AdipoGen Life Sciences

Pyripyropene A

CHF 190.00
In stock
AG-CN2-0106-C250250 µgCHF 190.00
AG-CN2-0106-M0011 mgCHF 560.00
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Product Details
Synonyms (+)-Pyripyropene A; PPPA; FO 1289A
Product Type Chemical
Properties
Formula

C31H37NO10

MW 583.6
CAS 147444-03-9
Source/Host Chemicals Isolated from Aspergillus fumigatus FO-1289.
Purity Chemicals ≥95% (HPLC)
Appearance White solid
Solubility Soluble in methanol, chloroform, ethyl acetate or DMSO. Insoluble in water or hexane.
InChi Key PMMQOFWSZRQWEV-RVTXXDJVSA-N
Smiles [H][C@@]12C[C@H](OC(C)=O)[C@@]3(C)OC4=C([C@H](O)[C@]3([H])[C@@]1(C)CC[C@H](OC(C)=O)C2(C)COC(C)=O)C(=O)OC(=C4)C1=CN=CC=C1
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 3 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • 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].
Product References
  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)
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