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 gamma-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.

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

BONFANTE, Paola;DEAGOSTINO, Annamaria;LARINI, Paolo;PRANDI, Cristina;VENTURELLO, Paolo
2009

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 gamma-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.
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3420
http://dx.doi.org/10.1039/b907026e
Chaitali Bhattacharya; Paola Bonfante; Annamaria Deagostino; Yoram Kapulnik; Paolo Larini; Ernesto G. Occhiato; Cristina Prandi; Paolo Venturello
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/105035
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