Lewer Paul, Graupner Paul R, Hahn Donald R, Karr Laura L, Duebelbeis Dennis O, Lira Justin M, Anzeveno Peter B, Fields Stephen C, Gilbert Jeffrey R, Pearce Cedric
Dow AgroSciences, Indianapolis, Indiana 46268, USA.
J Nat Prod. 2006 Oct;69(10):1506-10. doi: 10.1021/np060219c.
Several Penicillia and one Tricothecium strain produced a new, insecticidally active member of the cycloaspeptide family, with the proposed name cycloaspeptide E (1). The structure, which was determined on the basis of spectroscopic (NMR, UV, MS) data and Marfey amino acid analysis, was the tyrosine desoxy version of cycloaspeptide A (2). Two synthetic routes to compound 1 were developed: one a partial synthesis from 2 and the other a total synthesis from methyl alaninate hydrochloride. Cycloaspeptide E, the first member of this series not to contain a tyrosine moiety, is also the first to be reported with insecticidal activity.
几种青霉菌和一株单端孢霉属菌株产生了环缩肽家族的一个新的具有杀虫活性的成员，暂定名为环缩肽E（1）。其结构是根据光谱（核磁共振、紫外、质谱）数据和马尔费氨基酸分析确定的，是环缩肽A的酪氨酸脱氧形式（2）。开发了两条合成化合物1的路线：一条是从2进行部分合成，另一条是从盐酸丙氨酸甲酯进行全合成。环缩肽E是该系列中第一个不含酪氨酸部分的成员，也是第一个被报道具有杀虫活性的成员。
