Synthesis, antibacterial activity and QSAR studies of 1,2-disubstituted-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolines

Rakesh Kumar Tiwari; Devender Singh; Jaspal Singh; Anil Kumar Chhillar; Ramesh Chandra; Akhilesh Kumar Verma

doi:10.1016/j.ejmech.2005.10.010

Synthesis, antibacterial activity and QSAR studies of 1,2-disubstituted-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolines

Eur J Med Chem. 2006 Jan;41(1):40-9. doi: 10.1016/j.ejmech.2005.10.010. Epub 2005 Dec 13.

Authors

Rakesh Kumar Tiwari¹, Devender Singh, Jaspal Singh, Anil Kumar Chhillar, Ramesh Chandra, Akhilesh Kumar Verma

Affiliation

¹ Synthetic Organic Chemistry Research Laboratory, Dr. B.R. Ambedkar Center for Biomedical Research, University of Delhi, Delhi 110007, India.

PMID: 16356593
DOI: 10.1016/j.ejmech.2005.10.010

Abstract

Some new substituted-tetrahydroisoquinoline derivatives were synthesized and evaluated for their in vitro antimicrobial activities against the standard Gram positive and Gram negative strains: Staphylococcus aureus (ATCC 25923), S. epidermidis (WHO-6), Escherichia coli (ATCC 25922), Pseudomonas aeruginosa (ATCC 27853), 1-aryl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 4a-c proved to be effective with MIC 3.5-20 (microg ml(-1)). Quantitative structure activity relationship (QSAR) studies with multiple linear regression analysis were applied to find correlation between different calculated molecular descriptors of the synthesized compounds and biological activity.

MeSH terms

Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology*
Gram-Negative Bacteria / drug effects
Gram-Positive Bacteria / drug effects
Microbial Sensitivity Tests / statistics & numerical data
Quantitative Structure-Activity Relationship
Tetrahydroisoquinolines / chemical synthesis*
Tetrahydroisoquinolines / chemistry
Tetrahydroisoquinolines / pharmacology*

Substances

Anti-Bacterial Agents
Tetrahydroisoquinolines