Pyripyropene A (CAS: 147444-03-9)

C₃₁H₃₇NO₁₀

• Antibiotic [1].
• Highly specific inhibitor of acyl-coenzyme A:cholesterol acetyltransferase 2 (ACAT2) [1-6, 8, 9].
• Anti-angiogenic [10].
• Antiatherogenic and antiatherosclerotic agent. Shows cholesterol-lowering and atheroprotective activities. [7, 11, 12].

1. Pyripyropenes, highly potent inhibitors of acyl-CoA:cholesterol acyltransferase produced by Aspergillus fumigatus: S. Omura, et al.; J. Antibiot. (Tokyo) 46, 1168 (1993)
2. Pyripyropenes, novel inhibitors of acyl-CoA:cholesterol acyltransferase produced by Aspergillus fumigatus. II. Structure elucidation of pyripyropenes A, B, C and D: Y.K. Kim, et al.; J. Antibiot. (Tokyo) 47, 154 (1994)
3. Pyripyropenes, novel inhibitors of acyl-CoA:cholesterol acyltransferase produced by Aspergillus fumigatus. I. Production, isolation, and biological properties: H. Tomoda, et al.; J. Antibiot. (Tokyo) 47, 148 (1994)
4. Mass-production of human ACAT-1 and ACAT-2 to screen isoform-specific inhibitor: a different substrate specificity and inhibitory regulation: K.H. Cho, et al.; BBRC 309, 864 (2003)
5. Identification of ACAT1- and ACAT2-specific inhibitors using a novel, cell-based fluorescence assay: individual ACAT uniqueness: A.T. Lada, et al.; J. Lipid Res. 45, 378 (2004)
6. Selectivity of microbial acyl-CoA: cholesterol acyltransferase inhibitors toward isozymes: T. Ohshiro, et al.; J. Antibiot. (Tokyo) 60, 43 (2007)
7. Potential therapeutics for obesity and atherosclerosis: inhibitors of neutral lipid metabolism from microorganisms: H. Tomoda & S. Omura; Pharmacol. Ther. 115, 375 (2007) (Review)
8. Identification of the interaction site within acyl-CoA:cholesterol acyltransferase 2 for the isoform-specific inhibitor pyripyropene A: A. Das, et al.; J. Biol. Chem. 283, 10453 (2008)
9. Selectivity of pyripyropene derivatives in inhibition toward acyl-CoA:cholesterol acyltransferase 2 isozyme: T. Ohshiro, et al.; J. Antibiot. (Tokyo). 61, 503 (2008)
10. Pyripyropenes, fungal sesquiterpenes conjugated with alpha-pyrone and pyridine moieties, exhibits anti-angiogenic activity against human umbilical vein endothelial cells: A. Hayashi, et al.; Biol. Pharm. Bull. 32, 1261 (2009)
11. Pyripyropene A, an acyl-coenzyme A:cholesterol acyltransferase 2-selective inhibitor, attenuates hypercholesterolemia and atherosclerosis in murine models of hyperlipidemia: T. Ohshiro, et al.; Arterioscler. Thromb. Vasc. Biol. 31, 1108 (2011)
12. Isoform-specific inhibitors of ACATs: recent advances and promising developments: T. Ohshiro & H. Tomoda; Future Med. Chem. 3, 2039 (2011) (Review)