Hsieh K H, Needleman P, Marshall G R
J Med Chem. 1987 Jun;30(6):1097-100. doi: 10.1021/jm00389a021.
An improved synthesis of hexafluorovaline (Hfv) derivatives, i.e., DL-Hfv-OBzl and Boc-DL-Hfv, is described. Incorporation of hexafluorovaline into angiotensin resulted in [Sar1,Hfv8]AII and [Sar1,D-Hfv8]AII. At the nanogram/milliliter dose range, the L congener was 20-100 times more active as either angiotensin agonist or angiotensin antagonist than its D diastereomer on isolated tissue preparations. At the microgram dose range, both [Sar1,Hfv8]AII and [Sar1,D-Hfv8]AII were significantly more effective than [Sar1,Leu8]AII as angiotensin II inhibitors, producing prolonged blockade of the pressor response toward angiotensin II for over 1 h.
描述了一种改进的六氟缬氨酸（Hfv）衍生物，即DL-Hfv-OBzl和Boc-DL-Hfv的合成方法。将六氟缬氨酸掺入血管紧张素中得到了[Sar1,Hfv8]AII和[Sar1,D-Hfv8]AII。在纳克/毫升剂量范围内，在离体组织制剂上，L型异构体作为血管紧张素激动剂或拮抗剂的活性比其D型非对映异构体高20-100倍。在微克剂量范围内，[Sar1,Hfv8]AII和[Sar1,D-Hfv8]AII作为血管紧张素II抑制剂均比[Sar1,Leu8]AII显著更有效，对血管紧张素II的升压反应产生超过1小时的延长阻断作用。
