SB-219383, a novel tyrosyl tRNA synthetase inhibitor from a Micromonospora sp. II. Structure determination

C S Houge-Frydrych; S A Readshaw; D J Bell

doi:10.7164/antibiotics.53.351

SB-219383, a novel tyrosyl tRNA synthetase inhibitor from a Micromonospora sp. II. Structure determination

J Antibiot (Tokyo). 2000 Apr;53(4):351-6. doi: 10.7164/antibiotics.53.351.

Authors

C S Houge-Frydrych¹, S A Readshaw, D J Bell

Affiliation

¹ SmithKline Beecham Pharmaceuticals, New Frontiers Science Park, Harlow, Essex, UK.

PMID: 10866216
DOI: 10.7164/antibiotics.53.351

Abstract

A novel tyrosyl tRNA synthetase inhibitor, SB-219383, has been isolated from a Micromonospora sp. The structure of SB-219383 has been elucidated by a combination of derivatisation, spectroscopic and other analytical techniques and found to be N-(L-tyrosyl)-2-amino[1(S*),3(S*),4(S*),5(R*),8(R*)-2,4,5,8-tetrahydroxy -7-oxa-2-azabicyclo[3.2.1]oct-3-y1]acetic acid (1).

MeSH terms

Bridged Bicyclo Compounds, Heterocyclic / chemistry*
Bridged Bicyclo Compounds, Heterocyclic / isolation & purification
Enzyme Inhibitors / chemistry*
Enzyme Inhibitors / isolation & purification
Enzyme Inhibitors / pharmacology
Furans / chemistry*
Furans / isolation & purification
Magnetic Resonance Spectroscopy
Micromonospora
Molecular Structure
Structure-Activity Relationship
Tyrosine-tRNA Ligase / antagonists & inhibitors

Substances

Bridged Bicyclo Compounds, Heterocyclic
Enzyme Inhibitors
Furans
SB 219383
SB 227871
Tyrosine-tRNA Ligase