Isolation and identification of neo-clerodane diterpenes from Ajuga remota by high-performance liquid chromatography.
In order to explore the suitability of reversed-phase HPLC for the rapid isolation, identification and semi-preparative fractionation of neo-clerodane diterpenes from Ajuga remota, an extract from aerial parts of the plant was examined using a C18 column with UV detection and gradient elution with water:methanol. In addition to the known diterpenes ajugarins I, II, IV and V and clerodin, the presence and chromatographic behaviours of ajugapitin, dihydroajugapitin, dihydroclerodin and deacetylajugarin IV, not previously isolated from A. remota, were established. Presence of the epimeric mixture of 14-hydro-15-hydroxyclerodin (scutecyprol A) was also demonstrated together with that of 14-hydro-15-hydroxyajugapitin, the latter only in trace amounts. The structures of all isolated diterpenes were determined from NMR data. The anti-feedant activities of the isolated compounds against Spodoptera littoralis are also reported here.
Coll
Josep
J
Institut d'Investigacions Químiques i Ambientals de Barcelona 'Josep Pascual Vila', Consejo Superior de Investigaciones Científicas, 08034-Barcelona, Spain. jctqob@iiqab.csic.es
Tandrón
Yudelsy
Y
D031328:Ajuga / Q000737:chemistry*; D000818:Animals; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D045785:Diterpenes, Clerodane / Q000302:isolation & purification* / Q000494:pharmacology; D005247:Feeding Behavior / Q000187:drug effects; D007306:Insecticides / Q000302:isolation & purification; D007814:Larva; D015394:Molecular Structure; D035261:Plant Components, Aerial / Q000737:chemistry; D018411:Spodoptera
D045785:Diterpenes, Clerodane; D007306:Insecticides