Rigidone, a sesquiterpene o-quinone from the gorgonian Pseudopterogorgia rigida.
As part of a search for novel biologically active compounds in the Macrophage Scavenger Receptor (MSR) assay, the EtOAc extract of a gorgonian coral, Pseudopterogorgia rigida, was shown to be active. Bioassay-guided fractionation of the extract yielded curcuphenol, curcuhydroquinone, curcuquinone, and a novel o-quinone, rigidone (1). The structure and stereochemistry of 1 was determined by interpretation of spectral data and chemical transformation.
Freyer
A J
AJ
Department of Biomolecular Discovery, SmithKline Beecham Pharmaceuticals, Research and Development, King of Prussia, Pennsylvania 19406-0939, USA. Alan_J_Freyer@sbphrd.com
Patil
A D
AD
Killmer
L
L
Zuber
G
G
Myers
C
C
Johnson
R K
RK
D000818:Animals; D015815:Cell Adhesion Molecules / Q000187:drug effects / Q000378:metabolism*; D002460:Cell Line; D003063:Cnidaria / Q000737:chemistry*; D006801:Humans; D007668:Kidney / Q000187:drug effects / Q000378:metabolism; D009682:Magnetic Resonance Spectroscopy; D011809:Quinones / Q000302:isolation & purification* / Q000494:pharmacology; D011971:Receptors, Immunologic / Q000187:drug effects / Q000378:metabolism*; D051116:Receptors, Scavenger
D015815:Cell Adhesion Molecules; D011809:Quinones; D011971:Receptors, Immunologic; D051116:Receptors, Scavenger; C105642:rigidone