Methyl-12,19-diketo-oleananolate acetate
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| Category | Others |
| Catalog number | BBF-04916 |
| CAS | 122746-43-4 |
| Molecular Weight | 542.75 |
| Molecular Formula | C33H50O6 |
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Specification
| Synonyms | 18β-Oleanan-38-oic acid, 3β-hydroxy-12,19-dioxo-, methyl ester, acetate (6CI) |
| IUPAC Name | methyl (4aR,6aR,6bR,8aR,10S,12aR,12bR,14aR,14bS)-10-acetoxy-2,2,6a,6b,9,9,12a-heptamethyl-1,14-dioxoicosahydropicene-4a(2H)-carboxylate |
Properties
| Boiling Point | 584.8±50.0°C (Predicted) |
| Density | 1.13±0.1 g/cm3 (Predicted) |
Reference Reading
1. The Oxidative Response of Human Monocytes to Surface Modified Commercially Pure Titanium
Robert P De Poi, Michael Kowolik, Yoshiki Oshida, Karim El Kholy Front Immunol. 2021 Jun 2;12:618002. doi: 10.3389/fimmu.2021.618002. eCollection 2021.
Cellular responses to implanted biomaterials are key to understanding osseointegration. The aim of this investigation was to determine the in vitro priming and activation of the respiratory burst activity of monocytes in response to surface-modified titanium. Human peripheral blood monocytes of healthy blood donors were separated, then incubated with surface-modified grade 2 commercially pure titanium (CPT) disks with a range of known surface energies and surface roughness for 30- or 60-min. Secondary stimulation by phorbol 12-myrisate 13-acetate (PMA) following the priming phase, and luminol-enhanced-chemiluminescence (LCL) was used to monitor oxygen-dependent activity. Comparison among groups was made by incubation time using one-way ANOVA. One sample from each group for each phase of the experiment was viewed under scanning electron microscopy (SEM) and qualitative comparisons made. The results indicate that titanium is capable of priming peripheral blood monocytes following 60-min incubation. In contrast, 30 min incubation time lead to reduced LCL on secondary stimulation as compared to cells alone. At both time intervals, the disk with the lowest surface energy produced significantly less LCL compared to other samples. SEM examination revealed differences in surface morphology at different time points but not between differently surface-modified disks. These results are consistent with the hypothesis that the titanium surface characteristics influenced the monocyte activity, which may be important in regulating the healing response to these materials.
2. Specific NLRP3 Inhibition Protects Against Diabetes-Associated Atherosclerosis
Arpeeta Sharma, Judy S Y Choi, Nada Stefanovic, Annas Al-Sharea, Daniel S Simpson, Nigora Mukhamedova, Karin Jandeleit-Dahm, Andrew J Murphy, Dmitri Sviridov, James E Vince, Rebecca H Ritchie, Judy B de Haan Diabetes. 2021 Mar;70(3):772-787. doi: 10.2337/db20-0357. Epub 2020 Dec 15.
Low-grade persistent inflammation is a feature of diabetes-driven vascular complications, in particular activation of the Nod-like receptor family pyrin domain containing 3 (NLRP3) inflammasome to trigger the maturation and release of the inflammatory cytokine interleukin-1β (IL-1β). We investigated whether inhibiting the NLRP3 inflammasome, through the use of the specific small-molecule NLRP3 inhibitor MCC950, could reduce inflammation, improve vascular function, and protect against diabetes-associated atherosclerosis in the streptozotocin-induced diabetic apolipoprotein E-knockout mouse. Diabetes led to an approximately fourfold increase in atherosclerotic lesions throughout the aorta, which were significantly attenuated with MCC950 (P < 0.001). This reduction in lesions was associated with decreased monocyte-macrophage content, reduced necrotic core, attenuated inflammatory gene expression (IL-1β, tumor necrosis factor-α, intracellular adhesion molecule 1, and MCP-1; P < 0.05), and reduced oxidative stress, while maintaining fibrous cap thickness. Additionally, vascular function was improved in diabetic vessels of mice treated with MCC950 (P < 0.05). In a range of cell lines (murine bone marrow-derived macrophages, human monocytic THP-1 cells, phorbol 12-myristate 13-acetate-differentiated human macrophages, and aortic smooth muscle cells from humans with diabetes), MCC950 significantly reduced IL-1β and/or caspase-1 secretion and attenuated leukocyte-smooth muscle cell interactions under high glucose or lipopolysaccharide conditions. In summary, MCC950 reduces plaque development, promotes plaque stability, and improves vascular function, suggesting that targeting NLRP3-mediated inflammation is a novel therapeutic strategy to improve diabetes-associated vascular disease.
3. Anti-inflammatory and antinociceptive activities of Croton urucurana Baillon bark
Kátia Wolff Cordeiro, Josyelen Lousada Felipe, Kauê Franco Malange, Pâmela Rafaela do Prado, Patrícia de Oliveira Figueiredo, Fernanda Rodrigues Garcez, Karine de Cássia Freitas, Walmir Silva Garcez, Mônica Cristina Toffoli-Kadri J Ethnopharmacol. 2016 May 13;183:128-135. doi: 10.1016/j.jep.2016.02.051. Epub 2016 Mar 2.
Ethnopharmacological relevance: Croton urucurana (Euphorbiaceae) is popularly used in Brazil to treat inflammatory processes, pain, and gastric ulcers. Aim of study: To evaluate the anti-inflammatory and antinociceptive properties of the methanol extract from the bark of C. urucurana (MECu) in mice and identify its chemical constituents. Materials and methods: The extract was characterized by UHPLC-DAD-ESI-Q-TOF-MS/MS. Extract doses of 25, 100, and 400mg/kg were employed in the biological assays. Evaluation of anti-inflammatory activity was based on paw edema and leukocyte recruitment into the peritoneal cavity of mice, both induced by carrageenan. Abdominal writhing caused by acetic acid and duration of formalin-induced paw-licking were the models employed to evaluate antinociceptive activity. Results: Ten compounds were identified in the extract: (+)-gallocatechin (1), procyanidin B3 (2), (+)-catechin (3), (-)-epicatechin (4), tembetarine (5), magnoflorine (6), taspine (7), methyl-3-oxo-12-epi-barbascoate (8), methyl-12-epi-barbascoate (9), and hardwickiic acid (10). This is the first report of compounds 2, 4, 6, 7, and 10 in C. urucurana and compound 5 in the genus Croton. In addition to inhibiting paw edema and leukocyte recruitment (particularly of polymorphonuclear cells) into the peritoneal cavity of mice, MECu reduced the number of abdominal writhings induced by acetic acid and the duration of formalin-induced paw licking. Conclusions: The methanol extract of C. urucurana bark exhibited anti-inflammatory and antinociceptive properties, corroborating its use in folk medicine. These effects may be related to the presence of diterpenes, alkaloids, and flavonoids.
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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
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Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
