Charminarone, a seco-pseudoguaianolide from Parthenium hysterophorus.
A novel sesquiterpenoid, charminarone, the first seco-pseudoguaianolide, has been isolated along with several known compounds from the whole plant of Parthenium hysterophorus. The structure of the new compound has been settled as 1,10-seco-dihydroisoparthenin 1,10-dione from its spectral data as well as from its conversion by reductive coupling reaction with Zn/TiCl(4) reagent to the known compound, anhydrodihydroisoparthenin. The reagent Zn/TiCl(4) has been used here for the first time to construct the seven membered ring of a pseudoguaianolide sesquiterpenoid.
Venkataiah
B
B
Organic Chemistry Division--I, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
Ramesh
C
C
Ravindranath
N
N
Das
Biswanath
B
D019659:Asteraceae / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D010084:Oxidation-Reduction; D012717:Sesquiterpenes / Q000737:chemistry* / Q000302:isolation & purification; D014025:Titanium / Q000737:chemistry; D015032:Zinc / Q000737:chemistry
D012717:Sesquiterpenes; C477502:charminarone; D014025:Titanium; D015032:Zinc