Stereochemical Assignment of Strigolactone Analogues Confirms Their Selective Biological Activity.
J Nat Prod
; 78(11): 2624-33, 2015 Nov 25.
Article
en En
| MEDLINE
| ID: mdl-26502774
ABSTRACT
Strigolactones (SLs) are new plant hormones with various developmental functions. They are also soil signaling chemicals that are required for establishing beneficial mycorrhizal plant/fungus symbiosis. In addition, SLs play an essential role in inducing seed germination in root-parasitic weeds, which are one of the seven most serious biological threats to food security. There are around 20 natural SLs that are produced by plants in very low quantities. Therefore, most of the knowledge on SL signal transduction and associated molecular events is based on the application of synthetic analogues. Stereochemistry plays a crucial role in the structure-activity relationship of SLs, as compounds with an unnatural D-ring configuration may induce biological effects that are unrelated to SLs. We have synthesized a series of strigolactone analogues, whose absolute configuration has been elucidated and related with their biological activity, thus confirming the high specificity of the response. Analogues bearing the R-configured butenolide moiety showed enhanced biological activity, which highlights the importance of this stereochemical motif.
Texto completo:
1
Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
Reguladores del Crecimiento de las Plantas
/
Lactonas
Idioma:
En
Revista:
J Nat Prod
Año:
2015
Tipo del documento:
Article
País de afiliación:
Italia