10391-47-6

Usage

Uses

Used in Pharmaceutical Industry:
19-Norkaur-16-en-18-oicacid, 2,15-dihydroxy-, (2b,4a,15a)is used as a potential therapeutic agent for its anti-inflammatory and antioxidant properties. Its ability to modulate inflammation and oxidative stress makes it a promising candidate for the treatment of various inflammatory and oxidative stress-related conditions.
Used in Cancer Therapy:
In the field of oncology, 19-Norkaur-16-en-18-oicacid, 2,15-dihydroxy-, (2b,4a,15a)is being investigated for its potential as an anticancer agent. Its biological activities suggest that it may have the capacity to target cancer cells, inhibit tumor growth, and enhance the effectiveness of conventional cancer treatments. Further research is needed to understand its specific mechanisms of action in cancer therapy.
Used in Cardiovascular Disease Management:
19-Norkaur-16-en-18-oicacid, 2,15-dihydroxy-, (2b,4a,15a)is also being explored for its potential applications in cardiovascular disease management. Its anti-inflammatory and antioxidant properties may contribute to the prevention and treatment of various cardiovascular conditions, such as atherosclerosis, hypertension, and myocardial infarction. More studies are required to determine its efficacy and safety in this context.

Upstream product

• 1398-13-6 atractyloside 
• 17754-44-8 (-)-atractyloside potassium salt 

Downstream Products

• 5691-65-6 Hydroatractylitriol 
• 926026-11-1 C₃₆H₃₉NO₆ 
• 926026-17-7 C₂₇H₃₆O₅SN₂ 

Relevant academic research and scientific papers

Structural characterization and antimicrobial evaluation of atractyloside, atractyligenin, and 15-didehydroatractyligenin methyl ester

We report the first complete structure elucidation of the ent-kaurane diterpenoid glycoside atractyloside (1) by means of NMR and X-ray diffractometry techniques. Extensive one- and two-dimensional NMR experiments were employed to assign the proton and carbon signals of 1, and crystallography experiments established the configurations of all stereogenic centers. Furthermore, we present a novel semisynthetic route for the preparation of the highly cytotoxic aglycone derivative of 1, 15-didehydroatractyligenin methyl ester (3). All compounds were tested for their antibiotic activity against Enterococcus faecalis, Escherichia coli, and several strains of Staphylococcus aureus, including fluoroquinoloneresistant (SA1199B) and two epidemic MRSA (EMRSA-15 and -16) strains. Compound 3 exhibited moderate activity against all of the Staph. aureus strains with an MIC value of 128 mg/L.

Inunicosides A?K, rare polyacylated ent-kaurane diterpenoid glycosides from the flowers of Inula japonica

Inunicosides A?K (1–11), eleven unusual polyacylated ent-kaurane diterpenoid glycosides, were isolated from the flowers of a traditional Chinese herbal plant Inula japonica. Their structures with absolute configurations were determined on the basis of comprehensive spectroscopic analyses, chemical degradation, enzymatic hydrolysis and ECD experiments. Among these isolates, inunicoside K (11) showed mild antibacterial activity against Staphylococcus aureus ATCC 25923. Diterpene constituents have been rarely reported in the Inula species, and thus the discovery of this panel of compounds greatly enriches the chemical diversity of metabolites from the genus Inula.

2-O-β-D-Glucopyranosyl-carboxyatractyligenin from Coffea L. inhibits adenine nucleotide translocase in isolated mitochondria but is quantitatively degraded during coffee roasting

Atractyloside (1) and carboxyatractyloside (2) are well-known inhibitors of the adenine nucleotide translocase (ANT) in mitochondria, thus effectively blocking oxidative phosphorylation. Structurally related derivatives atractyligenin (3), 2-O-b-D-glucopyranosyl-atractyligenin (4), 3′-O-β-D-glucopyranosyl-2′-Oisovaleryl-2β-(2-desoxy- atractyligenin)-β-D-glucopyranoside (5), and 2-O-β-D-glucopyranosyl- carboxyatractyligenin (6) were isolated from raw beans of Coffea L. and the impact of 1-6 on ANT activity was evaluated in isolated mitochondria. Among the coffee components, 6 significantly inhibited ANT activity leading to reduced respiration. Quantitative analysis in commercial coffees, experimental roastings of coffee, and model experiments using purified compound 6 consistently revealed a complete degradation during thermal treatment. In comparison, raw coffee extracts were found to contain high levels of 6, which are therefore expected to be present in food products enriched with raw coffee extracts. This implies the necessity of analytically controlling the levels of 6 in raw coffee extracts when used as additives for food products.