Novel sesquiterpenoids from the fermentation of Xylaria persicaria are selective ligands for the NPY Y5 receptor.
Neuropeptide Y (NPY) is a polypeptide found in the peripheral and central nervous system and is involved in the regulation of feeding. Antagonists of NPY receptor activation could therefore have potential for development as antiobesity drugs. Fermentation of an isolate of Xylaria persicaria yielded two novel eremophilane sesquiterpenoids xylarenals A (1) and B (2). These compounds are selective for the NPY Y5 receptor but have only modest affinity. The isolation, structure elucidation, and biological activities of these compounds are described.
Smith
Cameron J
CJ
Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, USA. cameron_smith@merck.com.
Morin
Nancy R
NR
Bills
Gerald F
GF
Dombrowski
Anne W
AW
Salituro
Gino M
GM
Smith
Scott K
SK
Zhao
Annie
A
MacNeil
Douglas J
DJ
D000818:Animals; D019440:Anti-Obesity Agents; D001203:Ascomycota / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D020128:Inhibitory Concentration 50; D051379:Mice; D015394:Molecular Structure; D009478:Neuropeptide Y / Q000378:metabolism*; D018377:Neurotransmitter Agents; D009515:New Jersey; D019906:Nuclear Magnetic Resonance, Biomolecular; D017476:Receptors, Neuropeptide Y / Q000037:antagonists & inhibitors* / Q000187:drug effects*; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D019440:Anti-Obesity Agents; D009478:Neuropeptide Y; D018377:Neurotransmitter Agents; D017476:Receptors, Neuropeptide Y; D012717:Sesquiterpenes; C100568:neuropeptide Y5 receptor; C470215:xylarenal A; C470216:xylarenal B