 20, 4010 Debrecen, Hungary.
authors.forename: Tibor
authors.initials: T
authors.lastname: Kurtán
authors.affiliation: Department of Organic Chemistry, University of Debrecen, PO Box 20, 4010 Debrecen, Hungary.
authors.forename: Attila
authors.initials: A
authors.lastname: Mándi
authors.affiliation: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China.
authors.forename: Jian
authors.initials: J
authors.lastname: Ding
authors.affiliation: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China.
authors.forename: Jia
authors.initials: J
authors.lastname: Li
authors.affiliation: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China.
authors.forename: Xu-Wen
authors.initials: XW
authors.lastname: Li
authors.affiliation: State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China.
authors.forename: Yue-Wei
authors.initials: YW
authors.lastname: Guo
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D002942:Circular Dichroism; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D049851:Gastropoda / Q000737:chemistry*; D018922:HL-60 Cells; D006801:Humans; D007546:Isoquinolines / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D008968:Molecular Conformation; D016328:NF-kappa B / Q000037:antagonists & inhibitors; D011789:Quantum Theory; D011809:Quinones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D013329:Structure-Activity Relationship; D047131:Xestospongia / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D000970:Antineoplastic Agents; D007546:Isoquinolines; D016328:NF-kappa B; D011809:Quinones
keywords: NF-κB signaling pathway; TDDFT ECD; epimer; tetrahydroisoquinolinequinone