Bioorganic and Medicinal Chemistry Letters p. 3571 - 3574 (2004)
Update date:2022-08-04
Topics:
Boruwa
Kalita
Barua
Borah
Mazumder
Thakur
Gogoi
Bora
The absolute stereochemistry of the new antifungal and antibacterial antibiotic produced by Streptomyces sp.201 has been established by achieving the total synthesis of the product. A series of analogues have also been synthesized by changing the side chain and their bioactivity assessed against different microbial strains. Among them, 1e (R=C8H17) was found to be the most potent with MIC of 8μg/mL against Mycobacterium tuberculosis, 12μg/mL against Escherichia coli and 16μg/mL against Bacillus subtilis 6μg/mL against Proteus vulgaris. This was followed by 1b (R=C5H11) with MIC of 10-20μg/mL range and 1d (R=C 7H15) with MIC of 14-24g/mL, whereas 1a (R=C 4H9) and 1f (R=C18H35) were found to be completely inactive. Besides, 1c (R=C6H13) showed certain extent of antibacterial activity in the range of 24-50μg/mL. Mycobacterium tuberculosis was very sensitive to 1e (R=C8H 17) with MIC of 8μg/mL. Antifungal activity of analogues 1d (R=C7H15) and 1e, (R=C8H17) against Fusarium oxysporum and Rhizoctonia solani were found promising with MFCs in the 15-18μg/mL range.
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