Purpactin C
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Enzyme inhibitors |
| Catalog number | BBF-02078 |
| CAS | 133806-61-8 |
| Molecular Weight | 412.43 |
| Molecular Formula | C23H24O7 |
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Description
Purpactin C is a cholesterol acyltransferase (ACAT) inhibitor produced by Pen. purpurogenum FO-6.
Specification
| IUPAC Name | [1-(1'-formyl-4-methoxy-3'-methyl-3,5'-dioxospiro[1-benzofuran-2,6'-cyclohexa-1,3-diene]-5-yl)-3-methylbutyl] acetate |
| Canonical SMILES | CC1=CC(=O)C2(C(=C1)C=O)C(=O)C3=C(O2)C=CC(=C3OC)C(CC(C)C)OC(=O)C |
| InChI | InChI=1S/C23H24O7/c1-12(2)8-18(29-14(4)25)16-6-7-17-20(21(16)28-5)22(27)23(30-17)15(11-24)9-13(3)10-19(23)26/h6-7,9-12,18H,8H2,1-5H3 |
| InChI Key | JFVAWGUDTZFPLP-UHFFFAOYSA-N |
Properties
| Appearance | Yellow Powder |
| Boiling Point | 603.4°C at 760 mmHg |
| Density | 1.27 g/cm3 |
Reference Reading
1. Purpactins, new inhibitors of acyl-CoA:cholesterol acyltransferase produced by Penicillium purpurogenum. I. Production, isolation and physico-chemical and biological properties
H Tomoda, H Nishida, R Masuma, J Cao, S Okuda, S Omura J Antibiot (Tokyo). 1991 Feb;44(2):136-43. doi: 10.7164/antibiotics.44.136.
Penicillium purpurogenum FO-608, a soil isolate, was found to produce a series of new inhibitors of acyl-CoA:cholesterol acyltransferase (ACAT). Three active compounds, designated purpactins, A, B and C, were isolated from the fermentation broth of the producing strain by solvent extraction, silica gel column chromatography and HPLC. Purpactins inhibit ACAT activity in an enzyme assay system using rat liver microsomes with IC50 values of 121 approximately 126 microM. Purpactin A also inhibited cholesterol ester formation in J 774 macrophages, indicating the inhibition of ACAT activity in the living cells by purpactin A.
2. Purpactins, new inhibitors of acyl-CoA:cholesterol acyltransferase produced by Penicillium purpurogenum. II. Structure elucidation of purpactins A, B and C
H Nishida, H Tomoda, J Cao, S Okuda, S Omura J Antibiot (Tokyo). 1991 Feb;44(2):144-51. doi: 10.7164/antibiotics.44.144.
The structure of purpactins, novel acyl-CoA:cholesterol acyltransferase (ACAT) inhibitors, was determined by spectroscopic analyses. Purpactin A was deduced to be 3-1'-acetoxy-11-hydroxy-4-methoxy-9-methyl-3'-methylbutyl-5H, 7H-dibenzo[b,g]-1,5-dioxocin-5-one, purpactin B was 5-1''-acetoxy-6'-hydroxymethyl-4-methoxy-4'-methyl-3''-methylbutyl-spiro [benzofuran-2,1'-cyclohexa-3',5'-diene]-2',3(2H)-dione and purpactin C was 5-1''-acetoxy-6'-formyl-4-methoxy-4'-methyl-3''-methylbutyl-spiro [benzofuran-2,1'-cyclohexa-3',5'-diene]-2',3(2H)-dione. Purpactin A was attributed to 1'-O-acetylpenicillide.
3. Safety efficacy and chemical profiling of water-soluble Talaromyces purpureogenus CFRM02 pigment
Saritha Gopal Pandit, Mohankumari Honganoor Puttananjaiah, Muthukumar Serva Peddha, Mohan Appasaheb Dhale Food Chem. 2020 Apr 25;310:125869. doi: 10.1016/j.foodchem.2019.125869. Epub 2019 Nov 7.
Talaromyces purpureogenus CFRM02 pigments are non-toxic to Artemia franciscana. Further, in acute toxicity study, single dose (50, 300, 1000 and 2000 mg/kg body weight) pigment was administered to female Wistar rats. After 14 days, no evidence of adverse effect on body weight, mortality and clinical signs were observed. Similarly, 28 days sub-acute studies (250-1000 mg/kg body weight) showed no significant changes in food intake, body weight gain and relative weight of vital organs. No signs of toxicity on biochemical, hematological parameters. Histopathological examination of the liver and kidney were normal. There were no marked changes in any of the serum enzymes activities. There were no significant changes in treated and control group (acute and sub-acute). The HRMS data revealed the identification of purpuride, PP-O, PP-R, pentalsamonin, puractin-A, arginine-monascorubrin, purpurquinone-A, ankaflavin, purpactin-C. These results confirmed safety efficacy of T. purpureogenus CFRM02 pigment and suggested applications in food and nutraceuticals.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
