TY - JOUR
T1 - Protein kinase and HDAC inhibitors from the endophytic fungus epicoccum nigrum
AU - El Amrani, Mustapha
AU - Lai, Daowan
AU - Debbab, Abdessamad
AU - Aly, Amal H.
AU - Siems, Karsten
AU - Seidel, Carole
AU - Schnekenburger, Michael
AU - Gaigneaux, Anthoula
AU - Diederich, Marc
AU - Feger, Daniel
AU - Lin, Wenhan
AU - Proksch, Peter
PY - 2014/1/24
Y1 - 2014/1/24
N2 - A chemical investigation of the endophytic fungus Epicoccum nigrum isolated from leaves of Mentha suaveolens collected in Morocco resulted in the isolation of five new polyketides, epicocconigrones A and B (1 and 2), 3-methoxyepicoccone B (3), 3-methoxyepicoccone (4), and 2,3,4-trihydroxy-6- (methoxymethyl)-5-methylbenzaldehyde (5), together with five known compounds (6-10). The structures of the new compounds were unambiguously determined by extensive analysis of the 1D and 2D NMR and mass spectroscopic data. Compounds 1 and 10 showed potent inhibition of at least 15 protein kinases with IC 50 values ranging from 0.07 to 9.00 μM. Moreover, compounds 1 and 10 inhibited histone deacetylase (HDAC) activities with IC50 values of 9.8 and 14.2 μM, respectively. A preliminary structure-activity relationship is discussed. Interestingly, compounds 1 and 10 exert mainly cytostatic effects in human lymphoma RAJI and U-937 cell lines.
AB - A chemical investigation of the endophytic fungus Epicoccum nigrum isolated from leaves of Mentha suaveolens collected in Morocco resulted in the isolation of five new polyketides, epicocconigrones A and B (1 and 2), 3-methoxyepicoccone B (3), 3-methoxyepicoccone (4), and 2,3,4-trihydroxy-6- (methoxymethyl)-5-methylbenzaldehyde (5), together with five known compounds (6-10). The structures of the new compounds were unambiguously determined by extensive analysis of the 1D and 2D NMR and mass spectroscopic data. Compounds 1 and 10 showed potent inhibition of at least 15 protein kinases with IC 50 values ranging from 0.07 to 9.00 μM. Moreover, compounds 1 and 10 inhibited histone deacetylase (HDAC) activities with IC50 values of 9.8 and 14.2 μM, respectively. A preliminary structure-activity relationship is discussed. Interestingly, compounds 1 and 10 exert mainly cytostatic effects in human lymphoma RAJI and U-937 cell lines.
UR - http://www.scopus.com/inward/record.url?scp=84893061095&partnerID=8YFLogxK
U2 - 10.1021/np4005745
DO - 10.1021/np4005745
M3 - Article
C2 - 24328302
AN - SCOPUS:84893061095
SN - 0163-3864
VL - 77
SP - 49
EP - 56
JO - Journal of Natural Products
JF - Journal of Natural Products
IS - 1
ER -