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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

An Efficient Two-Step Synthesis of Jensenone Isolated from Eucalyptus jensenii. Synthesis of Analogues and Evaluation as Antioxidants

Sandip B. Bharate A , Siddheshwar K. Chauthe A , Kamlesh K. Bhutani A and Inder P. Singh A B
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A Department of Natural Products, National Institute of Pharmaceutical Education and Research (NIPER), SAS Nagar, Punjab 160062, India.

B Corresponding author. Email: ipsingh@niper.ac.in

Australian Journal of Chemistry 58(7) 551-555 https://doi.org/10.1071/CH05061
Submitted: 24 February 2005  Accepted: 25 May 2005   Published: 21 July 2005

Abstract

A phloroglucinol derivative, jensenone (1) isolated from leaves of Eucalyptus jensenii has been synthesized for the first time through a short and efficient two-step procedure starting from commercially available phloroglucinol. The methodology provides a simplified route to introduce diformyl moiety for synthesis of biologically active formylated phloroglucinol compounds such as antimalarial robustadials, cancer chemopreventive euglobals, and antifouling sideroxylonals. Several analogues of jensenone have also been synthesized and evaluated for antioxidant capacity.


Acknowledgements

S.B.B. is thankful to NIPER for a fellowship. The authors are thankful to Prof. Hideo Etoh, Shizuoka University, Japan, for providing an authentic sample of jensenone.


References


[1]   D. J. Boland, J. J. Brophy, C. J. R. Fookes, Phytochemistry 1992, 31,  2178.
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