Oploxynes A and B, polyacetylenes from the stems of Oplopanax elatus.
Two new polyacetylenes, oploxynes A (1) and B (2), and the known oplopandiol (3) and falcarindiol (4) were isolated from the stem of Oplopanax elatus. The structures of compounds 1 and 2 were determined to be 9,10-epoxyheptadeca-4,6-diyne-3,8-diol and 10-methoxyheptadeca-4,6-diyne-3,8,9-triol, respectively, on the basis of their UV, MS, and NMR data. The absolute configurations of these compounds were determined using the modified Mosher's method and acetonide formation. Oploxyne A (1), oplopandiol (3), and falcarindiol (4) inhibited the formation of nitric oxide (NO) and prostaglandin E(2) (PGE(2)) in lipopolysaccharide (LPS)-induced murine macrophage RAW 267.7 cells.
Yang
Min Cheol
MC
Natural Products Research Center, Korea Institute of Science and Technology, Gangneung, Gangwon-do 210-340, Republic of Korea.
Kwon
Hak Cheol
HC
Kim
Young-Joo
YJ
Lee
Kang Ro
KR
Yang
Hyun Ok
HO
D000818:Animals; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000096:biosynthesis; D028002:Oplopanax / Q000737:chemistry*; D018547:Plant Stems / Q000737:chemistry; D053279:Polyynes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
D008070:Lipopolysaccharides; C550045:oploxyne A; C550046:oploxyne B; D053279:Polyynes; D009569:Nitric Oxide