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Issue 17, 2009
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A new class of conjugated strigolactone analogues with fluorescent properties: synthesis and biological activity

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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

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Publication details

The article was received on 07 Apr 2009, accepted on 27 May 2009 and first published on 02 Jul 2009


Article type: Paper
DOI: 10.1039/B907026E
Citation: Org. Biomol. Chem., 2009,7, 3413-3420
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    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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