Phytochemical investigation of Verbesina turbacensis Kunth: trypanosome cysteine protease inhibition by (-)-bornyl esters.
The bark and leaf essential oils of Verbesina turbacensis were obtained by hydrodistillation and analyzed by GC-MS. The bark oil of the plant was composed mainly of monoterpene hydrocarbons (83.5-90.4%), predominately alpha-pinene, while the leaf oil was composed mainly of sesquiterpene hydrocarbons, dominated by germacrene-D (29.1-36.9%), and delta-elemene (21.7-22.1%). Three bornyl hydroxycinnamic esters isolated from the acetone bark extract were found to inhibit the cysteine protease, rhodesain. Molecular docking analysis to probe the inhibitory interactions of the esters was also carried out.
Ogungbe
Ifedayo V
IV
Department of Chemistry, University of Alabama in Huntsville, Huntsville, Alabama 35899, USA.
Crouch
Rebecca A
RA
Haber
William A
WA
Setzer
William N
WN
D000081008:Bicyclic Monoterpenes; D003373:Coumaric Acids / Q000494:pharmacology*; D015853:Cysteine Proteinase Inhibitors / Q000494:pharmacology*; D008401:Gas Chromatography-Mass Spectrometry; D039821:Monoterpenes / Q000032:analysis / Q000737:chemistry / Q000494:pharmacology; D024301:Plant Bark / Q000737:chemistry; D010936:Plant Extracts / Q000032:analysis; D018515:Plant Leaves / Q000737:chemistry; D016833:Trypanosoma brucei rhodesiense / Q000187:drug effects*; D031208:Verbesina / Q000737:chemistry*
D000081008:Bicyclic Monoterpenes; D003373:Coumaric Acids; D015853:Cysteine Proteinase Inhibitors; D039821:Monoterpenes; D010936:Plant Extracts; C115950:bornyl caffeate; C115951:bornyl ferulate; C115952:bornyl p-coumarate; C005451:alpha-pinene