111992-93-9Relevant academic research and scientific papers
Superchiral Pd3L6 Coordination Complex and Its Reversible Structural Conversion into Pd3L3Cl6 Metallocycles
Jurek, Ondej,Bonakdarzadeh, Pia,Kalenius, Elina,Linnanto, Juha Matti,Groessl, Michael,Knochenmuss, Richard,Ihalainen, Janne A.,Rissanen, Kari
, p. 15462 - 15467 (2015)
Large, non-symmetrical, inherently chiral bispyridyl ligand L derived from natural ursodeoxycholic bile acid was used for square-planar coordination of tetravalent PdII, yielding the cationic single enantiomer of superchiral coordination complex 1 Pd3L6 containing 60 well-defined chiral centers in its flower-like structure. Complex 1 can readily be transformed by addition of chloride into a smaller enantiomerically pure cyclic trimer 2 Pd3L3Cl6 containing 30 chiral centers. This transformation is reversible and can be restored by the addition of silver cations. Furthermore, a mixture of two constitutional isomers of trimer, 2 and 2′, and dimer, 3 and 3′, can be obtained directly from L by its coordination to trans- or cis-N-pyridyl-coordinating PdII. These intriguing, water-resistant, stable supramolecular assemblies have been thoroughly described by 1H DOSY NMR, mass spectrometry, circular dichroism, molecular modelling, and drift tube ion-mobility mass spectrometry.
BILE ACID-GCPII INHIBITOR CONJUGATES TO TREAT INFLAMMATORY DISEASES
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Page/Page column 39; 51; 52, (2021/08/06)
GCPII inhibitors comprising 2-(phosphonomethyl) pentanedioic acid (2-PMPA) conjugated to a bile acid and their use for treating a disease or condition associated with elevated levels of GCPII, including inflammatory bowel disease.
COMPOSITIONS FOR THE PREVENTION AND TREATMENT OF PARKINSON'S DISEASE
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Page/Page column 9; 19, (2019/10/19)
Methods of preventing or retarding or reversing or abolishing the onset of Parkinson's and other neurodegenerative diseases are discussed.
WATER-SOLUBLE URSODEOXYCHOLIC ACID PRODRUGS
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Paragraph 0038; sheet 1, (2014/11/11)
Ursodeoxycholic acid (UDCA) is a bile acid with demonstrated anti-apoptotic activity in both in vitro and in vivo models. Water-soluble prodrugs of UDCA for use in indications where intravenous administration of UDCA may be preferable, such as reducing damage from stroke or acute kidney injury, are disclosed. The disclosed prodrugs showed significant anti-apoptotic activity in a series of in vitro assays.
Glucuronidation of bile acids under flow conditions: Design of experiments and Koenigs-Knorr reaction optimization
Mostarda, Serena,Filipponi, Paolo,Sardella, Roccaldo,Venturoni, Francesco,Natalini, Benedetto,Pellicciari, Roberto,Gioiello, Antimo
, p. 9592 - 9600 (2015/02/19)
An efficient method for the C3-glucuronidation of bile acids is developed under flow conditions. A modular mesoreactor assisted flow set-up was combined with statistical design of experiments to speed up the optimization of the Koenigs-Knorr re
Synthesis and Evaluation of Water-Soluble Prodrugs of Ursodeoxycholic Acid (UDCA), an Anti-apoptotic Bile Acid
Dosa, Peter I.,Ward, Tim,Castro, Rui E.,Rodrigues, Cecilia M. P.,Steer, Clifford J.
, p. 1002 - 1011 (2013/07/27)
Ursodeoxycholic acid (UDCA) is a bile acid with demonstrated anti-apoptotic activity in both invitro and invivo models. However, its utility is hampered by limited aqueous solubility. As such, water-soluble prodrugs of UDCA could have an advantage over the parent bile acid in indications where intravenous administration might be preferable, such as decreasing damage from stroke or acute kidney injury. Five phosphate prodrugs were synthesized, including one incorporating a novel phosphoryloxymethyl carboxylate (POMC) moiety. These prodrugs were highly water-soluble, but showed significant differences in chemical stability, with oxymethylphosphate prodrugs being the most unstable. In a series of NMR experiments, the POMC prodrug was bioactivated to UDCA by alkaline phosphatase (AP) faster than a prodrug containing a phosphate directly attached to the alcohol at the 3-position of UDCA. Both of these prodrugs showed significant anti-apoptotic activity in a series of invitro assays, although the POMC prodrug required the addition of AP for activity, while the other compound was active without exogenous AP.
