title: Schistosomiasis suppressing deoxyphorbol esters from Euphorbia cauducifolia L. latex.
abstract: The molluscicidal activity of E. Cauducifolia L. latex, extracted in various organic solvents, was tested against Biomphalaria glabrata snails, using Bayluscide as a control. The ethyl acetate extract was found to be the most active and in bioassay guided HPLC fractionation yielded eight ( 1- 8) compounds. The structure and relative configuration of the isolates were established through spectroscopic (UV, IR, (1)H, (13)C NMR, 2D NMR, HSQC, HMQC, HMBC, COSY-45 degrees , TOCSY, HOHAHA, HOESY, ROESY, NOESY, SECSY, and NOE) techniques and mass measurements. These were named as: 13-acetoxy-20- O-angeloyl-12-deoxyphorbol ( 1), 13- O-[N-(2-aminobenzoyl)]anthraniloyl-20-acetoxy-12-deoxyphorbol ( 2), 13,20- O-dibezoyl-12-deoxyphorbol ( 3), 13,20- O-diangeloyl-12-deoxyphorbol ( 4), 13- O-angeloyl-20- O-[N-(2-aminobenzoyl)]anthraniloyl-12-deoxyphorbol ( 5), 13- O-tigloyl-20- O-[N-(2-aminobenzoyl)]anthraniloyl-12-deoxyphorbol ( 6), 13- O-benzoyl-20- O-[N-(2-aminobenzoyl)]anthraniloyl-12-deoxyphorbol ( 7), and 13- O-hexanoyl-20- O-[N-(2-aminobenzoyl)]anthraniloyl-12-deoxyphorbol ( 8). The literature reveals that all of the isolates were new natural metabolites and active against mollusks. Compounds 1 and 2, which were esterified at C-13 with acetoxy or N-(2-aminobenzoyl) anthraniloyloxy, showed twice the activity of the control while others ( 3- 8) were equipotent.
authors.affiliation: Department of Chemistry, Gomal University, Dera Ismail Khan, Pakistan.
authors.forename: Imam Baksh
authors.initials: IB
authors.lastname: Baloch
authors.forename: Musa Kaleem
authors.initials: MK
authors.lastname: Baloch
authors.forename: Ahmad Khan
authors.initials: AK
authors.lastname: Baloch
mesh_terms: D000818:Animals; D002851:Chromatography, High Pressure Liquid; D028481:Euphorbia / Q000737:chemistry*; D007840:Latex / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D010704:Phorbols / Q000302:isolation & purification / Q000494:pharmacology*; D012547:Schistosoma / Q000187:drug effects*; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet
chemical_list: D007840:Latex; D010704:Phorbols