The Chemical Constituents of Australian Flindersia Species. XVI. The Constituents of the Wood of Flindersia laevicarpa C. T. White & Francis

Abstract

From the wood of Flindersia laevicarpa C.T. White & Francis, there has been isolated skimmianine, hesperidin, β-sitosterol, and two alcohols. One of these was identified as 1,5-diphenylpentan-3-ol, and the other was shown by degradation and synthesis to be (-)-erythro-1,5-diphenylpentan-1,3-diol.

Alcaloïdes des Ecorces de Tronc de Flindersia fournieri

“…Cinq alcaloi'des sont isolis aprks chromatographies suc-cessive~ sur colonnes d'alurnine et de silice, soient A,, Az, A,, A,, et A,. [26] alors que le harmalane a CtC isole de ses feuilles [27].…”

Phytochemical Diversity in the Order Rutales

“…the side chain most commonly proceed through oxidation of the C-21 methyl and lead to a 21,23 or more rarely, 21,24 oxide. The protolimonoid phebaloparvilactone (49), recently reported from Phebalium squamulosum ssp. parvifolium (Rutaceae)45 illustrates partial modification of the C-17 side-chain.…”

“…After 21,23 cyclization there is subsequent loss of the four carbon unit C-24 to C-27 leading to the furan ring system that is found in most limonoids. Phebaloparvilactone (49) illustrates two further common modifications that are widely exploited in limonoid biosynthesis. The first of these is the so-called 'apo-rearrangement' brought about by oxidation of the 7/8 double bond and, through a shift of Me-30, leads to either a 14/15 double bond or, more rarely, the conversion of the C-18 methyl to a cyclopropane (Fig.…”

“…Recently limonoids in which ring-B fission has occurred have also been recorded in the Rutaceae, in Hortia 2 and Flindersia (Le., flindercarpin, 55). 49 Finally, the small family Cneoraceae exhibits the most extensively modified group of limonoids in which a further carbon (C-16) has been lost and the D-ring has become a furan. Tricoccin-S14 (56) is a typical example.…”