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Issue 5, 2012
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Synthetic diversification of natural products: semi-synthesis and evaluation of triazole jadomycins

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Abstract

Growth of Streptomyces venezuelae ISP5230 with O-propargyl-L-serine led to the efficient production of an alkyne-containing jadomycin. The installed alkyne functionality provided a uniquely reactive handle within the natural product and was subsequently reacted with a series of azides to afford an eight-member library of jadomycin triazoles. The compounds were evaluated for their DNA cleavage, antibacterial and cytotoxic properties.

Graphical abstract: Synthetic diversification of natural products: semi-synthesis and evaluation of triazole jadomycins

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Publication details

The article was received on 12 Sep 2011, accepted on 30 Jan 2012 and first published on 31 Jan 2012


Article type: Edge Article
DOI: 10.1039/C2SC00663D
Citation: Chem. Sci., 2012,3, 1640-1644
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    Synthetic diversification of natural products: semi-synthesis and evaluation of triazole jadomycins

    S. N. Dupuis, A. W. Robertson, T. Veinot, S. M. A. Monro, S. E. Douglas, R. T. Syvitski, K. B. Goralski, S. A. McFarland and D. L. Jakeman, Chem. Sci., 2012, 3, 1640
    DOI: 10.1039/C2SC00663D

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