The aignopsanes, a new class of sesquiterpenes from selected chemotypes of the sponge Cacospongia mycofijiensis

Tyler A. Johnson, Taro Amagata, Koneni V. Sashidhara, Allen G. Oliver, Karen Tenney, Teatulohi Matainaho, Kenny Kean-Hooi Ang, James H McKerrow, Phillip Crews

Research output: Contribution to journalLetterpeer-review

Abstract

A survey of individual specimens of northern Papua New Guinea derived Cacospongia mycofijiensis has yielded novel sesquiterpenes, aignopsanoic acid A (1), methyl aignopsanoate A (2), and isoaignopsanoic acid A (3). The structures and absolute configurations of 1-3 were established using NMR data, X-ray crystallography results, and an analysis of CD properties. Two of these metabolites, 1 and 2, were moderately active against Trypanosoma brucei, the parasite responsible for sleeping sickness.

Original languageAmerican English
Pages (from-to)1975-1978
Number of pages4
JournalOrganic Letters
Volume11
Issue number9
DOIs
StatePublished - Mar 30 2009
Externally publishedYes

Funding

FundersFunder number
National Institute of Allergy and Infectious DiseasesU01AI075641

    Keywords

    • Animals
    • Crystallography
    • X-Ray
    • Molecular Structure
    • Nuclear Magnetic Resonance
    • Biomolecular
    • Papua New Guinea
    • Parasitic Sensitivity Tests
    • Porifera
    • Sesquiterpenes
    • Trypanosoma brucei brucei
    • Trypanosomiasis
    • African

    Disciplines

    • Biochemistry
    • Natural Products Chemistry and Pharmacognosy

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