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Acremolin from Acremonium strictum is N(2),3-etheno-2'-isopropyl-1-methylguanine, not a 1H-azirine. Synthesis and structural revision.

ABSTRACT: The first synthesis of the heterocyclic marine natural product, acremolin, is reported along with the revision of the structure from a 1H-azirine to a substituted N(2),3-ethenoguanine (5-methyl-7-isopropyl-4,5-dihydroimidazo[2,1-b]purine). Additional properties of acremolin are also described including its (1)H-(15)N-HMBC and fluorescence spectra.

SUBMITTER: Januar LA 

PROVIDER: S-EPMC3957326 | biostudies-literature | 2013 May

REPOSITORIES: biostudies-literature

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Acremolin from Acremonium strictum is N(2),3-etheno-2'-isopropyl-1-methylguanine, not a 1H-azirine. Synthesis and structural revision.

Januar Lawrence A LA   Molinski Tadeusz F TF  

Organic letters 20130501 10

The first synthesis of the heterocyclic marine natural product, acremolin, is reported along with the revision of the structure from a 1H-azirine to a substituted N(2),3-ethenoguanine (5-methyl-7-isopropyl-4,5-dihydroimidazo[2,1-b]purine). Additional properties of acremolin are also described including its (1)H-(15)N-HMBC and fluorescence spectra. ...[more]

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