127644-49-9Relevant academic research and scientific papers
Oligomeric Flavanoids. Part 10. Structure and Synthesis of the First Tetrahydropyranochromenes Related to (4,6)-Bis-(-)-fisetinidol Profisetinidins
Malan, Johannes C. S.,Young, Desmond A.,Steynberg, Jan P.,Ferreira, Daneel
, p. 227 - 234 (2007/10/02)
The range of natural bis-fisetinidol profisetinidins is extended by identification of (+)-epifisetinidol-(4α,6)-(-)-fisetinidol (5), (4α,6)-bis-(+)-epifisetinidol (7), (4β,6')-bis-(-)-fisetinidol (13), and (-)-fisetinidol-(4β,6')-(+)-epifisetinidol (15).They are accompanied in the heartwood of Colophospermum mopane by the first tetrahydropyranochromenes (17), (19), (21), and (23), related to the (4,6)-bis-(-)-fisetinidol profisetinidins (1) and (2).Under mild basic conditions the latter compounds undergo pyran rearrangements affording tetrahydropyranochromenes (17), (19), (21), and (23) as well as two additional C-2(F) epimeric pairs (25), (27), and (29), (31).The same intermediate quinone-methide presumably leading to the c-ring-isomerized analogues may feasibly also explain the genesis of the variety of compounds in the mopane displaying a C-2-epimeric relationship to the predominant (-)-fisetinidol monomeric precursor.
