Boot Claudia M, Tenney Karen, Valeriote Frederick A, Crews Phillip
Department of Chemistry and Biochemistry and Department of Ocean Sciences, University of California, Santa Cruz, California 95064, USA.
J Nat Prod. 2006 Jan;69(1):83-92. doi: 10.1021/np0503653.
RHM1 (1) and RHM2 (2) are highly N-methylated linear octapeptides produced by an atypical strain of Acremonium sp., cultured from a marine sponge collected in Papua New Guinea. The known peptaibiotic efrapeptin G (3) was also isolated from this fungus. The planar structures of 1 and 2 were assigned based on 1D- and 2D-NMR experiments and fragmentation patterns from ESIMS. The absolute configuration of 1 was determined via Marfey's method; the absolute configuration of 2 is proposed to be identical. Efrapeptin G (3) displayed potent cytotoxicity against murine cancer cell lines, while RHM1 (1) and RHM2 (2) showed weak cytotoxicity against murine cancer cell lines; efrapeptin G (3) and RHM1 (1) also demonstrated antibacterial activity.
RHM1(1)和RHM2(2)是由从巴布亚新几内亚采集的海洋海绵中培养出的一株非典型顶孢霉产生的高度N-甲基化线性八肽。已知的抗真菌肽埃弗拉菌素G(3)也从该真菌中分离得到。基于一维和二维核磁共振实验以及电喷雾离子化质谱(ESIMS)的裂解模式确定了1和2的平面结构。通过马尔费伊法确定了1的绝对构型;推测2的绝对构型与之相同。埃弗拉菌素G(3)对小鼠癌细胞系显示出强大的细胞毒性,而RHM1(1)和RHM2(2)对小鼠癌细胞系显示出较弱的细胞毒性;埃弗拉菌素G(3)和RHM1(1)还表现出抗菌活性。