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Oleanonic acid

Oleanonic acid. Apply sample and then treat with 10% sodium [16]... [Pg.60]

Apply sample followed by 5% potassium carbon- [16] ate solution in aqueous acetone, dry, apply 50% methyl iodide in acetone. Allow to react for 3 h at 50 °C in an atmosphere of methyl iodide — acetone (1 + 4), dry and develop. Oleanonic acid, for example, yields its methyl ester. [Pg.70]

Oleanonic acid, 6-hydroxyflavone, xanthotoxol, gjycyrrhetic acid acetate... [Pg.70]

Ochratoxin A 69,147,166,167 Oieanolic acid 59,60 Oleanonic acid 59,60,70 -, methyl ester 70 Olefins 359 Oleic acid 73, 89 Oligogalacturonic acids 45, 322 Oligonucleotides 76... [Pg.238]

Terebinthales Anacardiaceae Pistacia (mastic) Euphanes (masticadienonic acid, isomasticadienonic acid), oleanananes (oleanonic acid, moronic acid), dammaranes... [Pg.13]

Figure 5.1 Structures of the pure triterpenes studied by GALDI MS hydroxydammarenone (20 hydroxydammar 24 en 3 one) 1, oleanolic acid (3 hydroxyolean 12 en 28 oic acid) 2, oleanonic acid (3 oxoolean 12 en 28 oic acid) 3, 18(3 glycyrrhetinic acid ((3(3,18(3,20(3) 3 hydroxy 11 oxoolean 12 en 29 oic acid) 4, uvaol (urs 12 en 3,28 diol) 5, ursolic acid (3 hydroxyurs 12 en 28 oic acid) 6, and ursonic acid (3 oxours 12 en 28 oic acid) 7... Figure 5.1 Structures of the pure triterpenes studied by GALDI MS hydroxydammarenone (20 hydroxydammar 24 en 3 one) 1, oleanolic acid (3 hydroxyolean 12 en 28 oic acid) 2, oleanonic acid (3 oxoolean 12 en 28 oic acid) 3, 18(3 glycyrrhetinic acid ((3(3,18(3,20(3) 3 hydroxy 11 oxoolean 12 en 29 oic acid) 4, uvaol (urs 12 en 3,28 diol) 5, ursolic acid (3 hydroxyurs 12 en 28 oic acid) 6, and ursonic acid (3 oxours 12 en 28 oic acid) 7...
Figure 5.2 GALDI mass spectra of (a) fresh hydroxydammarenone (1, sodium adduct [M+Na]+ at m/z 465) and (b) an equimolar mixture of hydroxydammarenone (1 H, m/z 465), uvaol (5 U, m/z 465), oleanonic acid (3 On, m/z 477), oleanolic acid (2 Ol, m/z 479), andglycyrrhetinic acid (4 G, m/z 493) [39]. In (a), a small amount of (M+16) is visible at m/z 481 in the unaged sample. Signals marked with crosses at m/z 413, 469, 483, and 507are contaminants in the spectrometer... Figure 5.2 GALDI mass spectra of (a) fresh hydroxydammarenone (1, sodium adduct [M+Na]+ at m/z 465) and (b) an equimolar mixture of hydroxydammarenone (1 H, m/z 465), uvaol (5 U, m/z 465), oleanonic acid (3 On, m/z 477), oleanolic acid (2 Ol, m/z 479), andglycyrrhetinic acid (4 G, m/z 493) [39]. In (a), a small amount of (M+16) is visible at m/z 481 in the unaged sample. Signals marked with crosses at m/z 413, 469, 483, and 507are contaminants in the spectrometer...
Figure 12.3 GC/MS (a) and THM GC/MS (b) curves of aged dammar. Peak assignments 2, a cubebene 3, copaene 4, ft bourbonene 8,10 12, cadinane type pyrolysis fragments 14 16, cadinene type pyrolysis fragments 17, calamanene type pyrolysis fragments 18 21, unidentified sesquiterpenoids 22, dammaradienone 23, dammaradienol 24, nor a amyrone 25, 28 nor olean 17 en 3 one 26, dammarenolic acid methyl ester 27, oleanonic acid 28, hydroxydammarenone 29, oleanonic aldehyde 30, ursonic acid methyl ester 31, ursonic aldehyde 32, nor (3 amyrone 34, 20,24 epoxy 25 hydroxy 3,4 seco 4(28) dammaren 3 oic acid methyl ester 35, 20,24 epoxy 25 hydroxy dammaren 3 one 36, dammaradienol... Figure 12.3 GC/MS (a) and THM GC/MS (b) curves of aged dammar. Peak assignments 2, a cubebene 3, copaene 4, ft bourbonene 8,10 12, cadinane type pyrolysis fragments 14 16, cadinene type pyrolysis fragments 17, calamanene type pyrolysis fragments 18 21, unidentified sesquiterpenoids 22, dammaradienone 23, dammaradienol 24, nor a amyrone 25, 28 nor olean 17 en 3 one 26, dammarenolic acid methyl ester 27, oleanonic acid 28, hydroxydammarenone 29, oleanonic aldehyde 30, ursonic acid methyl ester 31, ursonic aldehyde 32, nor (3 amyrone 34, 20,24 epoxy 25 hydroxy 3,4 seco 4(28) dammaren 3 oic acid methyl ester 35, 20,24 epoxy 25 hydroxy dammaren 3 one 36, dammaradienol...
Figure 12.4 THM GC/MS curve of mastic resin. Peak assignments 1, nor f3 amyrone 2, (8R) 3 oxo hydroxypolipoda 13E,17E,21 triene 3, nor 28 olean 18 en 3 one 4, moronic acid methyl ester 5, oleanonic acid methyl ester 6, oleanonic aldehyde 7,8, (iso)masticadienonic acid methyl ester... Figure 12.4 THM GC/MS curve of mastic resin. Peak assignments 1, nor f3 amyrone 2, (8R) 3 oxo hydroxypolipoda 13E,17E,21 triene 3, nor 28 olean 18 en 3 one 4, moronic acid methyl ester 5, oleanonic acid methyl ester 6, oleanonic aldehyde 7,8, (iso)masticadienonic acid methyl ester...
Figure 7.10 Some triterpenoid compounds found in mastic (Pistacia resin) (a) moronic acid, (b) oleanonic acid, (c) zsomasticadienonic acid, (d) masticadienonic acid. Figure 7.10 Some triterpenoid compounds found in mastic (Pistacia resin) (a) moronic acid, (b) oleanonic acid, (c) zsomasticadienonic acid, (d) masticadienonic acid.
By using betulin as substrate, some mechanistic studies were performed and it was demonstrated that these reactions are catalyzed by Brpnsted acid species generated in situ from the hydrolysis of Bi(0Tf)3-.vH20. This process was also applied to other terpenic compounds. The sesquiterpene ( )-caryophyllene oxide originated clov-2-en-9a-ol by a cariophyllene-clovane rearrangement (Scheme 41) whereas 3-oxo- l 8a-olean-28- l 3(3-olide was obtained from oleanonic acid (Scheme 42). With this triterpene derivative, only 28,13(3-lactonization occurred, with inversion of the configuration of the stereocenter at C18 [133],... [Pg.170]

