TY - JOUR
T1 - Protease inhibitors from a Slovenian Lake Bled toxic waterbloom of the cyanobacterium Planktothrix rubescens
AU - Grach-Pogrebinsky, Olga
AU - Sedmak, Bojan
AU - Carmeli, Shmuel
PY - 2003/9/13
Y1 - 2003/9/13
N2 - Three new protease inhibitors, planktopeptin BL1125, planktopeptin BL843 and planktopeptin BL1061 were isolated, along with three known compounds, anabaenopeptin A, anabaenopeptin B and anabaenopeptin F from the hydrophilic extract of Planktothrix rubescens. The planar structure of the new compounds was determined by homonuclear and inverse-heteronuclear 2D NMR techniques as well as high-resolution mass spectrometry. The absolute configuration of the asymmetric centers was studied using Marfey's method for HPLC and by comparison of the acid hydrolysate with authentic samples on a chiral HPLC column. The new peptides were found to be elastase and chymotrypsin inhibitors.
AB - Three new protease inhibitors, planktopeptin BL1125, planktopeptin BL843 and planktopeptin BL1061 were isolated, along with three known compounds, anabaenopeptin A, anabaenopeptin B and anabaenopeptin F from the hydrophilic extract of Planktothrix rubescens. The planar structure of the new compounds was determined by homonuclear and inverse-heteronuclear 2D NMR techniques as well as high-resolution mass spectrometry. The absolute configuration of the asymmetric centers was studied using Marfey's method for HPLC and by comparison of the acid hydrolysate with authentic samples on a chiral HPLC column. The new peptides were found to be elastase and chymotrypsin inhibitors.
KW - Cyanobacteria
KW - Natural products
KW - Planktothrix
KW - Protease inhibitors
UR - http://www.scopus.com/inward/record.url?scp=0141643420&partnerID=8YFLogxK
U2 - 10.1016/j.tet.2003.09.006
DO - 10.1016/j.tet.2003.09.006
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AN - SCOPUS:0141643420
SN - 0040-4020
VL - 59
SP - 8329
EP - 8336
JO - Tetrahedron
JF - Tetrahedron
IS - 42
ER -