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. 2012 Sep 21;14(18):4734-7.
doi: 10.1021/ol3019242. Epub 2012 Sep 11.

Synthesis of the reported structures for kealiinines B and C

Joseph B Gibbons  1 , Keith M Gligorich, Bryan E Welm, Ryan E Looper
Affiliations

Synthesis of the reported structures for kealiinines B and C

Joseph B Gibbons et al. Org Lett. .

Abstract

Syntheses of the reported structures of kealiinines B and C have been executed. An intermolecular electrophile-induced cyclization of a pendant arene on an ene-guanidine affords the tetracyclic, oxidized naphthimidazole cores.

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Figures

Figure 1
Figure 1
Representative Calcarea alkaloids
Figure 2
Figure 2
Antiproliferative activities.
Figure 3
Figure 3
Interrogating Caspase 3 activity.
Scheme 1
Scheme 1
Plausible biomimetic strategy.
Scheme 2
Scheme 2
Substrate preparation.
Scheme 3
Scheme 3
Synthesis of Kealiinine C
Scheme 4
Scheme 4
Synthesis of Kealiinine B
See this image and copyright information in PMC

References

    1. Sullivan JD, Giles RL, Looper RE. Curr Bioact Compd. 2009;5:39.
    1. Koswatta PB, Lovely CJ. Nat Prod Rep. 2011;28:511. - PubMed
    1. Dunbar DC, Rimoldi JM, Clark AM, Kelly M, Hamann MT. Tetrahedron. 2000;56:8795.
    1. Copp BR, Fairchild CR, Cornell L, Casazza AM, Robinson S, Ireland CM. J Med Chem. 1998;41:3909. - PubMed
    1. James RD, Jones DA, Aalbersberg W, Ireland CM. Mol Can Ther. 2003;2:747. - PubMed

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