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  • Synthesis of diverse analogues of Oenostacin and their antibacterial activities.

Synthesis of diverse analogues of Oenostacin and their antibacterial activities.

Bioorganic & medicinal chemistry (2006-10-13)
Vandana Srivastava, Mahendra P Darokar, Atiya Fatima, J K Kumar, Chinmay Chowdhury, Hari Om Saxena, Gaurav R Dwivedi, Kunal Shrivastava, Vivek Gupta, S K Chattopadhyay, Suaib Luqman, M M Gupta, Arvind S Negi, Suman P S Khanuja
ABSTRACT

Several diverse analogues of Oenostacin, a naturally occurring potent antibacterial phenolic acid derivative, have been synthesized. A small library with more than forty analogues having different aromatic rings and varied side chains has been achieved through solution phase synthesis. Some of these analogues, that is, 22, 23 and 42, possessed potent antibacterial activities against Staphylococcus epidermidis and Staphylococcus aureus having EC(50) ranging from 0.49 to 0.67 microM as compared to Oenostacin (EC(50)=0.12 microM).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Pyrogallol, ACS reagent
Sigma-Aldrich
Pyrogallol, ≥98% (HPLC)
Sigma-Aldrich
Pyrogallol, ACS reagent, ≥99%
Sigma-Aldrich
Caffeic acid, ≥98.0% (HPLC)
Supelco
Caffeic acid, suitable for matrix substance for MALDI-MS, ≥99.0% (HPLC)