Most cited article - PubMed ID 13876303
Microbial transformation of steroids. XVII. Transformation of progesterone by various species and strains of Penicillium
Seventy isolates belonging to 6 species and one variety of A. flavus group were shown to degrade the progesterone side-chain to yield delta 4-androstene-3,17-dione and testosterone. The isolates of five species (A. flavo-furcatis, A. flavus, A. oryzae, A. parasiticus and A. tamarii) possessed enzyme systems catalyzing the opening of ring D and formed testololactone as final steroid metabolite in addition to their ability to produce the above mentioned two products. 11 beta-Hydroxy-delta 4-androstene-3,17-dione was formed by only A. flavus and A. tamarii while 11 beta-hydroxytestosterone was produced by A. flavo-furcatis, A. parasiticus and A. subolivaceus. The chromatographic resolution of the mixture products obtained (when the selective isolate of each species reacted with 1 g of progesterone) revealed that 60-75% of progesterone was converted into delta 4-androstene-3,17-dione (8-30%), testosterone (7-33%), testololactone (14-37%) and other products (3-40%). The most bioconversion activity was exhibited by A. oryzae, followed by A. parasiticus. The highest values of delta 4-androstene-3,17-dione (30% of added progesterone) and testosterone (33%) were formed by A. flavus var. columnaris while those of testololactone (37%) were produced by A. oryzae. A systematic variation could be observed between the different tested species of A. flavus group with respect to the transformation reactions of progesterone. Comparative biotransformation results showed that essential differences exist between the tested species in this group; this biochemical differentiation may supplement the morphological and other physiological criteria used in the identification of the different species in the A. flavus group.
- MeSH
- Androstenes metabolism MeSH
- Aspergillus flavus classification growth & development metabolism MeSH
- Mycological Typing Techniques MeSH
- Progesterone chemistry metabolism MeSH
- Spectrophotometry, Infrared MeSH
- Testolactone metabolism MeSH
- Testosterone metabolism MeSH
- Chromatography, High Pressure Liquid MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- Androstenes MeSH
- Progesterone MeSH
- Testolactone MeSH
- Testosterone MeSH
- MeSH
- Chemical Phenomena MeSH
- Chemistry MeSH
- Species Specificity MeSH
- Hydroxyprogesterones biosynthesis MeSH
- Mitosporic Fungi metabolism MeSH
- Progesterone metabolism MeSH
- Steroids metabolism MeSH
- Testolactone biosynthesis MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- Hydroxyprogesterones MeSH
- Progesterone MeSH
- Steroids MeSH
- Testolactone MeSH
Hydroxylation of 17 alpha-acetoxy-6-chloro-16-methylene-4,6-pregnadiene-3,20-dione (Chlorosuperlutin, I) by Cunninghamella blakesleeana yielded a 15 beta-hydroxyderivative II. Analogous transformation of 17 alpha-acetoxy-16-methylene-4,6-pregnadiene-3,20-dione (Superlutin, IV) included a hydroxylation in position 15 beta and probably also in 11 beta with a concomitant reduction of the 6,7-double bond.
- MeSH
- Chemical Phenomena MeSH
- Chemistry MeSH
- Fungi metabolism MeSH
- Hydroxylation MeSH
- Mucorales metabolism MeSH
- Pregnanes metabolism MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- Pregnanes MeSH
- MeSH
- Bacteria metabolism MeSH
- Steroids metabolism MeSH
- Testosterone metabolism MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- Steroids MeSH
- Testosterone MeSH
- Keywords
- ADRENAL CORTEX HORMONES *, ANDROGENS *, BACTERIOLOGICAL TECHNICS *, CHROMATOGRAPHY *, CLASSIFICATION *, DEHYDROEPIANDROSTERONE *, EXPERIMENTAL LAB STUDY *, PROGESTERONE *, STAPHYLOCOCCUS *,
- MeSH
- Androgens * MeSH
- Bacteriological Techniques * MeSH
- Chromatography * MeSH
- Dehydroepiandrosterone * MeSH
- Adrenal Cortex Hormones * MeSH
- Classification * MeSH
- Progesterone * MeSH
- Staphylococcal Infections * MeSH
- Staphylococcus aureus * MeSH
- Staphylococcus * MeSH
- Research * MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- Androgens * MeSH
- Dehydroepiandrosterone * MeSH
- Adrenal Cortex Hormones * MeSH
- Progesterone * MeSH
- Keywords
- ACTINOMYCETES *, HYDROXYPROGESTERONE *, PROGESTERONE *,
- MeSH
- Actinobacteria * MeSH
- Actinomyces * MeSH
- Hydroxyprogesterones * MeSH
- Progesterone * MeSH
- Steroids * MeSH
- Publication type
- Journal Article MeSH
- Names of Substances
- Hydroxyprogesterones * MeSH
- Progesterone * MeSH
- Steroids * MeSH