Antioxidant phenolic and quinonemethide triterpenes from Cheiloclinium cognatum

• Published in: Phytochemistry (Oxford) Vol. 65; no. 13; pp. 1977 - 1982
• Main Authors: Haroldo Jeller, Alex, Helena Siqueira Silva, Dulce, Morais Lião, Luciano, da Silva Bolzani, Vanderlan, Furlan, Maysa
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.07.2004; Elsevier
• Subjects: 22-hydroxypristimerin; Antioxidant activity; antioxidants; Antioxidants - pharmacology; Biochemistry & Molecular Biology; Biological and medical sciences; Celastraceae; Cheiloclinium cognatum; Chemical constitution; chemical structure; Chromatography, High Pressure Liquid; cognatine; Free Radical Scavengers - chemistry; free radical scavenging activity; Fundamental and applied biological sciences. Psychology; Hippocrateaceae; Hippocrateaceae - chemistry; Hippocrateaceae - classification; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Models, Molecular; Molecular Structure; phenolic compounds; Phenolic triterpene; phenolic triterpenes; Plant physiology and development; Plant Sciences; Quinonemethide triterpenes; Science & Technology; spectral analysis; stereochemistry; Triterpenes - chemistry; Triterpenes - isolation & purification; Triterpenes - pharmacology; triterpenoids; Brazil; Phenolic triterpene; Cheiloclinium cognatum; Hippocrateaceae; Antioxidant activity; Quinonemethide triterpenes; hippocrateaceae; METHIDE; SESQUITERPENE PYRIDINE ALKALOIDS; antioxidant activity; QUANTITATIVE-DETERMINATION; PERFORMANCE LIQUID-CHROMATOGRAPHY; CELASTRACEAE; quinonemethide triterpenes; phenolic triterpene; BIOSYNTHESIS; MAYTENUS-AQUIFOLIUM; CONSTITUENTS; Root; Molecular structure; Celastraceae; Bark; Antioxidant; Radical scavenger; Biological activity; Dicotyledones; Angiospermae; Triterpene; Isolation; Spermatophyta; Quinonemethide
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/j.phytochem.2004.03.039

The triterpenes, 22β-hydroxypristimerin and cognatine, were isolated together with seven known compounds from Cheiloclinium cognatum. The isolates were investigated for their radical scavenging abilities. The triterpenes, 22β-hydroxypristimerin and cognatine, were isolated together with the known compounds pristimerin, maytenin, 20α-hydroxymaytenin, 22β-hydroxymaytenin, netzahualcoyol, netzahualcoyondiol and netzahualcoyone from root bark of Cheiloclinium cognatum. The structures of the isolated compounds were elucidated by interpretation of their spectral data, including gHMQC and gHMBC experiments.The isolates were investigated for their radical scavenging abilities through a spectrophotometric assay involving reduction of 2,2-diphenyl-picryl hydrazyl (DPPH).