Co-Authors:
Bhattacharya, C., Department of Agronomy, Natural Resources Inst. of Plant Sciences ARO, Volcani Center Bet, Dagan 50250, Israel
Bonfante, P., Dipartimento di Biologia Vegetale dell'Università, Istituto per la Protezione Delle Piante, CNR Sezione di Torino, Viale Mattioli 25, 10125 Torino, Italy
Deagostino, A., Dipartimento di Chimica Generale e Chimica Organica dell'Università, Via Pietro Giuria, 7, I-10125 Torino, Italy
Kapulnik, Y., Department of Agronomy, Natural Resources Inst. of Plant Sciences ARO, Volcani Center Bet, Dagan 50250, Israel
Larini, P., Dipartimento di Chimica Generale e Chimica Organica dell'Università, Via Pietro Giuria, 7, I-10125 Torino, Italy
Occhiato, E.G., Dipartimento di Chimica Organica u. Schiff, Università di Firenze, Via della Lastruccia 13, I-50019 Sesto Fiorentino, Italy
Prandi, C., Dipartimento di Chimica Generale e Chimica Organica dell'Università, Via Pietro Giuria, 7, I-10125 Torino, Italy
Venturello, P., Dipartimento di Chimica Generale e Chimica Organica dell'Università, Via Pietro Giuria, 7, I-10125 Torino, Italy
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. © 2009 The Royal Society of Chemistry.
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