Phenylnaphthalene pigments of Lachnanthes tinctoria

Phenylphenalenones from the Australian Plant Haemodorum simplex

“…In particular the upfield nature of the methoxy resonance (δ Η 3.29 in acetone -d 6 ) in 10 , which is shifted upfield by 0.82 ppm compared to the closely related analogue 3 (δ Η 4.11 in acetone -d 6 ), is attributable to the shielding effect of the aromatic ring . This allowed the methoxy moiety to be positioned at position 6, adjacent to the aromatic ring. − , …”

“…Chemical analyses extended to other plants including the roots of L. tinctoria afforded compound 3 , along with several naturally occurring phenolic precursors . Investigation of the phenylphenalenones present in the flowers of L. tinctoria resulted in the isolation of 4 , which was converted into compound 5 using ethereal diazomethane. ,, It was not until the early 1990s that investigation of Dilatris vicosa Bergius, endemic to South Africa, resulted in the isolation of the new phenylphenalenone glycoside dilatrin ( 6 ), which was confirmed by 1D and 2D NMR (COSY and NOESY) experiments . In determining the position of the sugar moiety in 6 , methylation was carried out, which resulted in a single monomethyl ether ( 7 ), suggesting that the hexose was located at C-1 .…”

“…By the early 1970s 20 naturally occurring phenalenones had been reported from both fungi and higher plants . Chemical analyses extended to other plants including the roots of L. tinctoria afforded compound 3 , along with several naturally occurring phenolic precursors . Investigation of the phenylphenalenones present in the flowers of L. tinctoria resulted in the isolation of 4 , which was converted into compound 5 using ethereal diazomethane. ,, It was not until the early 1990s that investigation of Dilatris vicosa Bergius, endemic to South Africa, resulted in the isolation of the new phenylphenalenone glycoside dilatrin ( 6 ), which was confirmed by 1D and 2D NMR (COSY and NOESY) experiments .…”

HPLC-NMR and HPLC-MS Profiling and Bioassay-Guided Identification of Secondary Metabolites from the Australian Plant Haemodorum spicatum

“…Only six oxabenzochrysenones have been reported from the family Haemodoraceae, half of which occur in the Haemodorum genus, and, unlike the phenylphenalenones, the oxabenzochrysenones contain no terminal aromatic ring. ,,,,,,− The final structural class associated with the family Haemodoraceae is the chromenes, which can contain either one or two carbonyl functional groups in the lower right ring system. Twenty-three chromenes have been reported from the family Haemodoraceae, of which five occur within the genus Haemodorum . ,,− ,,,,, All but one of the chromenes have a 7-substituted aromatic ring.…”

“…Twenty-three chromenes have been reported from the family Haemodoraceae, of which five occur within the genus Haemodorum. 2,3,[5][6][7][8][9][10][11]18,19,26,30,31 All but one of the chromenes have a 7-substituted aromatic ring.…”