80441-55-0Relevant academic research and scientific papers
Syntheses of siderophore-drug conjugates using a convergent thiol-maleimide system
Juarez-Hernandez, Ral E.,Miller, Patricia A.,Miller, Marvin J.
supporting information, p. 799 - 803 (2013/01/15)
Three siderophore-drug conjugates (sideromycins) were synthesized by preparation of a maleimide linked derivative of the siderophore desferrioxamine B and reacting the corresponding Ga3+-complex with freshly prepared thiol-containing antibiotics: loracarbef, ciprofloxacin, and nadifloxacin. The conjugates and their synthetic precursors were tested against a broad panel of bacteria and were found to display Gram-positive selective, growth inhibitory activity (μM), indicating that this approach is suitable for the convergent syntheses and screening of novel sideromycins.
Impact of distinct chemical structures for the development of a methamphetamine vaccine
Moreno, Amira Y.,Mayorov, Alexander V.,Janda, Kim D.
, p. 6587 - 6595 (2011/06/27)
(+)-Methamphetamine (METH) use and addiction has grown at alarming rates over the past two decades, while no approved pharmacotherapy exists for its treatment. Immunopharmacotherapy has the potential to offer relief through producing highly specific antibodies that prevent drug penetration across the blood-brain barrier thus decreasing reinforcement of the behavior. Current immunotherapy efforts against methamphetamine have focused on a single hapten structure, namely linker attachment at the aromatic ring of the METH molecule. Hapten design is largely responsible for immune recognition, as it affects presentation of the target antigen and thus the quality of the response. In the current paper we report the systematic generation of a series of haptens designed to target the most stable conformations of methamphetamine as determined by molecular modeling. On the basis of our previous studies with nicotine, we show that introduction of strategic molecular constraint is able to maximize immune recognition of the target structure as evidenced by higher antibody affinity. Vaccination of GIX+ mice with six unique METH immunoconjugates resulted in high antibody titers for three particularly promising formulations (45-108 μg/mL, after the second immunization) and high affinity (82, 130, and 169 nM for MH2, MH6, and MH7 hapten-based vaccines, respectively). These findings represent a unique approach to the design of new vaccines against methamphetamine abuse.
Cyclic disulfides as functional mimics of the histone deacetylase inhibitor FK-228
Mays, Jared R.,Restituyo, José A.,Katzenberger, Rebeccah J.,Wassarman, David A.,Rajski, Scott R.
, p. 4579 - 4583 (2008/02/04)
FK-228 is a potent histone deacetylase (HDAC) inhibitor with tremendous therapeutic potential against a wide array of human cancers. We describe the development of analogs that share FK-228's novel mechanism of activation and HDAC inhibition.
FK228 analogs and methods of making and using the same
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Page/Page column 23; 24; sheet 6, (2010/11/08)
The present invention provides FK228 analogs and methods of making and using the same. Such analogs are potent inhibitors of histone deacetylase and, in certain embodiments, are capable of specifically targeting cancerous cells and tissues. In preferred e
FK228 ANALOGS AND METHODS OF MAKING AND USING THE SAME
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Page/Page column 6/7; 25-26, (2010/02/12)
The present invention provides FK228 analogs and methods of making and using the same. Such analogs are potent inhibitors of histone deacetylase and, in certain embodiments, are capable of specifically targeting cancerous cells and tissues. In preferred e
"Mercaptan-Tail" Porphyrins: Synthetic Analogues for the Active Site of Cytochrome P-450
Collman, James P.,Groh, Susan E.
, p. 1391 - 1403 (2007/10/02)
The synthesis and characterization of a series of tetraarylporphyrins which bear covalently attached alkyl and aryl mercaptans designed to serve as axial ligands are described.The coordination chemistry of the iron(II) complexes of these "mercaptan-tail" porphyrins has been investigated by 1H NMR, IR, and electronic absorption spectroscopy, magnetic circular dichroism, and magnetic susceptibility measurements.Ferrous complexes of the alkyl mercaptan-tail porphyrins appear to remain four-coordinate, intermediate spin (S = 1) in solution.The situation is less clear in the case of appended aryl mercaptans and a "tail-on/tail-off" equilibrium is implicated.In the presence of carbon monoxide, however, binding of thiol trans to CO is observed in both the alkyl and aryl cases.By the addition of an appropriate base, six-coordinate mercaptide-Fe(II)-CO complexes can be generated; these reproduce quite well the characteristic absorption and MCD spectra of cytochrome P-450, suggesting that such compounds are indeed viable models for the active site of cytochrome P-450.
