Halistanol disulfate B, a novel sulfated sterol from the sponge Pachastrella sp.: inhibitor of endothelin converting enzyme.
As part of a search for novel inhibitors of endothelin converting enzyme (ECE), the MeOH extract of a South African sponge, Pachastrella sp., was shown to be active. Bioassay-guided fractionation of the extract yielded a novel sterol sulfate, halistanol disulfate B (1). The structure and stereochemistry of 1 was established mainly by interpretation of spectral data. Disulfate (1) was found to be active at a micromolar concentration in the ECE assay.
Patil
A D
AD
Department of Biomolecular Discovery, SmithKline Beecham Pharmaceuticals, Research and Development, King of Prussia, Pennsylvania 19406-0939, USA. Ashok_D_Patil@sbphrd.com
Freyer
A J
AJ
Breen
A
A
Carte
B
B
Johnson
R K
RK
D000818:Animals; D016282:Aspartic Acid Endopeptidases / Q000037:antagonists & inhibitors*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D000072396:Endothelin-Converting Enzymes; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008666:Metalloendopeptidases; D011161:Porifera / Q000737:chemistry*; D011994:Recombinant Proteins / Q000737:chemistry / Q000494:pharmacology; D013055:Spectrophotometry, Infrared; D013261:Sterols / Q000302:isolation & purification* / Q000494:pharmacology
D011994:Recombinant Proteins; D013261:Sterols; C100906:halistanol disulfate B; D016282:Aspartic Acid Endopeptidases; D008666:Metalloendopeptidases; D000072396:Endothelin-Converting Enzymes