TY - JOUR
T1 - Long-Acting Angiotensin II Inhibitors Containing Hexafluorovaline in Position 8
AU - Hsieh, Kun Hwa
AU - Needleman, Philip
AU - Marshall, Garland R.
PY - 1987/6/1
Y1 - 1987/6/1
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0023180146&partnerID=8YFLogxK
U2 - 10.1021/jm00389a021
DO - 10.1021/jm00389a021
M3 - Article
C2 - 3585907
AN - SCOPUS:0023180146
SN - 0022-2623
VL - 30
SP - 1097
EP - 1100
JO - Journal of Medicinal Chemistry
JF - Journal of Medicinal Chemistry
IS - 6
ER -