A pyran-2-one and four meroterpenoids from Thapsia transtagana and their implication in the biosynthesis of transtaganolides.
Four meroterpenoids (3a, 3b, 4 and 5), a prenylated pyran-2-one (2) along with the known compounds 7-O-geranylscopoletin (1), and thapsitranstagin (6) have been isolated from the roots of Thapsia transtagana. The presence of 1 and 2 supports the biogenetic hypothesis that transtaganolides, a group of bioactive metabolites, are meroterpenoids which come from an O-prenylated coumarin via successive pericyclic reactions.
Rubal
Juan J
JJ
Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, Puerto Real, 11510-Cádiz, Spain.
Moreno-Dorado
F J
FJ
Guerra
Francisco M
FM
Jorge
Zacarías D
ZD
Saouf
Abderrahmane
A
Akssira
Mohamed
M
Mellouki
Fouad
F
Romero-Garrido
Raúl
R
Massanet
Guillermo M
GM
D001688:Biological Products / Q000096:biosynthesis*; D009682:Magnetic Resonance Spectroscopy; D011714:Pyrans / Q000302:isolation & purification* / Q000378:metabolism; D021241:Spectrometry, Mass, Electrospray Ionization; D013729:Terpenes / Q000302:isolation & purification* / Q000378:metabolism; D053629:Thapsia / Q000737:chemistry*
D001688:Biological Products; D011714:Pyrans; D013729:Terpenes