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.
Cheng
Shi-Yie
SY
Department of Marine Biotechnology and Resources, National Sun Yat-sen University, Kaohsiung 804, Taiwan, Republic of China.
Huang
Ki-Jhih
KJ
Wang
Shang-Kwei
SK
Wen
Zhi-Horng
ZH
Chen
Pei-Wen
PW
Duh
Chang-Yih
CY
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