Acremolin from Acremonium strictum is N2,3-Etheno-2′-isopropyl-1-methylguanine, not a 1H-Azirine. Synthesis and Structural Revision

被引:27
作者
Januar, Lawrence A. [1 ]
Molinski, Tadeusz F. [1 ,2 ]
机构
[1] Univ Calif San Diego, Dept Chem & Biochem, La Jolla, CA 92093 USA
[2] Univ Calif San Diego, Skaggs Sch Pharm & Pharmaceut Sci, La Jolla, CA 92093 USA
关键词
DNA-ADDUCTS; N2,3-ETHENOGUANOSINE; AZACYCLOPROPENE; 7-OXIDE;
D O I
10.1021/ol400752s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 H-1-N-15-HMBC and fluorescence spectra.
引用
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页码:2370 / 2373
页数:4
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