A New Subclass of Alkaloids from a Dendrobatid Poison Frog: A Structure for Deoxypumiliotoxin 251H

Deoxypumiliotoxin 251H [4], representing a new subclass of the pumiliotoxin-A class of alkaloids, has been isolated from a dendrobatid frog, Epipedobates tricolor. The structure, elucidated by nmr, gc-Ftir, and mass spectral analyses, is proposed to be an 8-methyl-6-(5-hydroxy-2-methylhexylidene)-1-...

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Bibliographic Details
Published inJournal of natural products (Washington, D.C.) Vol. 58; no. 1; pp. 100 - 104
Main Authors Jain, P, Garraffo, H. M, Spande, T. F, Yeh, H. J. C, Daly, J. W
Format Journal Article
LanguageEnglish
Published CINCINNATI American Chemical Society 01.01.1995
AMER SOC PHARMACOGNOSY
Subjects
alkaloids
Alkaloids - chemistry
Alkaloids - isolation & purification
Animals
Anura
chemical composition
chemical structure
Chemistry, Medicinal
Chromatography, Gas
Epipedobates tricolor
Freshwater
frogs
Life Sciences & Biomedicine
Magnetic Resonance Spectroscopy
Mass Spectrometry
molecular conformation
Pharmacology & Pharmacy
Plant Sciences
Science & Technology
spectral analysis
Spectroscopy, Fourier Transform Infrared
toxins
Ecuador
SKIN ALKALOIDS
INDOLIZIDINES
MYOBATRACHIDAE
QUINOLIZIDINES
PYRROLIZIDINES
PUMILIOTOXINS
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Summary:Deoxypumiliotoxin 251H [4], representing a new subclass of the pumiliotoxin-A class of alkaloids, has been isolated from a dendrobatid frog, Epipedobates tricolor. The structure, elucidated by nmr, gc-Ftir, and mass spectral analyses, is proposed to be an 8-methyl-6-(5-hydroxy-2-methylhexylidene)-1-azabicyclo[4.3.0]nonane. The absolute stereochemistry and the relative configuration of the hydroxyl group are unknown.
Bibliography:istex:688DFA688B5346EFE1DEEAE0D44BCA2396441953
ark:/67375/TPS-KJP649JR-R
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0163-3864
1520-6025
DOI:10.1021/np50115a012