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. 2009 Mar 23;14(3):1245–1262. doi: 10.3390/molecules14031245

Table 2.

Clerodane diterpenoids isolated from Aristolochia species.

Clerodane Species
(5R,8R,9S,10R)-ent-3-Cleroden-15-oic acid
[13,14-dihydrokolavenic acid; populifolic acid] (27)
A. brasilienses [38]; A. cymbifera [39];
A. galeata [40]
(5R,8R,9S,10R)-ent-3-Cleroden-15-ol [dihydrokolavenol] (28) A. galeata [40]
(5R,8R,9S,10R)-ent-15-Ethanoyl-3-clerodene [dihydrokolavenol acetate] (29) A. galeata [40]
Methyl (5R,8R,9S,10R)-ent-3-cleroden-15-oate [methyl populifoloate]) (30) A. esperanzae [38]; A. galeata [40]
(5S,8R,9S,10R)-ent-3-Cleroden-15-oic acid [epi-populifolic acid] (31) A. cymbifera [39]
Methyl (5S,8R,9S,10R)-ent-3-cleroden-15-oate (32) A. cymbifera [39]
(5R,8R,9S,10R)-ent-Clerod-3,13-dien-15-oic acid [Δ13,14-kolavenic acid] (33) A. brasilienses [38]; A. galeata [40]
(5R,8R,9S,10R)-ent-Clerod-3,13-dien-15-ol [Δ13,14-kolavenol] (34) A. galeata [40]
(5R,8R,9S,10R)-ent-15-Ethanoyl-clerod-3,13-diene [acetyl kolavenoate] (35) A. galeata [40]
Methyl (5R,8R,9S,10R)-ent-clerod-3,13-dien-15-oate
[methyl kolavenoate] (36)
A. esperanzae [38]; A. galeata [40]
(5S,8R,9S,10R)-ent-Clerod-3,13-dien-15-oic acid (37) A. brasilienses [38]
(5R,8R,9S,10R)-ent-Clerod-3,14-dien-13β-ol [(+)-kolavelool] (38) A. galeata [40]
(5R,8R,9S,10R)-(4→2)-abeo-Clerod-13β-hydroxy-2,14-dien-3-oic acid
[(+)-(4®2)-abeo-kolavelool-3-oic acid] (39)
A. chamissonis [41]
(5R,8R,9S,10R)-ent-Clerod-14-en-3β,4α,13α-triol [(–)-3α,4β-dihydroxykolavelool] (40) A. chamissonis [41]
(5R,8R,9S,10R)-ent-Clerod-3,14-dien-13α-ol [(–)-kolavelool] (41) A. chamissonis [41]; A. cymbifera [38];
A. galeata [38]
(5R,8R,9S,10R)-ent-Clerod-3,14-dien-2α,13α-diol
[(–)-2β-hydroxykolavelool] (42)
A. chamissonis [41]
(5R,8R,9S,10R)-ent-Clerod-3,14-dien-2β,13α-diol
[(+)-13-epi-2α-hydroxykolavelool; 13-epi-roseostachenol] (43)
A. chamissonis [41]
(5S,8R,9S,10R)-2-Oxo-ent-3-cleroden-15-oic acid (44) A. brasilienses [38]
(5R,8R,9S,10R)-2-Oxo-ent-3-cleroden-15-oic acid [2-oxopopulifolic acid] (45) A. brasilienses [39]; A. cymbifera [39];
A. galeata [40]
(5R,8R,9S,10R)-2-Oxo-ent-15-ethanoyl-3-clerodene
[2-oxodihydrokolavenol acetate] (46)
A. galeata [40]
Methyl (5R,8R,9S,10R)-2-oxo-ent-3-cleroden-15-oate
[methyl 2-oxopopulifoloate] (47)
A. esperanzae [38]
(5R,8R,9S,10R)-2-Oxo-ent-clerod-3,14-dien-13α-ol
[(–)-13-epi-2-oxokolavelool; 13-epi-roseostachenone] (48)
A. chamissonis [41]
Methyl (5S,8R,9S,10R)-2-oxo-ent-clerod-3,13-dien-15-oate (49) A. brasilienses [38]
(5R,8R,9S,10R)-2-Oxo-ent-clerod 3,13-dien-15-oic acid
13,14-2-oxokolavenic acid] (50)
A. brasilienses [38]
Methyl (5R,8R,9S,10R)-2-oxo-ent-clerod-3,13-dien-15-oate
[methyl Δ13,14-2-oxokolavenoate] (51)
A. esperanzae [38]
(5S,8S,9R,10S)-2-Oxo-ent-clerod-3,13-dien-15-oic acid (52) A. brasilienses [38]
Methyl (5R,8R,9S,10R)-ent-2α-hydroperoxy-3-cleroden-15-oate (53) A. esperanzae [38]
(5R,8R,9S,10R)-ent-2α-Hydroperoxy-clerod-3,14-dien-13α-ol
[(–)-2β-hydroperoxykolavelool] (54)
A. chamissonis [41]
Methyl (5R,8R,9S,10R)-ent-2α-hydroperoxy-clerod-3,13-dien-15-oate (55) A. esperanzae [38]

Usual names are given in brackets