title: 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.
authors: Department of Chemistry and Biochemistry, and Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California San Diego , 9500 Gilman Drive MC0358, La Jolla, California 92093, United States.
authors: Lawrence A
authors: LA
authors: Januar
authors: Tadeusz F
authors: TF
authors: Molinski
mesh_terms: D000164:Acremonium / Q000737:chemistry* / Q000302:isolation & purification; D001688:Biological Products / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry; D006147:Guanine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001688:Biological Products; D005456:Fluorescent Dyes; C000588447:N(2),3-etheno-2'-isopropyl-1-methylguanine; C015196:N(2),3-ethenoguanine; C000588448:N(2),3-ethenoguanine (5-methyl-7-isopropyl-4,5-dihydroimidazo(2,1-b)purine); D011687:Purines; D006147:Guanine
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