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Chemical Compound Review

Prostenon     (Z)-7-[(1R,2S,3R)-3-hydroxy- 2-[(E,3S)-3...

Synonyms: Dinoprostone, PGE2, Prepidil Gel, Gel, Prepidil, PGE2alpha, ...
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Disease relevance of Dinoprostone


High impact information on Dinoprostone

  • Recombinant prostin readily activates the precursor of PSA (pro-PSA) by cleavage of the amino terminal Arg(7)-Ile(8) peptide bond [6].
  • Inhibiting cell surface cleavage of AR with WAY-022 before DCA treatment reduced AR (P < .05) and PGE2 (P < .05) levels in the basolateral medium [7].
  • They were assigned to receive 0.5 mg of PGE2, (Prepidil; Pharmacia-Upjohn, Kalamazoo, MI) intracervically at 39 weeks' gestation, repeated at weekly office visits for up to three doses, or expectant treatment [8].
  • STUDY DESIGN: Ninety patients admitted for labor induction with a Bishop score <8 were randomized to either 0.5 mg prostaglandin E2 intracervical gel (Prepidil) every 6 hours for 2 doses or 10 mg prostaglandin E2 slow release vaginal pessary (Cervidil) [9].
  • RESULTS: Of the 70 patients, there were no differences between the Prepidil (n = 34) and the Cervidil (n = 36) groups in maternal demographics, gestational age, parity, and predose Bishop score [10].

Biological context of Dinoprostone

  • The effect of preinduction cervical ripening with Prepidil, a commercially prepared prostaglandin E2 gel (0.5 mg), on the outcome of induction of labor with intravenous oxytocin was investigated [11].
  • Those pregnancies receiving the Prepidil-immediate oxytocin regimen were delivered sooner than those receiving the Cervidil among nulliparous (11.3 +/- 7.3 hours vs 25.2 +/- 12.5 hours, P <.001) and multiparous (8.4 +/- 7.8 hours vs 18.4 +/- 7.2 hours, P <.001) women [12].
  • This time difference, which favored use of Prepidil-immediate oxytocin, remained significant after parity (nulliparous: 20 hours, P <.005; multiparous: 12 hours, P <.01) and gestational age were controlled (preterm: 15.5 hours, P <.01; term: 13.3 hours, P <.01) [10].
  • An open prospective randomized study of dinoproston and gemeprost in second trimester legal abortions [13].
  • Both CL 115,129 and l-PGE2 did not affect the systemic arterial blood pressure or the electrolyte excretion of the contralateral kidney [14].

Anatomical context of Dinoprostone

  • OBJECTIVE: Our purpose was to compare the efficacy and safety of two standardized preparations of prostaglandin E2, Prepidil and Cervidil, for ripening of the cervix and initiation of labor [15].
  • These results demonstrated that products secreted by Day 15 pig conceptuses stimulate release of PGF and PGE from porcine uterine endometrium [16].
  • The gastric juice levels were significantly raised in the IHPS group for both PGE2 (P = 0.001) and PGF2 alpha (P = 0.02) as compared to controls [17].
  • STUDY DESIGN: Nulliparous women with singleton gestations, intact membranes and a cervical Bishop score of < or = 2 who received Prepidil gel and extra-amniotic saline infusion sequentially for the induction of labor between July 1996 and July 1998 were studied [18].
  • CL 115,347 was as active as l-PGE2 in relaxing the rabbit ear arterial smooth muscle in vitro [19].

