Oléo-résine d'Aucoumea klaineana

Tirucallane triterpenes from the roots of Ozoroa insignis

“…The presence of a methyl ester was confirmed by the characteristic resonances at d 3.65/d C 51.1, and the HMBC cross-peak of the methyl protons with a carbonyl at d C 176.8. Other relevant NMR data indicated an oxymethine carbon at These data, as well as the mass fragmentation recorded in EIMS (see Section 3) were in agreement with the structure of a 3-hydroxy-D 8 tetracyclic triterpenoid, with a side chain bearing a methyl ester at C- 20, and an ending -HC=C(CH 3 ) 2 moiety (Tessier et al, 1982;Rösecke and Kö nig, 1999). The hydroxyl group was assigned as axial on the basis of the chemical shift and multiplicity of H-3 (d 3.43, bs) (Lin et al, 1997;Su et al, 2000;Usubillaga et al, 2004).…”

“…The structure of 1 was confirmed as a tirucallane triterpenoid, from the comparison of its optical rotation with that reported for related 3a-OH tirucallanes, euphanes, and lanostanes, which is positive in euphane and lanostane series, and negative in tirucallanes (Keller et al, 1996;Lin et al, 1997;Rö secke and König, 1999;Mishra et al, 2000). Compound 1 showed a ½a 25 D À 10:7 , identical to the one reported for the synthetic methyl ester derivative of a-elemolic acid (3a-hydroxy-tirucalla-8,24-dien-21-oic acid), previously isolated from several Burseraceae (Cotterrell et al, 1970;Billet et al, 1971;Pardhy and Bhattacharya, 1978;Tessier et al, 1982;Sawadogo et al, 1985;Lima et al, 2004;Usubillaga et al, 2004). Based on this evidence, the structure of 1 was confirmed as methyl 3a-hydroxy-tirucalla-8,24-dien-21-oate, whose spectroscopic data is here reported for the first time.…”

Chemical Composition of South American Burseraceae Non‐volatile Oleoresins and Preliminary Solubility Assessment of their Commercial Blend

“…Following a similar abundance proportion between the elemolic acids, the compound 3‐oxo‐tirucalla‐7,24‐dien‐21‐oic acid ( 19 ) could be detected. Its presence in Aucoumea klaineana (Tessier et al , ), mastic gum (Papageorgiou et al , ) and a few other tirucallane‐based resins (Assimopoulou and Papageorgiou, ), has been reported previously. The fragmentation of 18 and 20 clearly indicated them as tirucallene‐type molecules, and suggested herein as probable 6 and 8 C3‐epimers, respectively, on the basis of the relevant presence of m/z 189 and 161 fragments in the mass spectra (Assimopoulou and Papageorgiou, ).…”

“… References: (a) Djerassi et al , ; (b) Budzikiewicz et al , ; (c) Ogunkoya, ; (d) Mathe et al , ; (e) Assimopoulou and Papageorgiou, ; (f) Stacey et al , ; (g) Mathe et al , ; (h) Billet et al , ; (i) Sawadogo et al , ; (j) Papageorgiou et al , ; (k) Usubillaga et al , ; (l) Marques, ; (m) Maia et al , ; (n) Tessier et al , ; (o) Guang‐Li et al , .…”

“… References: (a) Mathe et al , ; (b) Budziekiewicz et al , 1963; (c) Stacey et al , ; (d) Papageorgiou et al , ; (e) Assimopoulou and Papageorgiou, ; (f) Tessier et al , ; (g) Sawadogo et al , 1985; (h) Usubillaga et al , ; (i) Marques, ; (j) Marques et al , ; (k) Van der Doelen et al , ; (l) Dietemann et al , ; (m) Colombini et al , ; (n) Djerassi et al , ; (o) Ogunkoya, 1985; (p) Dietemann et al , .…”