A new 14,15-dinor-labdane glucoside, named crassoside A (1), was isolated from the aerial parts of Crassocephalum mannii. The structure of 1 was elucidated on the basis of spectroscopic analysis (1H NMR, 13C NMR, HMQC, HMBC and NOEs). Compound 1 demonstrated a low inhibitory effect against COX-1, but was inactive against COX-2.
WagnerWL, HerbstDR, SohmerSH. (1999) Manual of the Flowering Plants of Hawaii, revised edition, vol 2; University of Hawaii Press, Honolulu, p 1919–1930.
4.
GrubbenGJH, DentonOA. (2004) Plant Resources of Tropical Africa 2: vegetable, PROTA Foundation, Wageningen.
KongsaereeP, PrabpaiS, SriubolmasN, VongveinC, WiyakruttaS. (2003) Antimalarial dihydroisocoumarins produced by Geotrichum sp., an endophytic fungus of Crassocephalum crepidioides. Journal of Natural Products, 66, 709–711.
AniyaY, KoyamaT, MiyagiC, MiyahiraM, InomataC, KinoshitaS, IchibaT. (2005) Free radical scavenging and hepatoprotective affects of the medicinal herb, Crassocephalum crepidioides from the Okinawa Islands. Biological & Pharmaceutical Bulletin, 28, 19–23.
9.
IwalewaEO, AdewunmiCO, OmisoreNOA, AdebanjiOA, AzikeCK, AdigunAO, AdesinaOA, OlowoyoOG. (2005) Pro- and antioxidant effects and cytoprotective potentials of nine edible vegetables in southwest Nigeria. Journal of Medicinal Food, 8, 539–544.
10.
ZolloPHA, KuiateJR, MenutC, BessiereJM. (2000) Aromatic plants of tropical Central Africa. XXXVI. Chemical composition of essential oils from seven Cameroonian Crassocephalum species. Journal of Essential Oil Research, 12, 533–550.
11.
WallaceJL, CirinoG. (1994) The development of gastrointestinal-sparing nonsteroidal anti-inflammatory drugs. Trends in Pharmacological Sciences, 15, 405–406.
12.
XieW, RobertsonDL, SimmonsDL. (1992) Mitogen-inducible prostaglandin G/H syntheses: a new target for nonsteroidal anti-inflammatory drugs. Drug Development Research, 25, 249–254.
13.
VaneJR. (1994) Towards a better aspirin. Nature, 367, 215–216.
14.
SakakibaraJ, ShiraiN, KaiyaT, IitakaY. (1980) Grayanoside C, a new diterpene glucoside from Leucothoe grayana. Phytochemistry, 19, 1495–1497.
15.
BendallJG, CambieRC, MorattiSC, RutledgePS, WoodgatePD. (1995) Synthesis of a novel diterpenoid rearrangement product. Australian Journal of Chemistry, 48, 1747–1755.
16.
BarreraAF, Alvarez-ManzanedaEJ, AltarejosJ, SalidoS, RamosJM. (1993) Synthesis of Ambrox from (-)-sclareol and (+)-cis-abienol. Tetrahedron, 49, 10405–10412;
17.
MarcosIS, BasabeP, LaderasM, DíezD, JorgeA, RodillaJM, MoroRF, LithgowAM, BarataIG, UronesJG (2003) Side-chain migration reactions and ring B aromatization in labdanes: scope and limitations. Synthesis of isofregenedane type tetrahydronaphthalenic diterpenes. Tetrahedron, 59, 2333–2343.
18.
DeWittD. (1991) Prostaglandin endoperoxide synthase: regulation of enzyme expressionBiochimica et Biophysica Acta (BBA) -Lipids and Lipid Metabolism, 1083, 121–134.
19.
von-AulockS, HermannC, HartungT. (2003) Determination of the eicosanoid response to inflammatory stimuli in whole blood and its pharmacological modulation ex vivoJournal of Immunological Methods, 277, 53–63.
20.
SmalleyWE, RayWA, DaughertyJR, GriffinMR. (1995) Nonsteroidal anti-inflammatory drugs and the incidence of hospitalizations for peptic ulcer disease in elderly persons. American Journal of Epidemiology, 141, 539–545.
