17p-Hydroxysteroid dehydrogenase

Peltoketo H, Nokelainen P, Palo YS, Vihko R, Vihko P (1999) Two 17P-hydroxysteroid dehydrogenases (17HSDs) of estriadol biosynthesis 17HSD type 1 and type 7. J Steroid Biochem Mol Biol, 69(1-6) 431-439. 

Figure 6b shows the modeled a helix F interface in human 17P-hydroxysteroid dehydrogenase type 2. Alanine-237 is 3 A from the hydrophobic part of the side chain of methionine-241 on the other subunit. Methionine-241 is 3.2 A from serine-234. Alanine-230 is 3.7 A from phenylalanine-242 and 4.5 A from valine-245. Alanine-238, the other anchoring residue, is 4.1 A from alanine-238 on the other subunit. 

Brooks, J.D. and Thompson, L.U. 2005. Mammalian lignans and genistein decrease the activities of aromatase and 17p-hydroxysteroid dehydrogenase in MCF-7 cells. J. Steroid Biochem. Mol. Biol. 94, 461—467. 

Another anti-cancer mechanism of isoflavones may involve inhibition of key enzymes of estrogen metabolism, such as 3 p-hydroxy steroid dehydrogenase, 17P-hydroxysteroid dehydrogenase, 5a-reductase and aromatase, as a consequence of which the level of active steroid hormones is affected [81, 106, 107],... 

Schuster, D., Nashev, L.G., Kirchmair, J., Laggner, C., Wolber, G., Langer, T., and Odermatt, A. (2008) Discovery of nonsteroidal 17P-hydroxysteroid dehydrogenase 1 inhibitors by pharmacophore-based screening of virtual compormd libraries. Journal of Medicinal Chemistry, 51, 4188—4199. 

After being orally administered 100 mg/kg of an alcohol extract of Phyllanthus amarus daily for 30 days, female mice were unable to become pregnant. On withdrawal of Phyllanthus amarus for 45 days, mice were successfully mated. Reductions in 3 3- and 17p-hydroxysteroid dehydrogenase (HSD) levels were noted as probably affecting hormonal conversions in the ovaries (Rao and Alice 2001). 

A polyphenol-rich fraction of pomegranate seed oil inhibited 17p-hydroxysteroid dehydrogenase type 1 at concentrations ranging from 100 to 1000 pg/ml. The oil also inhibited proliferation of estrogen receptor (ER)-positive human breast cancer cells (MCF-7), inhibited invasion of MGF-7 across a membrane, and induced apoptosis in ER-negative human breast cancer cells (MDA-MB-435) (Kim et al. 2002). An older study indicated that dried pomegranate seed contains the compound estrone at a concentration of 17 mg/kg (Heftmann et al. 1966) a more recent analysis indicated that no estrone was present (Choi et al. 2006). 

Khan N, Sharma KK, Andersson S, Auehus RJ (2004) Human 17p-hydroxysteroid dehydrogenases types 1, 2, and 3 catalyze bi-directional equilibrium reactions, rather than unidirectional metabolism, in HEK-293 cells. Arch Bioehem Biophys 429 50-59... 

FIGURE 11.54 Libraries of type 3 17 3-hydroxysteroid dehydrogenase inhibitors. (From Maltais, R., Luu-The, V., and Poirier, D., Parallel solid-phase synthesis of 3 3-peptido-3 -hydroxy-5 -androstan-17-one derivatives for inhibition of type 3 17P-hydroxysteroid dehydrogenase, Bioorg. Med. Chem., 9, 3101, 2001 Maltais, R., Luu-The, V., and Poirier, D., Synthesis and optimization of a new family of type 17P-hydroxysteroid dehydrogenase inhibitors by parallel liquid phase chemistry, J. Med. Chem., 45, 640, 2002.)... 

Baker, M.E. (1995) Biochem. J., 309, 1029-1030, Enoyl-acyl-carrier-protein reductase and Mycobacterium tuberculosis InhA do not conserve the Tyr-Xaa-Xaa-Xaa-Lys motif in mammalian 1 lp and 17P hydroxysteroid dehydrogenases and Drosophila alcohol dehydrcgenase. 

Bail, J, Laroche,T, Marre-Foumier, F and Habrioux, G (1998) Aromatase and 17P-hydroxysteroid dehydrogenase inhibition by flavonoids. Cancer Lett., 133, 101-106. 

Androstenedione is the most important precursor hormone of androgens in females. Plasma levels are often increased in hirsute women. Next to 17a-hydroxy-progesterone, it is an important diagnostic parameter of 21-hydroxylase deficiency in plasma and amniotic fluid [52], A decreased ratio between testosterone and androstenedione is indicative of 17P-hydroxysteroid dehydrogenase deficiency. The first mass-spectrometrically determined concentrations of plasma an-... 

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