A new β-glucuronidase inhibiting butyrolactone from the marine endophytic fungus Aspergillus terreus.
An endophytic fungus Aspergillus terreus, var. boedijnii (Blochwitz) was isolated from red marine alga Laurencia ceylanica, J. Agardh, cultured in large scale and extracted with EtOAc. The above-mentioned extract yielded a new butyrolactone, 3-hydroxy-4-(4-hydroxyphenyl)-5-methoxycarbonyl-5-(4-hydroxy-3-formylbenzyl)-2,5-dihydro-2-furanone (1), along with the previously reported nine compounds, butyrolactone-1 (2), 6-hydroxymellin (3), (3 R, 4 R)-6,7-dimethoxy-4-hydroxymellin (4), (+)-territonin (5), (+)-territonin-A (6), (+)-asterrelenin (7), (+)-terrein (8), oleic acid (9) and glucopyranosyl-β-sitosterol (10), on column and preparative thin-layer chromatography. Compounds 1-8 were subjected to β-glucuronidase inhibitory activity test, and 1 showed a remarkable activity, while 2 and 7 showed moderate activity.
Natural Products Programme, Institute of Fundamental Studies, Kandy, Sri Lanka.
M H
MH
Haroon
S R
SR
Premaratne
M Iqbal
MI
Choudhry
H R W
HR
Dharmaratne
D015107:4-Butyrolactone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology; D059001:Aquatic Organisms / Q000382:microbiology; D001230:Aspergillus / Q000737:chemistry*; D001593:Benzyl Compounds / Q000737:chemistry / Q000494:pharmacology*; D003517:Cyclopentanes / Q000302:isolation & purification / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical / Q000379:methods; D060026:Endophytes / Q000737:chemistry; D004791:Enzyme Inhibitors / Q000737:chemistry / Q000494:pharmacology*; D005966:Glucuronidase / Q000037:antagonists & inhibitors*; D020128:Inhibitory Concentration 50; D044722:Laurencia / Q000382:microbiology; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
C586164:3-hydroxy-4-(4-hydroxyphenyl)-5-methoxycarbonyl-5-(4-hydroxy-3-formylbenzyl)-2,5-dihydro-2-furanone; D001593:Benzyl Compounds; D003517:Cyclopentanes; D004791:Enzyme Inhibitors; C439087:terrein; D005966:Glucuronidase; D015107:4-Butyrolactone