Prenylated Flavonoids and Phenolic Compounds from the Rhizomes of Marine Phanerogam Cymodocea nodosa

Planta Medica ◽  
2017 ◽  
Vol 84 (09/10) ◽  
pp. 704-709
Author(s):  
Abla Smadi ◽  
Maria Ciavatta ◽  
Fatma Bitam ◽  
Marianna Carbone ◽  
Guido Villani ◽  
...  

AbstractChemical investigation of the rhizomes of the marine phanerogam Cymodocea nodosa resulted in the isolation of two new prenylated flavon-di-O-glycosides, cymodioside A (1) and B (2), along with known phenolic compounds 3–7, some of which never reported from seagrasses to date. The structures of compounds 1 and 2 were established by extensive nuclear magnetic resonance analysis. In addition, the absolute configuration of 4-(2,5-dihydroxyhexyl) benzene-1,2-diol (7), which was not previously reported in the literature, has been now determined.

Polymer ◽  
2014 ◽  
Vol 55 (16) ◽  
pp. 3869-3878 ◽  
Author(s):  
Sébastien Georges ◽  
Marc Bria ◽  
Philippe Zinck ◽  
Marc Visseaux

1987 ◽  
Vol 65 (6) ◽  
pp. 1308-1312 ◽  
Author(s):  
André Michel ◽  
Guy Evrard ◽  
B. Norberg

The synthesis of the title compounds has been described recently. It was anticipated that the product would be a diastereomeric mixture. Surprisingly, only one isomer was obtained. The present work is an attempt to find the conformationnal properties accounting for those observations. X-ray structure determination of 3R-[p-hydroxybenzyl]-6-carbethoxy-2-oxopiperazine shows that the molecule adopts a folded conformation and that the absolute configuration at C6 is [R]. Investigation in solution using 1H nuclear magnetic resonance shows the existence of three conformers and discusses the relative populations. Those findings are also relevant in terms of the activity of such compounds at the opiate receptor level.


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