Structure-activity relationships of C21 steroids in an in vitro oocyte maturation bioassay in rainbow trout, Salmo gairdneri. | - CCMAR -

Journal Article

TitleStructure-activity relationships of C21 steroids in an in vitro oocyte maturation bioassay in rainbow trout, Salmo gairdneri.
Publication TypeJournal Article
AuthorsCanario, AVM, Scott, AP
Year of Publication1988
JournalGen Comp Endocrinol
Volume71
Issue2
Date Published1988 Aug
Pagination338-48
ISSN0016-6480
KeywordsAnimals, Female, In Vitro Techniques, Oocytes, Pregnanediol, Pregnenediones, Salmonidae, Structure-Activity Relationship, Trout
Abstract

Rainbow trout, Salmo gairdneri, oocytes were used in an in vitro bioassay to test for the potency of C21 steroids in inducing final maturation. A wide range of steroids was used and most of the assays were replicated at least 3 times and up to 10 times with the most effective steroids. 17 alpha,20 beta-Dihydroxy-4-pregnen-3-one (17,20 beta-P), which has been identified as the natural maturation-inducing steroid in Salmoniformes, was used as the reference steroid. Four steroids, 17 alpha,20 beta,21-trihydroxy-4-pregnen-3-one; 3 alpha,17 alpha,20 beta-trihydroxy-5 alpha-pregnane; 3 beta,17 alpha,20 beta-trihydroxy-5 alpha-pregnane; and 3 alpha,17 alpha,20 beta,21-tetrahydroxy-5 alpha-pregnane were found to be equipotent with 17,20 beta-P. Analysis of the structure-activity relationships indicated that, for maximum biological activity, steroids must have a planar nucleus (as in delta 4 and 5 alpha-reduced steroids), a hydroxyl or keto group at position 3, and hydroxyl groups at positions 17 and 20 beta. Steroids with delta 5 or 5 beta-reduced conformations and/or hydroxyl or keto groups at position 11 had a much reduced biological activity.

Sapientia

http://www.ncbi.nlm.nih.gov/pubmed/3203879?dopt=Abstract

Alternate JournalGen. Comp. Endocrinol.
PubMed ID3203879
CCMAR Authors