M. Hossain, M. Hossain, M. M. Rahman
Jul 1, 2004
Citations
0
Influential Citations
12
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Journal
Phytochemistry
Abstract
AbstractThree amides, N-salicyloyl-2-aminopropan-1,3-diol (1) and 1-acetyl-N-salicyloyl-2-aminopropan-3-ol (2) including a naturalproduct, N-salicyloyl-2-aminopropan-1-ol (3) were isolated from an ethyl acetate extract of the culture filtrate of a fungus,Streptomyces hygroscopicus. The structures of these compounds were unambiguously established by interpretation of their spectraldata including, a series of 1D and 2D-NMR and MS analyses. Compounds 1–3 showed significant antibacterial activity against awide range of Gram positive and Gram negative bacteria. 2004 Elsevier Ltd. All rights reserved. Keywords: Streptomyces hygroscopicus; Amides; N-salicyloyl-2-aminopropan-1,3-diol; 1-acetyl-N-salicyloyl-2-aminopropan-3-ol; N-salicyloyl-2-aminopropan-1-ol; Antimicrobial 1. IntroductionMicroorganisms have been the sources of numerousstructurally diverse and biologically active compounds.Studies of Streptomyces led to the discovery of manyantibiotics (Dictionary of Natural Products (DNP) CD-ROM, 2001; ISIC database, 2003) including, strepto-mycin, neomycin, tetracycline and chloramphenicol(Harvey, 1993). As part of our ongoing research ofmicrobial metabolites (Jabbar et al., 1998, 1999; Biswaset al., 2000), we isolated an actinomycetes, Streptomyceshygroscopicus, from a soil sample collected in the regionof Rajshahi. We, herein, report the isolation of threenew amides (1–3) including a new natural product (3)along with their antimicrobial activities.2. Results and discussionPreparative TLC of an ethyl acetate extract of theculture filtrate of the fungus, S. hygroscopicus, whengrown in a Czapek Dox broth (acidic) medium at 30 C,afforded three amides (1–3). The structures of thesecompounds were elucidated by spectral studies.The high resolution EIMS of 1 showed a molecularion peak at m/z 211.0848 which analyzed forC