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Quantum Chemical Studies on Structure Activity Relationship of Natural Product Polyacetylenes

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Abstract

An extract of the roots of Levisticum officinale L. (Apiaceae) exhibited significant antimycobacterial activity against Mycobacterium fortuitum, where diacetylene compounds were identified as the active components in this extract. In contrast, polyacetylenes isolated from different sources surprisingly exhibited no anti-mycobacterial activity. Additionally, a whole series of furanocoumarin ethers of the polyacetylene falcarindiol exhibited anti-proliferative properties. We have studied the relationship between the electronic properties and biological activity of these structurally related compounds and a good qualitative correlation between predicted lipophilic parameters and activity has been established.

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Authors and Affiliations

  1. Department of Pharmaceutical and Biological Chemistry, The School of Pharmacy, University of London, 29/39 Brunswick Square, London, WC1N 1AX, UK

    Mire Zloh

  2. Department of Pharmacognosy, Institute of Pharmaceutical Sciences, University of Graz, Universitaetsplatz 4/I, 8010, Graz, Austria

    Franz Bucar

  3. Centre for Pharmacognosy and Phytotherapy, The School of Pharmacy, University of London, 29/39 Brunswick Square, London, WC1N 1AX, UK

    Simon Gibbons

Authors
  1. Mire Zloh
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  2. Franz Bucar
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  3. Simon Gibbons
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Correspondence to Mire Zloh.

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Zloh, M., Bucar, F. & Gibbons, S. Quantum Chemical Studies on Structure Activity Relationship of Natural Product Polyacetylenes. Theor Chem Acc 117, 247–252 (2007). https://doi.org/10.1007/s00214-006-0148-7

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  • DOI: https://doi.org/10.1007/s00214-006-0148-7

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