Tomlinson John T, Park Gyungse, Misenheimer Jacob A, Kucera Gregory L, Hesp Kevin, Manderville Richard A
Department of Chemistry, Wake Forest University, Winston-Salem, North Carolina 27109-7486, USA.
Org Lett. 2006 Oct 12;8(21):4951-4. doi: 10.1021/ol061998r.
[reaction: see text] The prodigiosin alkaloid 1 and the synthetic analogue 2 show photoinduced cytotoxicity against HL-60 cancer cells. Photoirradiation of 1 and 2 causes photofading, photooxidation, and thioadduct formation. These results provide a model for the redox properties of prodigiosins that play a role in their biological activity and provide a new way to functionalize their pyrromethene entity with water-soluble thiol groups.
[反应:见正文] 灵菌红素生物碱1和合成类似物2对HL-60癌细胞表现出光诱导细胞毒性。1和2的光照射会导致光褪色、光氧化和硫代加合物形成。这些结果为灵菌红素的氧化还原性质提供了一个模型,该性质在其生物活性中起作用,并为用水溶性硫醇基团官能化其吡咯并甲川实体提供了一种新方法。