Sesquiterpenoids

Analysis and fragmentation mechanisms of hirsutinolide‐type sesquiterpene lactones by ultra‐high‐performance liquid chromatography/electrospray ionization linear ion trap Orbitrap mass spectrometry

“…The group of germacranolides is the largest one and is divided itself into four subgroups differing by the two double‐bond configurations of the cyclodecadiene core . Hirsutinolides belong to the major subgroup of ( E , E )‐germacranolides . Therefore, the structure of hirsutinolides (Fig.…”

“…[12] Hirsutinolides belong to the major subgroup of (E,E)-germacranolides. [13] Therefore, the structure of hirsutinolides ( Fig. 1) is characterized by a 1,4-epoxycyclodec-4-en and a 2-furanone part, both frequently bearing ester functions at C-8 and C-13.…”

A guaianolide-type sesquiterpene lactone

“…The guaianolides are one of the largest groups of sesquiterpene lactones isolated from higher plants (Roberts & Bryson, 1984;Fraga, 1985Fraga, , 1986Fraga, , 1987Fraga, , 1988Fraga, , 1990Fraga, , 1992Fraga, , 1993Fraga, , 1994Fraga, , 1995Fraga, , 1996Fraga, , 1997Fraga, , 1998Fraga, , 1999Fraga, , 2000Fraga, , 2001 and they are frequently cited as allelopathic agents, especially in plants of the family Compositae. These sesquiterpene lactones have attracted significant interest due to their biological properties, particularly their antitumor and cytotoxic activities (Bruno et al, 2005;Dirsch et al, 2001;Lee et al, 2001;Rodríguez et al, 1976).…”

Non-macrocyclic trichothecenes

“…The reaction is concluded either by the addition of a nucleophile, which takes the axial 901configuration and which may subsequently be eliminated, or by the loss of a proton, to give the 8-ene ( 75 76), which can be isolated, but these reactions are complex and the major product [of structure (74)] is frequently accompanied by the 9P-hydroxy-epimer. '08, ' 13 With access to the @-face of ring A now more restricted, reduction of the 10,13-cyclotrichothecan-8-one (76; R' = R2 = R3 = OH) with sodium borohydride gave a mixture of epimeric 8-01s. "~…”