Substituent activity relationship studies on new azolo benzoxazepinyl oxazolidinones.
In an effort to discover potent antibacterials based on the entropically favored 'bioactive conformation' approach, a series of novel tricyclic molecules mimicking the conformationally constrained structure of Linezolid is reported. Based on the initial tricyclic molecule 1, the benzazepine derivative 2 was designed where the tricyclic structure had more flexibility around C-N bond compared to 1. While, the molecule 2 was less active, the molecule 3 showed promising antibacterial activity presumably after having obtained rigidity due to pyrrole ring. The syntheses, SAR studies, and evaluation of 3 as a lead compound are reported.
Das
Jagattaran
J
Anti-infective Group, Discovery Research, Dr. Reddy's Laboratories Ltd., Miyapur, Hyderabad 500 049, India.
Sitaram Kumar
M
M
Subrahmanyam
D
D
Sastry
T V R S
TV
Prasad Narasimhulu
C
C
Laxman Rao
C V
CV
Kannan
M
M
Roshaiah
M
M
Awasthi
Riti
R
Patil
Santosh N
SN
Sarnaik
H M
HM
Rao Mamidi
N V S
NV
Selvakumar
N
N
Iqbal
Javed
J
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001552:Benzazepines / Q000737:chemistry; D018716:Molecular Mimicry; D023303:Oxazolidinones / Q000138:chemical synthesis* / Q000494:pharmacology*; D011758:Pyrroles / Q000737:chemistry; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D001552:Benzazepines; D023303:Oxazolidinones; D011758:Pyrroles