
TY  - JOUR
A1  - Hart, N 
A1  - Lamberton, J 
A1  - Sioumis, A 
A1  - Suares, H 
T1  - New Triterpenes of <I>Lantana camara</I>. A Comparative Study of the Constituents of Several Taxa
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1976
VL  - 29
IS  - 3
SP  - 655
EP  - 671
KW  - 
UR  - https://doi.org/10.1071/CH9760655 
N2  - The triterpenes of Lantana camara vary widely between taxa. In taxa toxic to livestock 22&#946;-angeloyloxy-3-oxoolean-12-en-28-oic acid (lantadene A) and 22&#946;-dimethylacryloyloxy-3-oxoolean-12-en-28- oic acid (lantadene B) are present, usually as major constituents, although 3-oxolup-20(29)-en-28-oic acid (betulonic acid) predominates in the taxon Helidon White. 22&#946;-Angeloyloxy-3&#946;-hydroxyolean- 12-en-28-oic acid, 22&#946; -dimethylacryloyloxy-3&#946; -hydroxyolean-12-en-28-oic acid and 22&#946;-hydroxy-3-oxoolean-12-en-28-oic acid, not previously known to occur in L. camara, have been isolated as well as a number of other well-known triterpenes. The non-toxic Townsville Prickly Orange contains small amounts of lantadenes A and B, and is the only taxon found to contain 228-angeloyloxy-23- hydroxy-3-oxoo1ean-12-en-28-oic acid (icterogenin). Another constituent is the new triterpene 24-hydroxy-3-oxoolean-12-en-28-oic acid. Common Pink, which is non-toxic and does not contain lantadenes A and B, is characterized by triterpene acids which have a C3, C25 oxide-bridge. It contains lantanolic acid, lantic acid, and a new acid, lantabetulic acid, considered to be 3,25-epoxy- 3a-hydroxylup-20(29)-en-28-oic acid. A mixture of the 22&#946;-angeloyloxy and 22&#946;-dimethylacryloyloxy derivatives of lantanolic acid from Common Pink has been converted into 22P-hydroxylantanolic acid. Wolff-Kishner reduction of 22~-hydroxy-3-oxoolean-12-en-28-oic acid gives a low yield of 22&#946;-hydroxyolean-12-en-28-oic acid, and the major product is the C22-epimer, 22a-hydroxyolean- 12-en-28-oic acid. Corresponding products are obtained from Wolff-Kishner reduction of 22&#946;- hydroxylantanolic acid. 
ER  -

