Antiviral and anti-inflammatory metabolites from the soft coral Sinularia capillosa.
Chemical investigations of the soft coral Sinularia capillosa resulted in the isolation of one new tetraprenylbenzoquinone, capilloquinone (1), two new furanobenzosesquiterpenoids, capillobenzopyranol (2) and capillobenzofuranol (3), one new furanosesquiterpenoid, capillofuranocarboxylate (4), and five previously characterized metabolites, comprising (E)-5-(2,6-dimethylocta-5,7-dienyl)furan-3-carboxylic acid (5), 2-[(2E,6E)-3,7-dimethyl-8-(4-methylfuran-2-yl)octa-2,6-dienyl]-5-methylcyclohexa-2,5-diene-1,4-dione (6), 2-[(2E,6E)-3,7-dimethyl-8-(4-methylfuran-2-yl)octa-2,6-dienyl]-5-methylbenzene-1,4-diol (7), (-)-loliolide (8), and 3,4,11-trimethyl-7-methylenebicyclo[6.3.0]undec-2-en-11alpha-ol (9). The structures of 1-4 were elucidated through extensive spectroscopic analysis. The cytotoxicity, anti-HCMV (human cytomegalovirus) activity, antibacterial activity, and anti-inflammatory effects of 1-9 were evaluated in vitro.
Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan, Republic of China.
Shi-Yie
SY
Cheng
Ki-Jhih
KJ
Huang
Shang-Kwei
SK
Wang
Zhi-Horng
ZH
Wen
Pei-Wen
PW
Chen
Chang-Yih
CY
Duh
D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001419:Bacteria / Q000187:drug effects; D016227:Benzoquinones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D003587:Cytomegalovirus / Q000187:drug effects*; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D007941:Leukemia P388; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
D000894:Anti-Inflammatory Agents, Non-Steroidal; D000998:Antiviral Agents; D016227:Benzoquinones; D012717:Sesquiterpenes; C549667:capillobenzofuranol; C549668:capillobenzopyranol; C549669:capillofuranocarboxylate; C549666:capilloquinone