Scheme 42 Bi(OTf)3-xH20-promoted lactonization of oleanonic acid... Scheme 42 Bi(OTf)3-xH20-promoted lactonization of oleanonic acid...
Oleanonic acid 143 Commerical Prepared from 142 EBV, iNOS [22,100]... [Pg.75]

A careful study of several taxa of Lantana camara has resulted in the isolation of 22/S-hydroxy-3-oxo-olean-12-en-28-oic acid (101), 22/8-dimethylacryloyloxy-3/3-hydroxyolean-12-en-28-oic acid (102), 24-hydroxy-3-oxo-olean-12-en-28-oic acid (103), and a mixture of the dimethylacrylate (104) and angelate (105) of 22(3-hydroxylantanolic acid. Other workers have also obtained (104) from L. camara and have called it lantanilic acid. A possible alternative structure for lantanolic acid (106) with the potential ketone at C-2 has been excluded on chemical grounds by converting it into the acetal of oleanonic acid methyl ester. [Pg.143]

Diterpenoids (7-oxo-dehydroabietic and 15-hydroxy-7-oxo-dehydroabietic acid) triterpenoids (isomasticadienonic, masticadienonic, moronic and oleanonic acids) alkanes (C25-C33), wax esters (C o-Cso), hydroxy wax esters (C42-CS4) hydroxyaromatic acids fatty adds steranes and hopanes... [Pg.801]

Oleanonic acid Oleoresin oiPistacia lentiscus var. Chia (chios mastic gum) Partial Moderate (20%) [99]... [Pg.161]

The natural resins used for picture varnishes are made up of mixtures of larger molecules, many of which have now been separated and identified. The molecular formula of the major component of dammar, oleanonic acid (Boon and van der Doelen, 1999), is C30H45O3, MW 454. There are many terms that are used for this concept (Table 2.2), but this book will use molecular weight for simplicity. [Pg.34]


See other pages where Oleanonic acid is mentioned: [Pg.59]    [Pg.533]    [Pg.90]    [Pg.141]    [Pg.230]    [Pg.244]    [Pg.37]    [Pg.1069]    [Pg.244]    [Pg.96]    [Pg.163]    [Pg.270]    [Pg.388]   
See also in sourсe #XX -- [ Pg.19 , Pg.255 ]

See also in sourсe #XX -- [ Pg.388 ]




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