New Haptens for progesterone analogs: Synthesis and conformational analysis.

Abstract

Growing interest in fields like steroid-receptor interaction and membrane structure studies has promoted the synthesis of several steroidal haptens. The synthesis of four new analogous progesterone haptens, viz. 4-( carboxyethyl) thio -16a - methylprogesterone, 4 - ( carboxyethyl) thio - 19 - norethisterone - 17 - acetate, 20 - (hemisuccinyloxymethyl) pregn - 4 - en - 3 -one and 6p - hemisuccinyloxy - 16a - prop - 2'- enylprogesterone is reported herein along with a fluorescent progesterone ana- log, (20S) -[3 -[ [ [ (2 - oxo - 2H - l - benzopyran - 3 - yl) arnino ]carbonyl]oxy ]methyl]pregn - 4 - en - 3 - one. Molecular models ob- tained from MM2 calculations showed that the geometry of the A/B rings was unaltered, hence the new progesterone analogs show potential as haptens for progesterone immunoassay and membrane structure studies.