A1 Barrigenyl pentaacetate

A1 Barrigenyl pentaacetate

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A1 Barrigenyl pentaacetate
Category Others
Catalog number BBF-05007
CAS 17991-60-5
Molecular Weight 700.9
Molecular Formula C40H60O10

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Specification

Synonyms Olean-12-ene-3β,15α,16α,22α,28-pentol, pentaacetate (8CI); Barrigenol A1 pentaacetate; Olean-12-ene-3,15,16,22,28-pentol, pentaacetate, (3β,15α,16α,22α)- (9CI)
IUPAC Name (3S,4aR,6aR,6bS,7R,8S,8aS,9S,12aS,14aR,14bR)-8a-(acetoxymethyl)-4,4,6a,6b,11,11,14b-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-3,7,8,9-tetrayl tetraacetate

Properties

Boiling Point 664.4±55.0°C (Predicted)
Density 1.16±0.1 g/cm3 (Predicted)

Reference Reading

1. Utilizing High-Energy γ-Photons for High-Resolution 213Bi SPECT in Mice
Jan de Swart, Ho Sze Chan, Marlies C Goorden, Alfred Morgenstern, Frank Bruchertseifer, Freek J Beekman, Marion de Jong, Mark W Konijnenberg J Nucl Med. 2016 Mar;57(3):486-92. doi: 10.2967/jnumed.115.157685. Epub 2015 Dec 3.
The combined α-, γ-, and x-ray emitter (213)Bi (half-life, 46 min) is promising for radionuclide therapy. SPECT imaging of (213)Bi is challenging, because most emitted photons have a much higher energy (440 keV) than common in SPECT. We assessed (213)Bi imaging capabilities of the Versatile Emission Computed Tomograph (VECTor) dedicated to (simultaneous) preclinical imaging of both SPECT and PET isotopes over a wide photon energy range of 25-600 keV. Methods: VECTor was equipped with a dedicated clustered pinhole collimator. Both the 79 keV x-rays and the 440 keV γ-rays emitted by (213)Bi could be imaged. Phantom experiments were performed to determine the maximum resolution, contrast-to-noise ratio, and activity recovery coefficient for different energy window settings. Additionally, imaging of [(213)Bi-DOTA,Tyr(3)]octreotate and (213)Bi-diethylene triamine pentaacetic acid (DTPA) in mouse models was performed. Results: Using 440 keV γ-rays instead of 79 keV x-rays in image reconstruction strongly improved the resolution (0.75 mm) and contrast-to-noise characteristics. Results obtained with a single 440 keV energy window setting were close to those with a combined 79 keV/440 keV window. We found a reliable activity recovery coefficient down to 0.240 MBq/mL with 30-min imaging time. In a tumor-bearing mouse injected with 3 MBq of [(213)Bi-DOTA,Tyr(3)]octreotate, tumor uptake could be visualized with a 1-h postmortem scan. Imaging a nontumor mouse at 5-min frames after injection of 7.4 MBq of (213)Bi-DTPA showed renal uptake and urinary clearance, visualizing the renal excretion pathway from cortex to ureter. Quantification of the uptake data allowed kinetic modeling and estimation of the absorbed dose to the kidneys. Conclusion: It is feasible to image (213)Bi down to a 0.75-mm resolution using a SPECT system equipped with a dedicated collimator.
2. A subarachnoid pleural fistula with massive crystal-clear pleural fluid caused by a lumbar epidural teratoma
Toshihiro Fujiki, Ryosei Nishimura, Raita Araki, Mondo Kuroda, Yasuo Tohma, Hironori Fujisawa, Akihiro Yachie Paediatr Int Child Health. 2022 Feb;42(1):52-57. doi: 10.1080/20469047.2022.2044675. Epub 2022 Mar 17.
A subarachnoid pleural fistula - a connection between the pleural cavity and the subarachnoid space - generally presents after trauma or surgery. A 1-year 11-month-old girl without a history of trauma or surgery presented with fatigue, cyanosis and dyspnoea. A chest radiograph and computed tomography (CT) demonstrated a massive pleural effusion in the right hemithorax. About 300 ml of a crystal-clear pleural effusion, which looked like pure water, was removed by insertion of a chest drain, but it continued to collect. Cisternography and CT myelography confirmed leakage of cerebral spinal fluid into the right pleural cavity around the thoracolumbar region. Magnetic resonance imaging demonstrated an 11-mm enhanced nodule in the epidural space around the right lumbar (L) 1/2 intervertebral foramen. The patient underwent surgery and epidural tumours attached to the L1 nerve root foramen were completely resected and a fistula of the dura adjacent to the tumour was sutured. Histopathological examination demonstrated a mature teratoma containing a pancreatic component. On retrospective analysis of stored pleural fluid, a raised level of pancreatic enzymes was detected. It is presumed that digestive enzymes secreted by the pancreatic component of the teratoma lysed the dura, resulting in formation of the fistula. When a crystal-clear pleural effusion is present, even in the absence of trauma or surgery, a subarachnoid pleural fistula should be considered. As far as we know, this is the first report of a subarachnoid pleural fistula caused by a paravertebral teratoma.Abbreviations: CSF: cerebrospinal fluid; CT: computed tomography; 111In-DTPA: indium-111 diethylene triamine penta-acetic acid; MRI: magnetic resonance imaging; NIPPV: non-invasive positive pressure ventilation.
3. Reversion of arterial calcification by elastin-targeted DTPA-HSA nanoparticles
Jacqueline Keuth, Yvonne Nitschke, Dennis Mulac, Kristina Riehemann, Frank Rutsch, Klaus Langer Eur J Pharm Biopharm. 2020 May;150:108-119. doi: 10.1016/j.ejpb.2020.03.007. Epub 2020 Mar 6.
Generalized arterial calcification of infancy (GACI) and pseudoxanthoma elasticum (PXE) are characterized by pathologic calcifications in the media of large- and medium sized arteries. GACI is associated with biallelic mutations in ENPP1 in the majority of cases, whereas mutations in ABCC6 are known to cause PXE. Different treatment approaches including bisphosphonates and orally administered pyrophosphate (PPi) were investigated in recent years, but reversion of calcification could not be achieved. With this study, we pursued the idea of a combination of controlled drug delivery through nanoparticles and active targeting via antibody conjugation to develop a treatment for GACI and PXE. To establish a suitable drug delivery system, the chelating drug diethylenetriamine pentaacetic acid (DTPA) was conjugated to nanoparticles composed of human serum albumin (HSA) as biodegradable and non-toxic particle matrix. To accomplish an active targeting of the elastic fibers exposed through calcification of the affected areas, the nanoparticle surface was functionalized with an anti-elastin antibody. Cytotoxicity and cell interaction studies revealed favorable preconditions for the intended i.v. application. The chelating ability was evaluated in vitro and ex vivo on aortic ring culture isolated from two mouse models of GACI and PXE. The positive results led to the conclusion that the produced nanoparticles might be a promising therapy in the treatment of GACI and PXE.

Bio Calculators

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