Synthesis and Phytotoxicity of Structural Analogues of Thaxtomin Natural Products

Peter P. Molesworth; Michael G. Gardiner; Roderick C. Jones; Jason A. Smith; Robert S. Tegg; Calum Wilson

doi:10.1071/CH10006

RESEARCH FRONT

Synthesis and Phytotoxicity of Structural Analogues of Thaxtomin Natural Products

Peter P. Molesworth ^A , Michael G. Gardiner ^A , Roderick C. Jones ^A , Jason A. Smith ^A ^C , Robert S. Tegg ^B and Calum Wilson ^B

+ Author Affiliations

- Author Affiliations

^A School of Chemistry, University of Tasmania, Private Bag 75, Hobart, Tas. 7001, Australia.

^B Tasmanian Institute of Agricultural Research, University of Tasmania, New Town Research Laboratories, 13 St Johns Avenue, New Town, Tas. 7008, Australia.

^C Corresponding author. Email: Jason.Smith@utas.edu.au

Australian Journal of Chemistry 63(5) 813-820 https://doi.org/10.1071/CH10006
Submitted: 4 January 2010 Accepted: 17 March 2010 Published: 21 May 2010

Abstract

Structural analogues of the phytotoxic thaxtomin natural products have been synthesized by building upon a piperazinedione core and from l-phenylalanine. The compounds were evaluated for their phytotoxic activity against Arabidopsis thaliana seedlings and some of the key features for activity have been identified.

Acknowledgements

P.P.M. is thankful to the University of Tasmania and the School of Chemistry for support through a Thomas Crawford Scholarship. The authors thank Greg Luckman for the isolation of thaxtomin A and Jamie Davies for assistance in obtaining the photographs. This research was undertaken on the MX1 beamline at the Australian Synchrotron, Victoria, Australia.

References

Synthesis and Phytotoxicity of Structural Analogues of Thaxtomin Natural Products

Abstract

Acknowledgements

Subscriber Login