Corynebacterium simplex

Sobering investigators uncovered a second significant breakthrough in microbial biotechnology of steroid production. They discovered that Corynebacterium simplex converted hydrocortisone (cortisol) (29) to prednisolone via a 1,2-dehydrogenation reaction. This A -3-ketosteroid is a highly active antiinflammatory commercial product (162). 

Corynebacterium simplex Fluocortolona Prednisolone Prednisone Triamcinolone Curvularia tunata Dasoximetasona Fluocortolona... 

The increase in potency observed in the progestin series by incorporation of additional unsamration in the A ring (see delmadinone, (5-4) obtains in the corticoid series as well the majority of commercial steroid anti-inflamatories in fact include this feamre. The double bond at the 1 position may be formed by fermentation with an organism such as Corynebacterium simplex [11] or by reaction with selenium dioxide. Hydrocortisone acetate (13-4) yields the widely used corticoid prednisolone acetate (14-1) in the same vein, cortisone acetate (13-5) goes to prednisone acetate (14-2). Mild saponification of either of these products yields the free alcohols prednisolone and prednisone, respectively. 

N-Bromoacetamide Bacterium Curvularia lunata Bacterium Corynebacterium simplex... 

Corynebacterium simplex (ATCC 6946) is placed in each flask. The flasks are then shaken on a shake table at 220 rpm and 28°C for 24 hours. 

Similar dehydrogenations are often accomplished biochemically. On treatment with Corynebacterium simplex, 19-nortestosterone is transformed into estradiol [1056], Many adrenocortical hormones are converted... 

Dehydroandrosterone [1088] and dehydroepiandrosterone [1056] are converted by bacterium-infected yeast and Corynebacterium simplex ATCC 6946 into 4-androstene-3,17-dione in 87 and 55% yields, respectively (equation 446) [1056]. 

Das durch Einfuhrung der A1<2)-Doppelbindung in das 9 a-Fluor-hydrocortison mit Se02 10°) oder mikrobiologisch mit Corynebacterium simplex 101) erhaltene 9 a-Fluorprednisolon... 

Prednisone may be prepared from cortisone by a highly specific microbiological process using Corynebacterium simplex, that selectively dehydrogenates cortisone at the C-1 and C-2 positions. 

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