Associations of Dinoprostone with other chemical compounds


Analytical, diagnostic and therapeutic context of Dinoprostone


  1. Hemodynamic and oxygen transport effects of prostaglandin E1 in patients with adult respiratory distress syndrome. Appel, P.L., Shoemaker, W.C. Crit. Care Med. (1984) [Pubmed]
  2. The role of prostaglandins in gentamicin-induced nephrotoxicity in the dog. McNeil, J.S., Jackson, B., Nelson, L., Butkus, D.E. Nephron (1983) [Pubmed]
  3. A randomized prospective study of misoprostol and dinoproston for induction of labor. Belfrage, P., Smedvig, E., Gjessing, L., Eggebø, T.M., Okland, I. Acta obstetricia et gynecologica Scandinavica. (2000) [Pubmed]
  4. The use of 15 methyl F2 alpha prostaglandin (Prostin 15M) for the control of postpartum hemorrhage. Buttino, L., Garite, T.J. American journal of perinatology. (1986) [Pubmed]
  5. Preinduction cervical ripening: prostaglandin E2 gel vs hygroscopic mechanical dilator. Chua, S., Arulkumaran, S., Vanaja, K., Ratnam, S.S. J. Obstet. Gynaecol. Res. (1997) [Pubmed]
  6. Activation of prostate-specific antigen precursor (pro-PSA) by prostin, a novel human prostatic serine protease identified by degenerate PCR. Takayama, T.K., Carter, C.A., Deng, T. Biochemistry (2001) [Pubmed]
  7. Ligand-dependent activation of the epidermal growth factor receptor by secondary bile acids in polarizing colon cancer cells. Merchant, N.B., Rogers, C.M., Trivedi, B., Morrow, J., Coffey, R.J. Surgery (2005) [Pubmed]
  8. Weekly administration of prostaglandin E2 gel compared with expectant management in women with previous cesareans. Prepidil Gel Study Group. Rayburn, W.F., Gittens, L.N., Lucas, M.J., Gall, S.A., Martin, M.E. Obstetrics and gynecology. (1999) [Pubmed]
  9. A randomized clinical trial of prostaglandin E2 intracervical gel and a slow release vaginal pessary for preinduction cervical ripening. Ottinger, W.S., Menard, M.K., Brost, B.C. Am. J. Obstet. Gynecol. (1998) [Pubmed]
  10. Pre-eclampsia and induction of labor: a randomized comparison of prostaglandin E2 as an intracervical gel, with oxytocin immediately, or as a sustained-release vaginal insert. Hennessey, M.H., Rayburn, W.F., Stewart, J.D., Liles, E.C. Am. J. Obstet. Gynecol. (1998) [Pubmed]
  11. Preinduction cervical ripening with prostaglandin E2 (Prepidil) gel. Trofatter, K.F., Bowers, D., Gall, S.A., Killam, A.P. Am. J. Obstet. Gynecol. (1985) [Pubmed]
  12. Effectiveness of prostaglandin E2 intracervical gel (Prepidil), with immediate oxytocin, versus vaginal insert (Cervidil) for induction of labor. Stewart, J.D., Rayburn, W.F., Farmer, K.C., Liles, E.M., Schipul, A.H., Stanley, J.R. Am. J. Obstet. Gynecol. (1998) [Pubmed]
  13. An open prospective randomized study of dinoproston and gemeprost in second trimester legal abortions. Kjølhede, P., Dahle, L.O., Matthiesen, L., Rydén, G., Ottosen, C. Acta obstetricia et gynecologica Scandinavica. (1994) [Pubmed]
  14. The diuretic effects of CL 115,129 (d,1-15-deoxy-16-hydroxy-16(alpha/beta)-vinyl-prostaglandin E2) and l-prostaglandin E2 in dogs. Quirk, G.J., Chan, P.S., Cervoni, P., Emma, J. Prostaglandins, leukotrienes, and medicine. (1984) [Pubmed]
  15. Prostaglandin E2 for cervical ripening: a randomized comparison of Cervidil versus Prepidil. Chyu, J.K., Strassner, H.T. Am. J. Obstet. Gynecol. (1997) [Pubmed]
  16. Effect of porcine conceptus secretory proteins on in vitro secretion of prostaglandins-F2 alpha and -E2 from luminal and myometrial surfaces of endometrium from cyclic and pseudopregnant gilts. Dubois, D.H., Bazer, F.W. Prostaglandins (1991) [Pubmed]
  17. The role of prostaglandins E2 and F2 alpha in infantile hypertrophic pyloric stenosis. LaFerla, G., Watson, J., Fyfe, A.H., Drainer, I.K. J. Pediatr. Surg. (1986) [Pubmed]
  18. Sequential use of Prepidil and extra-amniotic saline infusion for the induction of labor in nulliparous women with very low Bishop scores. Chammas, M.F., Nguyen, T.M., Vasavada, R.A., Nuwayhid, B.S., Castro, L.C. The Journal of maternal-fetal medicine. (2001) [Pubmed]
  19. CL 115,347 (DHV-PGE2 ME): a new orally and topically active prostaglandin antihypertensive agent. Cervoni, P., Chan, P.S., Lai, F.M., Birnbaum, J.E. Fed. Proc. (1983) [Pubmed]
  20. Maternal prolactin secretion is phasic during induced term and post-term labor. Fernandes, P.A., Koodoo, S.R., Wodzicki, A.M., Allardice, J.G., McCoshen, J.A. J. Soc. Gynecol. Investig. (1997) [Pubmed]
  21. Quantitative determination of prostaglandins A1 and B1 in alprostadil (PGE1) by high-performance liquid chromatography. Zoutendam, P.H., Bowman, P.B., Rumph, J.L., Ryan, T.M. J. Chromatogr. (1984) [Pubmed]
  22. Induction of abortion in the second trimester of pregnancy by intramuscular 15-methyl prostaglandin F 2 alpha (Prostin 15M). Novak-Antolic, Z., Assejev, V. Clinical and experimental obstetrics & gynecology. (1982) [Pubmed]
  23. Prophylactic intramyometrial carboprost tromethamine does not substantially reduce blood loss relative to intramyometrial oxytocin at routine cesarean section. Catanzarite, V.A. American journal of perinatology. (1990) [Pubmed]
  24. Amniotic fluid embolism: a case report and review. Fletcher, S.J., Parr, M.J. Resuscitation. (2000) [Pubmed]
  25. Dilatation of the cervix with dinoprostone ('Prepidil gel') prior to insertion of an intrauterine device: report of two cases. van der Griendt, M.C., Goldstuck, N.D. Advances in contraception : the official journal of the Society for the Advancement of Contraception. (1990) [Pubmed]
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