97142-19-3Relevant academic research and scientific papers
Synthesis, Anti-HIV, and Cytotoxic Activity of New AZT Conjugates of Steroid Acids
You, Zhengqing,Mian, A. Moshin,Agarwal, Ram P.,Lee, Henry Joung
, p. 2049 - 2060 (2003)
In an attempt to discover potent anti-HIV agents devoid of the serious toxicity of the current HIV-reverse transcriptase inhibitors, three steroid prodrugs of AZT have been synthesized and their anti-HIV profiles determined with CEM-SS cell line. Two of t
Effect of chirality at C-20 of methyl 11β,17α,20-trihydroxy-3-oxo-1,4-pregnadien-21-oate derivatives on antiinflammatory activity
You, Zhengqing,Heiman, Ann S,Hudson, Charles E,Lee, Henry Joung
, p. 353 - 359 (2007/10/03)
In an effort to determine the C-20 chirality effect on the antiinflammatory activity of 17β-glycolate esters, methyl 11β,17α,20-trihydroxy-3-oxo-1,4-pregnadien-21-oate and its 9α-fluoro analog, their acetonide and their carbonate derivatives were synthesized and evaluated. The agents were tested for their binding potency to the macrophage glucocorticoid receptor, and their effect on LPS-induced nitric oxide generation in RAW 264.7 cells. The acetonide derivatives showed the highest binding affinity while the triols and carbonates bound rather poorly to the receptors. With the exception of the triols, the α-isomer in each pair of the agents exhibited higher binding affinity to the receptor than its corresponding β-isomer, clearly indicating that C-20 chirality has a significant effect on antiinflammatory activity. In addition, the α-isomers of the acetonides showed substantially higher binding affinity than the parent compound, prednisolone. In contrast to the high binding activity exhibited by some of the acetonides, all of the agents showed weak inhibitory effect on NO generation. Metabolic inactivation during assessment of NO inhibition may play a role in the divergence noted between receptor affinity and the measured biologic activity resulting from the binding.
