52213-27-1

Basic information

• Product Name: Pygenic acid A
• Synonyms: (2alpha,3alpha)-2,3-Dihydroxy-urs-12-en-28-oic acid;Pygenic acid A;2α,3α-Dihydroxy-19β-methyl-30-noroleana-12-ene-28-oic acid;PUNICALAGINS A&B(P);2,3-Dihydroxy-12-ursen-28-oic acid;3-Epicorosolic acid
• CAS NO: 52213-27-1
• Molecular Formula: C₃₀H₄₈O₄
• Molecular Weight: 472.7
• Product Categories: Pentacyclic Triterpenes
• Mol File: 52213-27-1.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pygenic acid A(CAS DataBase Reference)
• NIST Chemistry Reference: Pygenic acid A(52213-27-1)
• EPA Substance Registry System: Pygenic acid A(52213-27-1)

Safety Data

• Hazardous Substances Data: 52213-27-1(Hazardous Substances Data)

Usage

General Description

Pyogenic acid A is a type of pyogenic acid, which is a group of natural products isolated from Pseudomonas aeruginosa and known for their antibacterial and antifungal properties. Pyogenic acid A specifically has been found to exhibit potent antibacterial activity against a range of bacteria, including Staphylococcus aureus and Escherichia coli. It works by disrupting the bacterial cell membrane and inhibiting cell wall biosynthesis. Pyogenic acid A has also been shown to have low toxicity to human cells, making it a potential candidate for the development of new antibiotics. Its unique chemical structure and strong antibacterial activity make it a promising lead compound for further research and potential therapeutic applications.

Upstream product

• 4518-70-1 methyl corosolate 
• 130289-37-1 2α,3α-diacetoxyurs-12-en-28-oic acid 
• 14087-64-0 methyl 2α,3β-diacetoxyurs-12-en-28-oate 
• 869788-73-8 benzyl-2α,3β-dihydroxyurs-12-en-28-oic acid 
• 869788-71-6 benzyl (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-1,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,-11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate 
• 192211-41-9 benzyl (1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,-11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate 
• 869788-72-7 (1S,2R,4aS,6aS,6bR,8aR,12aR,12bR,14bS)-10-Acetoxy-1,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,12,12a,12b,13,14b-hexadecahydro-2H-picene-4a-carboxylic acid benzyl ester 
• 77-52-1 ursolic acid 
• 57498-76-7 (2α,3β)-2,3-bis(acetyloxy)-urs-12-en-28-oic acid 
• 958237-69-9 benzyl-2α-hydroxy-3-oxours-12-en-28-oic acid 
• 63303-42-4 jacoumaric acid 
• 132473-94-0 2α-hydroxy-3-oxourosolic acid 

Downstream Products

• 4518-70-1 methyl corosolate 
• 52213-28-2 methyl 2α,3α-dihydroxyurs-12-en-28-oate 
• 14087-64-0 methyl 2α,3β-diacetoxyurs-12-en-28-oate 
• 57498-76-7 (2α,3β)-2,3-bis(acetyloxy)-urs-12-en-28-oic acid 
• 130289-37-1 2α,3α-diacetoxyurs-12-en-28-oic acid 
• 4547-28-8 2α,3β,28-trihydroxyurs-12-ene 
• 700370-58-7 3β-acetoxy-2α-hydroxyurs-12-en-28-oic acid 
• 869788-73-8 benzyl-2α,3β-dihydroxyurs-12-en-28-oic acid 

Relevant articles and documents

Synthesis of oxygenated oleanolic and ursolic acid derivatives with anti-inflammatory properties

The scalable syntheses of four oxygenated triterpenes have been implemented to access substantial quantities of maslinic acid, 3-epi-maslinic acid, corosolic acid, and 3-epi-corosolic acid. Semi-syntheses proceed starting from the natural products oleanolic acid and ursolic acid. Proceeding over five steps, each of the four compounds can be synthesized on the gram scale. Divergent diastereoselective reductions of α-hydroxy ketones provided access to the four targeted diol containing compounds from two precursors of the oleanane or ursane lineage. These compounds were subsequently evaluated for their ability to inhibit inflammatory gene expression in a mouse model of chemically induced skin inflammation. All compounds possessed the ability to inhibit the expression of one or more inflammatory genes induced by 12-O-tetradecanoylphorbol-13 acetate in mouse skin, however, three of the compounds, corosolic acid, 3-epi-corosolic acid and maslinic acid were more effective than the others. The availability of gram quantities will allow further testing of these compounds for potential anti-inflammatory activities as well as cancer chemopreventive activity.

Process for preparing high purity corosolic acid and high purity ursolic acid

According to the present invention, there is provided a process for preparing corosolic acid comprising the steps of (1) dissolving crude extract of Japanese loquat leaves in alkali and aqueous alcohol and (2) applying the solution to a nonpolar adsorption resin to obtain corosolic acid.

Pentacyclic triterpenes. Part 5: Synthesis and SAR study of corosolic acid derivatives as inhibitors of glycogen phosphorylases

The synthesis and biological evaluation of corosolic acid derivatives and related compounds as inhibitors of rabbit muscle glycogen phosphorylase a is described. Within this series of compounds, 8 (IC50 = 7.31 μM), 12d (IC50 = 3.26 μM), and 12e (IC50 = 5.1 μM) exhibited more potent activities than the parent compound 1 (IC50 = 20 μM). SAR of these compounds is also discussed.