Issue 17, 2009

A new class of conjugated strigolactone analogues with fluorescent properties: synthesis and biological activity

Abstract

A new class of strigolactone analogues has been synthesized. They differ from known molecules, both of natural and synthetic origin, in two main features. The conjugated system extends from the enol ether bridge to the A ring, the B ring is a heterocycle while the C ring is a cyclic ketone instead of a γ-lactone. The key step of the synthesis is a Nazarov cyclization on activated substrates. Bioassays using Orobanche seeds have revealed that all the molecules strongly stimulate germination; in particular the oxygen containing analogues are the most active. Interestingly, some of the new molecules show fluorescent properties.

Graphical abstract: A new class of conjugated strigolactone analogues with fluorescent properties: synthesis and biological activity

Supplementary files

Article information

Article type
Paper
Submitted
07 Apr 2009
Accepted
27 May 2009
First published
02 Jul 2009

Org. Biomol. Chem., 2009,7, 3413-3420

A new class of conjugated strigolactone analogues with fluorescent properties: synthesis and biological activity

C. Bhattacharya, P. Bonfante, A. Deagostino, Y. Kapulnik, P. Larini, E. G. Occhiato, C. Prandi and P. Venturello, Org. Biomol. Chem., 2009, 7, 3413 DOI: 10.1039/B907026E

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