Staplabin, a novel fungal triprenyl phenol which stimulates the binding of plasminogen to fibrin and U937 cells.
A novel triprenyl phenol, designated staplabin, has been isolated from a culture of Stachybotrys microspora IFO 30018 by solvent extraction and successive chromatographic fractionation using silica gel, Sephadex LH-20 and silica ODS columns. By a combination of spectroscopic analyses, the structure of staplabin is proposed to be 5-(2-(5,7-dihydroxy-8-methyl-8-(4,8-dimethyl-3,7-nonadienyl)-3-oxo -7, 8-dihydro-6H-pyrano[2,3-e][1,3]dihydroisoindolyl)pentanoic acid. Staplabin stimulated the binding of plasminogen, the zymogen of the fibrinolytic serine protease plasmin, to both fibrin and U937 cells. Binding was elevated 2-fold at a concentration of 0.3 approximately 0.5 mM.
Shinohara
C
C
Department of Applied Biological Science, Tokyo Noko University, Japan.
Hasumi
K
K
Hatsumi
W
W
Endo
A
A
D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology*; D002460:Cell Line; D005337:Fibrin / Q000378:metabolism*; D006801:Humans; D007457:Iodine Radioisotopes; D010958:Plasminogen / Q000378:metabolism*; D010960:Plasminogen Activators / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology*; D011485:Protein Binding; D011760:Pyrrolidinones / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism / Q000494:pharmacology*; D011869:Radioligand Assay; D013191:Stachybotrys / Q000378:metabolism
D001578:Benzopyrans; D007457:Iodine Radioisotopes; D011760:Pyrrolidinones; C103026:staplabin; D005337:Fibrin; D010958:Plasminogen; D010960:Plasminogen Activators