Synthesis and biological evaluation of novel (L)-alpha-amino acid methyl ester, heteroalkyl, and aryl substituted 1,4-naphthoquinone derivatives as antifungal and antibacterial agents.

Abstract:

:A series of (S)-N-(1,4-naphthoquinon-2-yl)-alpha-amino acid methyl esters 3-9, 2-N,N-dialkylamino-1,4-naphthoquinones 10-11 and 2-hydroxy-3-(2'-mercaptoimidazolyl)-1,4-naphthoquinones and their cyclic analogs 12-15 were synthesized and evaluated for antifungal and antibacterial activities. The structure-activity relationships of these compounds were studied and the results show that the compounds 9b and 13c exhibited in vitro antifungal activity against Candida albicans, Cryptococcus neoformans, and Sporothrix schenckii, whereas compound 6a showed in vitro antibacterial activity against Streptococcus faecalis, K. pneumoniae, Escherichia coli, and Staphylococcus aureus.

journal_name

Bioorg Med Chem Lett

authors

Tandon VK,Yadav DB,Singh RV,Chaturvedi AK,Shukla PK

doi

10.1016/j.bmcl.2005.08.032

subject

Has Abstract

pub_date

2005-12-01 00:00:00

pages

5324-8

issue

23

eissn

0960-894X

issn

1464-3405

pii

S0960-894X(05)01027-9

journal_volume

15

pub_type

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