Syntheses of naturally occurring cytotoxic [7.7]paracyclophanes, (−)-cylindrocyclophane A and its enantiomer, and implications for biological activity
作者:Hiroyuki Yamakoshi、Fumiya Ikarashi、Masataka Minami、Masatoshi Shibuya、Tsutomu Sugahara、Naoki Kanoh、Hisatsugu Ohori、Hiroyuki Shibata、Yoshiharu Iwabuchi
DOI:10.1039/b909646a
日期:——
The total syntheses of (−)-cylindrocyclophane A (1), a naturally occurring, cytotoxic [7.7]paracyclophane, and its enantiomer have been achieved in an enantiodivergent manner starting from a chiral propargyl alcohol building block using Smith's cross metathesis/ring-closing metathesis protocol as the key step. The biological evaluation of both enantiomers of cylindrocyclophane A (1 and ent-1) and its
的总合成 (-)-圆柱环烷A(1),天然存在的细胞毒性[7.7]对环烷从其手性炔丙醇构件开始,以史密斯的交叉复分解/闭环复分解方案为关键步骤,以对映体的方式获得了该化合物及其对映体。对cylindrocyclophane A(1和ent -1)的两个对映体及其类似物的生物学评价表明,1的手性与它的细胞毒性无关。间苯二酚 强大的[7.7]对环烷骨架中嵌入的图案。