TY - JOUR
T1 - Chemical modification and structure-activity relationships of pyripyropenes. 2. 1,11-cyclic analogs
AU - Obata, Rika
AU - Sunazuka, Toshiaki
AU - Kato, Yumiko
AU - Tomoda, Hiroshi
AU - Harigaya, Yoshihiro
AU - Omura, Satoshi
PY - 1996/1/1
Y1 - 1996/1/1
N2 - A series of 1,11-cyclic analogs of pyripyropene A were prepared. Replacement of the 1,11-acyl groups of pyripyropenes with 1,11-cyclic acetals effectively improved in vitro acyl CoA:cholesterol acyltransferase (ACAT) inhibitory activity. Especially noteworthy is benzylidene acetal analog 35, the most potent inhibitor (IC50 = 5.6 nM) among the derivatives prepared so far, which showed 16 times more potent inhibitory activity than pyripyropene A.
AB - A series of 1,11-cyclic analogs of pyripyropene A were prepared. Replacement of the 1,11-acyl groups of pyripyropenes with 1,11-cyclic acetals effectively improved in vitro acyl CoA:cholesterol acyltransferase (ACAT) inhibitory activity. Especially noteworthy is benzylidene acetal analog 35, the most potent inhibitor (IC50 = 5.6 nM) among the derivatives prepared so far, which showed 16 times more potent inhibitory activity than pyripyropene A.
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U2 - 10.7164/antibiotics.49.1149
DO - 10.7164/antibiotics.49.1149
M3 - Article
C2 - 8982344
AN - SCOPUS:0029857704
SN - 0021-8820
VL - 49
SP - 1149
EP - 1156
JO - Journal of Antibiotics
JF - Journal of Antibiotics
IS - 11
ER -