Synthesis and pharmacological activities of some sesquiterpene quinones and hydroquinones.
Synthesis of protected siphonodictyal C was achieved via drim-7-en-11-al. Some sesquiterpene quinones and hydroquinones were tested for their pharmacological activities in assays in search of antiproliferative, cytotoxic, antiphlogistic, antirheumatic and anti-inflammatory drugs. Wiedendiol B is a ten times stronger cyclooxygenase-2 inhibitor than the reference compound indomethacine. Cyclooxygenase-2 inhibitors are drugs with antiphlogistic and antirheumatic activity.
Laube
Thorsten
T
Lehrstuhl für Organische Chemie, NW II, Universität Bayreuth, Bayreuth, Germany.
Bernet
Andreas
A
Dahse
Hans-Martin
HM
Jacobsen
Ilse D
ID
Seifert
Karlheinz
K
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D018501:Antirheumatic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D052246:Cyclooxygenase 2 Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D004305:Dose-Response Relationship, Drug; D006367:HeLa Cells; D006801:Humans; D006873:Hydroquinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D020014:K562 Cells; D051379:Mice; D011809:Quinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000893:Anti-Inflammatory Agents; D018501:Antirheumatic Agents; D052246:Cyclooxygenase 2 Inhibitors; D006873:Hydroquinones; D011809:Quinones; D012717:Sesquiterpenes