Sesquiterpenes from the leaves of Tithonia diversifolia.

Department of Chemistry, National Taiwan University, Taipei, Taiwan, Republic of China.
Journal of Natural Products (Impact Factor: 3.29). 07/1998; 61(6):827-8. DOI: 10.1021/np970530h
Source: PubMed

ABSTRACT Two new compounds, a germacrane sesquiterpene, 1-acetyltagitinin A (1), and a guaianane sesquiterpene, 8beta-isobutyryloxycumambranolide (2), were isolated from leaves of Tithonia diversifolia, together with two known compounds, methyl 3alpha-acetoxy-4alpha-hydroxy-11(13)-eudesmen-12-oa te and tagitinin A. The structures of compounds 1 and 2 were elucidated on the basis of spectral and chemical evidence.

  • [Show abstract] [Hide abstract]
    ABSTRACT: Tithonia diversifolia is a novel herbal medicine exerting antihyperglycemic and hepatoprotective effects, but the molecular mechanism underlying these therapeutic effects remains unclear. Liver X receptor (LXR) and farnesoid X receptor (FXR) are members of nuclear receptor superfamily. Their agonists were demonstrated to exhibit antihyperglycemic and hepatoprotective effects. In this study, sesquiterpene lactones, tirotundin and tagitinin A, were isolated from the crude oil of T. diversifolia and evaluated for their activity against LXR and FXR by the transient transfection reporter and mammalian one-hybrid assays. Tirotundin and tagitinin A stimulated LXR-dependent rat CYP7A1, SREBP-1c, and ABCA1 gene promoter transactivation by approximately two-fold of vehicle effect at 10 μM. They also transrepressed LXR-dependent PEPCK gene promoter activation by approximately 50 % of vehicle effect at 10 μM. Additionally, they enhanced the transactivation of FXR-dependent SHP gene promoter by more than two-fold of vehicle effect at 10 μM. These results strongly indicated that tirotundin and tagitinin A acted as dual LXR/FXR agonists so T. diversifolia might exert therapeutic effects through LXR and FXR pathways.
    Medicinal Chemistry Research 07/2012; 22(7). · 1.61 Impact Factor
  • Source
    [Show abstract] [Hide abstract]
    ABSTRACT: Tithonia diversifolia (family-Asteraceae), a wildly growing plant has been reported to possess a number of medicinal properties being used traditionally in tropics especially Kenya and Nigeria. This study evaluated the phytochemicals, acute toxicity (100-10,000 mg/kg) and anti-diarrhoeal effect of Tithonia diversifolia on group of Wistar rats. The anti-diarrhoeal effect of aqueous extract of Tithonia diversifolia leaves (200, 400 and 800 mg/kg doses) was studied using castor-oil-induced-diarrhoea model (dropping test), castor-oil-induced enteropooling (secretory test) and gastrointestinal transit test (charcoal transit) in rats. In castor-oil-induced diarrhoea test, the rats' droppings were observed and noted as wet or dry with wet signifying characteristic diarrhoea. The castor-oil-induced enteropooling was done to determine the volume of intestinal content induced by castor oil while in gastrointestinal transit, the speed and percentage distance travelled by charcoal meal were noted to determine the anti-motility properties of the extract. The results showed that Tithonia diversifolia leaves' aqueous extract reduced wet faecal output in castor-oil-induced diarrhoea but with slightly greater frequencies in comparison with loperamide treated animals and had less volume of intestinal contents as compared with the negative control (distilled water treated animals). It also had a significant (p<0.05) non-dose dependent reduction in speed and distance travelled by charcoal in gastrointestinal tract but slightly higher speed and longer distance than the atropine treated rats. Therefore, Tithonia diversifolia leaves' aqueous extract has a remarkable anti-diarrhoeal effect in castor-oil-induced diarrhoea, enteropooling and gastrointestinal motility models attesting to its utility in a wide range of diarrhoeal states traditionally.
    British Journal of Pharmacology and Toxicology. 01/2012; 3(3):127-134.
  • Source
    [Show abstract] [Hide abstract]
    ABSTRACT: A new chromene glycoside, 6-acetyl-2,2-dimethylchromene-8-O-β-D-glucoside, together with four known compounds were isolated from the aerial parts of Tithonia diversifolia. Their structures were established by 1H, 13C NMR, and HMQC together with the other physical and chemical investigations.
    Chemistry of Natural Compounds 01/2010; 46(2):198-200. · 0.60 Impact Factor