Study on Organocatalytic Asymmetric Michael Addition in Aqueous Media by a Hydrogen-Bonding Catalyst and Application for Inhibitors of GABAB Receptor

Catalysts based on (R, R)-1,2-diphenylethylenediamine are chiral organic catalysts that can be used to perform asymmetric Michael additions to,-unsaturated nitroalkenes under neutral circumstances. Depending on the reaction conditions, the role of an aqueous medium for organic catalytic activity can be inverted in terms of hydrophilic-hydrophobic function. In this study, a thiourea-based catalyst replaced with 3,5-(CF3)2-Ph was employed in aqueous solvents to offer an environmentally acceptable system. The substituent’s hydrophobic effect allows for a quick reaction, excellent chemical yield, and mirror-image selectivity. This process allowed for the optically pure synthesis of GABAB agonists. GABA (-aminobutyric acid) analogues like baclofen and phenibut were also produced as R-type S-type compounds with great optical purity. R-baclofen caused more intracellular Ca2+ release than RS-baclofen, according to our findings. Our findings suggest that baclofen RS-type may cause variable calcium release activity based on R and S-types when used as a medication. As a result, variable GABAB receptor activation will occur.

 

 

Author (s) Details


Jae Ho Shim

Department of Anatomy, Korea University College of Medicine, 126-1, Anam-dong 5-ga, Seongbuk-gu, Seoul, Republic of Korea..

 

 

Ali F. A. Jassim
Department of Microbiology and Immunology, David H. Smith Center for Vaccine Biology and Immunology, University of Rochester, Rochester, NY, USA.

 

 

Ji Hae Kim
Department of Anatomy, Korea University College of Medicine, 126-1, Anam-dong 5-ga, Seongbuk-gu, Seoul, Republic of Korea.

Hyeon Soo Kim
Department of Anatomy, Korea University College of Medicine, 126-1, Anam-dong 5-ga, Seongbuk-gu, Seoul, Republic of Korea.

Deok-Chan Ha
Department of Chemistry, Korea University College of Science, Anam-ro, Seongbuk-gu, Seoul 136701, Republic of Korea.

View Book :- https://stm.bookpi.org/CACS-V7/article/view/5169

Leave a Reply

Your email address will not be published.

Previous post Effects of Platinum and Palladium Metals on Ni/ Mg1−xCex 4+O Catalysts in the CO2 Reforming of Methane
Next post Determination of Synthesis and Characterization of Nano-Acetamiprid: New Plant Safeguard Nanomaterial