title: A 1,4-disubstituted quinolizidine from a Madagascan mantelline frog (Mantella).
abstract: A major alkaloid, 217A, in skin extracts of a mantelline frog (Mantella baroni) was isolated by HPLC and the structure defined by 1H-NMR spectral analysis as (1R,4S,10S)- or (1R,4R,10R)- 1-methyl-4-(Z)-(1-pent-2-en-4-ynyl) quinolizidine (1). Four other alkaloids-207I (2), 231A (3), 233A (4), and 235E' (5)-detected in frog skin extracts are proposed to be 1,4-disubstituted quinolizidines based on diagnostic mass and FTIR spectra.
authors.affiliation: Laboratory of Bioorganic Chemistry, National Institute of Diabetes, and Digestive and Kidney Diseases, National Institutes of Health, Bethesda, Maryland 20892-0820, USA.
authors.forename: P
authors.initials: P
authors.lastname: Jain
authors.forename: H M
authors.initials: HM
authors.lastname: Garraffo
authors.forename: H J
authors.initials: HJ
authors.lastname: Yeh
authors.forename: T F
authors.initials: TF
authors.lastname: Spande
authors.forename: J W
authors.initials: JW
authors.lastname: Daly
authors.forename: N R
authors.initials: NR
authors.lastname: Andriamaharavo
authors.forename: M
authors.initials: M
authors.lastname: Andriantsiferana
mesh_terms: D000818:Animals; D001001:Anura / Q000378:metabolism*; D002851:Chromatography, High Pressure Liquid; D008401:Gas Chromatography-Mass Spectrometry; D009682:Magnetic Resonance Spectroscopy; D011807:Quinolizines / Q000737:chemistry* / Q000302:isolation & purification; D012867:Skin / Q000737:chemistry; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: C103982:1-methyl-4-(1-pent-2-en-4-ynyl)quinolizidine; D011807:Quinolizines