Chemoenzymatic Syntheses of Some Analogues of the Tricarbocyclic Core of the Anti-Bacterial Agent Platencin and the Biological Evaluation of Certain of their N-Arylpropionamide Derivatives*
Rehmani N. Muhammad A , Ee Ling Chang A , Alistair G. Draffan B , Anthony C. Willis A , Paul D. Carr A and Martin G. Banwell A C
+ Author Affiliations
- Author Affiliations
A Research School of Chemistry, Institute of Advanced Studies, The Australian National University, Canberra, ACT 2601, Australia.
B Biota Scientific Management Pty Ltd, Melbourne, Vic. 3168, Australia.
C Corresponding author. Email: Martin.Banwell@anu.edu.au
Australian Journal of Chemistry 71(9) 655-672 https://doi.org/10.1071/CH18145
Submitted: 6 April 2018 Accepted: 18 May 2018 Published: 6 July 2018
Abstract
A range of structural variations on the tricarbocyclic core 2 of the anti-bacterial agent platencin 1, including those represented by compounds 14, 15, and 27, have been prepared and certain of these elaborated, through substrate-controlled enolate alkylation reactions, to analogues of the natural product. Preliminary biological evaluation of these analogues revealed that they are only weakly active anti-infective agents.
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