Maleimide and maleic anhydride derivatives from the mycelia of Antrodia cinnamomea and their nitric oxide inhibitory activities in macrophages.
On cultivation of the fungus Antrodia cinnamomea (BCRC 36799) on a medium, the mycelium was extracted and evaluated for nitric oxide (NO) inhibitory activity. Bioactivity-directed fractionation led to the isolation of two new maleimide derivatives, antrocinnamomins A (1) and B (2), and two new maleic anhydride derivatives, antrocinnamomins C (3) and D (4), along with three known compounds, 3-isobutyl-4-[4-(3-methyl-2-butenyloxy)phenyl]furan-2,5-dione (5), 3-isobutyl-4-[4-(3-methyl-2-butenyloxy)phenyl]-1H-pyrrole-2,5-dione (6), and 3-isobutyl-4-[4-(3-methyl-2-butenyloxy)phenyl]-1H-pyrrol-1-ol-2,5-dione (7). Structural elucidation of compounds 1-4 was carried out by spectroscopic data. Compound 1 displayed significant inhibitory effect on nitric oxide (NO) production.
Wu
Ming-Der
MD
Food Industry Research and Development Institute, No 331, Shih-Pin Road, Hsinchu 300, Taiwan, Republic of China.
Cheng
Ming-Jen
MJ
Wang
Bor-Cheh
BC
Yech
Yi-Jen
YJ
Lai
Jinn-Tsyy
JT
Kuo
Yao-Haur
YH
Yuan
Gwo-Fang
GF
Chen
Ih-Sheng
IS
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000187:drug effects*; D008301:Maleimides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D051379:Mice; D025282:Mycelium / Q000737:chemistry; D009569:Nitric Oxide / Q000037:antagonists & inhibitors*; D020072:Polyporales / Q000737:chemistry*; D013624:Taiwan
D000894:Anti-Inflammatory Agents, Non-Steroidal; D008070:Lipopolysaccharides; D008301:Maleimides; C531487:antrocinnamomin A; C531488:antrocinnamomin B; C043592:maleimide; D009569:Nitric Oxide