Microwave-enhanced alpha-arylation of a protected glycine in water: Evaluation of 3-phenylglycine derivatives as inhibitors of the tuberculosis enzyme, glutamine synthetase

Lagerlund, Olof; Odell, Luke R.; Mowbray, Sherry L.; Nilsson, Mikael T.; Krajewski, Wojciech W.; Nordqvist, Anneli; Karlen, Anders; Larhed, Mats

doi:10.2174/138620707783018478

Forskningsartikel2007Vetenskapligt granskad

Microwave-enhanced alpha-arylation of a protected glycine in water: Evaluation of 3-phenylglycine derivatives as inhibitors of the tuberculosis enzyme, glutamine synthetase

Lagerlund, Olof; Odell, Luke R.; Mowbray, Sherry L.; Nilsson, Mikael T.; Krajewski, Wojciech W.; Nordqvist, Anneli; Karlen, Anders; Larhed, Mats

Sammanfattning

A microwave-enhanced, palladium-catalyzed protocol for the alpha-arylation of a protected glycine in neat water is described. This reaction proceeds rapidly, under non-inert conditions, to afford a range of phenylglycine derivatives in moderate to good yields. Based on this arylation, a number of aryl L-methionine-SR-sulfoximine (MSO) analogues were prepared and evaluated for their Mycobacterium tuberculosis glutamine synthetase (TB-GS) inhibitory activity.

Nyckelord

arylation; glutamine synthetase; microwave; palladium; tuberculosis; water

Publicerad i

Combinatorial Chemistry and High Throughput Screening
2007, volym: 10, nummer: 9, sidor: 783-789
Utgivare: BENTHAM SCIENCE PUBL LTD

SLU författare

Mowbray, Sherry
- Institutionen för molekylärbiologi, Sveriges lantbruksuniversitet

UKÄ forskningsämne

Livsmedelsvetenskap

Publikationens identifierare

DOI: https://doi.org/10.2174/138620707783018478

Permanent länk till denna sida (URI)

https://res.slu.se/id/publ/16957