Benzophenanthridine alkaloids isolated from Eschscholtzia californica cell suspension cultures interact with vasopressin (V1) receptors.
Chelerythrine and sanguinarine, two benzophenanthridine alkaloids, have been isolated from a crude methanolic extract of Eschscholtzia californica cell suspension cultures by successive fractionations. These two molecules exhibited affinity for rat liver vasopressin V1 receptors and are competitive inhibitors of [3H]-vasopressin binding within the micromolar range (Ki). Chelerythrine and sanguinarine represent two of the first non-peptidic structures providing original chemical leads for the design of synthetic vasopressin compounds.
Granger
I
I
Laboratoire de Pharmacognosie, Faculté des Sciences Pharmaceutiques, Toulouse, France.
Serradeil-le Gal
C
C
Augereau
J M
JM
Gleye
J
J
D000470:Alkaloids / Q000302:isolation & purification / Q000378:metabolism*; D000818:Animals; D053119:Benzophenanthridines; D007546:Isoquinolines; D008099:Liver / Q000187:drug effects / Q000378:metabolism; D010617:Phenanthridines / Q000302:isolation & purification / Q000378:metabolism*; D010944:Plants / Q000737:chemistry*; D051381:Rats; D011945:Receptors, Angiotensin / Q000378:metabolism*; D017483:Receptors, Vasopressin; D014667:Vasopressins / Q000378:metabolism
D000470:Alkaloids; D053119:Benzophenanthridines; D007546:Isoquinolines; D010617:Phenanthridines; D011945:Receptors, Angiotensin; D017483:Receptors, Vasopressin; D014667:Vasopressins; C005705:sanguinarine; C016299:chelerythrine