Phenolic glycosides from some Australian species of Flacourtiaceae (Salicaceae sensu lato)

Three New Phenolic Glycosides and a New Triterpenoid from the Stems ofScolopia chinensis

“…A NOESY correlation of H-7 with CH 3 -26 suggested the β-orientation of the hydroxy group at C-7. Therefore, 4 was elucidated as methyl 3β,7β-dihydroxy-4,4,14α-trimethyl-11,15-dioxo-5αchol-8-en-24-oate, named scolopianate A. Additionally, the 15 known compounds were identified as 2′benzoylpoliothyrsoside (5) [10], poliothyrsoside (6) [11], scoloposide C (7) [11] The isolation of compounds 1-3 and other known phenolic glycosides from this plant confirmed the recent classification by the APG group [23] that the genus Scolopia was united into Salicaceae, which is characteristic of 2,5-dihydroxybenzyl alcohols [24]. Compound 3 is of special interest, as it contains a novel cyclohexenoic moiety with a lactone bridge ring, which is the most complex and highly oxygenated fragment discovered in Flacourtiaceae/Salicaceae s. l. plants so far, although this diverse cyclohexenoic moiety is a common phenomenon in this family [25].…”

Flacourtosides A–F, Phenolic Glycosides Isolated from Flacourtia ramontchi

“…6 The chemical content of Salicaceae plants often includes phenolic glycosides based on hydroxylated derivatives of benzyl alcohol. 7 Phenolic glycosides have been studied extensively for their fundamental role in the interaction of plant species of the Salicaceae family with their natural herbivore enemies. 8 In addition, phenolic glycosides are known for their anti-inflammatory activity by inhibiting COX-2, 9 inhibitory activity on snake venom phosphodiesterase I, 10−13 antimalarial activity, 14 and inhibitory activity on HIV-1 RNase H. 15 Fruits and seeds of F. ramontchi are used in folk medicine for the treatment of rheumatic arthralgia, cholera, and dysentery.…”

“…The genus Flacourtia , formerly classified in the Flacourtiaceae family, has now been assigned to the Salicaceae family . The chemical content of Salicaceae plants often includes phenolic glycosides based on hydroxylated derivatives of benzyl alcohol . Phenolic glycosides have been studied extensively for their fundamental role in the interaction of plant species of the Salicaceae family with their natural herbivore enemies .…”

Three New Acylated Glycosides from the Stems ofCasearia velutinaand their Protective Effect Against H2O2-Induced Impairment in PC12 Cells

“…Previous studies on the phylogeny of the Flacourtiaceae, based on one-or three-gene sequences [20,21], have shown that the family is polyphyletic and recognized by two major clades, one with close affinities to the Salicaceae (including Poliothyrsis, Xylosma, Scolopia, Homalium, Idesia, and Casearia), and the other genera (i.e., Gynocardia) with cyclopentenoid cyanogenic glycosides were separated into the Achariaceae. However, the genus Casearia was weakly supported and disputed, as the existing research either provides no direct biosynthetic link to Salicaceae, which richly produces the characteristic glucosides of 2,5-dihydroxybenzyl alcohol, or cannot demonstrate that this genus contains cyanohydrin [22]. Thus, the isolation of 4 and 5, together with their possible precursor 6, from C. velutina as the first two phenyl cyanogenic glycosides isolated from Casearia will provide powerful proof that this genus is obviously different from the other genera of Salicaceae, although more evidence is necessary to support Casearia being united in the Achariaceae.…”