Directed biosynthesis of unnatural alkaloids in Dolichothele sphaerica |
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| Authors: | Harry Rosenberg Sidney J. Stohs Ara G. Paul |
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| Affiliation: | College of Pharmacy, The University of Nebraska, Lincoln, NE 68508, U.S.A.;College of Pharmacy, The University of Michigan, Ann Arbor, MI 48104, U.S.A. |
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| Abstract: | Using appropriate precursors, the two unnatural alkaloids 4(5)-[N-isocaproylaminomethyl]imidazole and 3-[2-N-isovalerylaminoethyl]pyrazole were produced by Dolichothele sphaerica. The former compound represents an unnatural alkaloid formed by the simultaneous introduction of two unnatural precursors, namely isocaproic acid and 4(5)-aminomethylimidazole. The latter compound represents an aberrant alkaloid formed by the introduction of a precursor of different heterocyclic entity, 3-aminoethylpyrazole. |
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| Keywords: | Dolichothele sphaerica Cactaceae biosynthesis unnatural alkaloids aberrant alkaloids dolichotheline analogs imidazoles. |
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