Marisa Cabeza

Summary

Country: Mexico

Publications

  1. ncbi Effect of beta-sitosterol as inhibitor of 5 alpha-reductase in hamster prostate
    Marisa Cabeza
    Department of Biological Systems and Animal Production Metropolitan University Xochimilco, Mexico D F, Mexico
    Proc West Pharmacol Soc 46:153-5. 2003
  2. ncbi Inhibitory effect of propranolol on lipid synthesis in gonadectomized male hamster flank organs
    M Cabeza
    Departamentos de Sistemas Biológicos y de Producción Agrícola y Animal, Universidad Autonoma Metropolitana Xochimilco, Mexico, D F
    Arch Med Res 29:291-5. 1998
  3. ncbi Novel 17 substituted pregnadiene derivatives as 5 alpha-reductase inhibitors and their binding affinity for the androgen receptor
    Marisa Cabeza
    Department of Biological Systems and Animal Production, Metropolitan University Xochimilco, Mexico, DF Mexico
    Chem Pharm Bull (Tokyo) 52:535-9. 2004
  4. ncbi 5 alpha-reductase inhibition by a new synthetic steroid (PM-9) in cultures of Penicillium crustosum
    Marisa Cabeza
    Department of Biological Systems, Metropolitan University Xochimilco, Mexico D F, Mexico
    Proc West Pharmacol Soc 45:164-5. 2002
  5. ncbi Enzymatic and binding activities of 5 alpha-reductase and androgen receptors in hamster prostate
    Marisa Cabeza
    Department of Biological Systems and Animal Production Metropolitan University Xochimilco, Mexico D F, Mexico
    Proc West Pharmacol Soc 46:128-31. 2003
  6. ncbi New progesterone esters as 5alpha-reductase inhibitors
    M Cabeza
    Department of Biological Systems, Metropolitan University Xochimilco, Mexico DF, Mexico
    Chem Pharm Bull (Tokyo) 49:1081-4. 2001
  7. ncbi Evaluation of new pregnane derivatives as 5alpha-reductase inhibitor
    M Cabeza
    Department of Biological Systems, Agricultural and Animal Production of the Metropolitan University of Mexico, Mexico DF
    Chem Pharm Bull (Tokyo) 49:525-30. 2001
  8. ncbi Androgenic and anti-androgenic effects of progesterone derivatives with different halogens as substituents at the C-6 position
    M Cabeza
    Department of Biological Systems, Metropolitan University Xochimilco and Faculty of Chemistry, National University of Mexico, Mexico, DF
    Steroids 64:413-21. 1999
  9. ncbi Microbial transformations of testosterone to 5alpha-dihydrotestosterone by two species of Penicillium: P. chrysogenum and P. crustosum
    M S Cabeza
    Department of Biological Systems, Metropolitan University, Xochimilco, Mexico
    Steroids 64:379-84. 1999
  10. ncbi New aromatic esters of progesterone as antiandrogens
    Eugene Bratoeff
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico City, Mexico D F, Mexico
    J Enzyme Inhib Med Chem 19:99-105. 2004

Collaborators

  • E Ramirez
  • G A Garcia
  • M Sanchez
  • R Martinez
  • Eugene Bratoeff
  • Yvonne Heuze
  • Juan Soriano
  • Mariana Garrido
  • Yazmín Arellano
  • Ivonne Heuze
  • Eugenio Flores
  • Araceli Sánchez-Márquez
  • Tania Segura
  • Norma Valencia
  • Sergio Recillas
  • Francisco Cortés-Benítez
  • Manuel Soriano-Garcia
  • Victor Pérez-Ornelas
  • Araceli Sánchez
  • Francisco Cortes
  • Anay Palacios
  • María Eugenia Mendoza
  • Berenice Alvarez-Manrique
  • Gladys Nieves
  • Yesica Medina
  • Karen Córdova
  • Alexandra Quiroz
  • Maria Teresa Ramírez-Apan
  • Gerardo Aguirre-Hernández
  • Teresa Ramírez-Apan
  • Jose Gutierrez
  • Mario Garcia-Lorenzana
  • Dulce Bonilla
  • Adriana Mejía
  • Ana María Labastida
  • Perla García
  • Daniela Ramírez
  • Armando Zambrano
  • Eric Carrizales
  • Teresita Sainz
  • Victor Perez
  • Cesar Rodriguez
  • Juan Gonzales
  • Elia Naranjo-Rodríguez

Detail Information

Publications47

  1. ncbi Effect of beta-sitosterol as inhibitor of 5 alpha-reductase in hamster prostate
    Marisa Cabeza
    Department of Biological Systems and Animal Production Metropolitan University Xochimilco, Mexico D F, Mexico
    Proc West Pharmacol Soc 46:153-5. 2003
  2. ncbi Inhibitory effect of propranolol on lipid synthesis in gonadectomized male hamster flank organs
    M Cabeza
    Departamentos de Sistemas Biológicos y de Producción Agrícola y Animal, Universidad Autonoma Metropolitana Xochimilco, Mexico, D F
    Arch Med Res 29:291-5. 1998
    ..Furthermore, the effect induced by the same treatments on gland sebum composition is reported...
  3. ncbi Novel 17 substituted pregnadiene derivatives as 5 alpha-reductase inhibitors and their binding affinity for the androgen receptor
    Marisa Cabeza
    Department of Biological Systems and Animal Production, Metropolitan University Xochimilco, Mexico, DF Mexico
    Chem Pharm Bull (Tokyo) 52:535-9. 2004
    ..In contrast, compounds 5, 6 and 7, which have a cyclohexyl group in the side chain showed a high affinity for the androgen receptor...
  4. ncbi 5 alpha-reductase inhibition by a new synthetic steroid (PM-9) in cultures of Penicillium crustosum
    Marisa Cabeza
    Department of Biological Systems, Metropolitan University Xochimilco, Mexico D F, Mexico
    Proc West Pharmacol Soc 45:164-5. 2002
    ..The results of this study show that both finasteride and PM-9 inhibit 5 alpha-reductase in a competitive manner...
  5. ncbi Enzymatic and binding activities of 5 alpha-reductase and androgen receptors in hamster prostate
    Marisa Cabeza
    Department of Biological Systems and Animal Production Metropolitan University Xochimilco, Mexico D F, Mexico
    Proc West Pharmacol Soc 46:128-31. 2003
  6. ncbi New progesterone esters as 5alpha-reductase inhibitors
    M Cabeza
    Department of Biological Systems, Metropolitan University Xochimilco, Mexico DF, Mexico
    Chem Pharm Bull (Tokyo) 49:1081-4. 2001
    ..The nonsubstituted benzoyloxy ester (compound 15) showed a lower antiandrogenic activity as measured in the seminal vesicles model than the p-substituted benzoyloxy compounds...
  7. ncbi Evaluation of new pregnane derivatives as 5alpha-reductase inhibitor
    M Cabeza
    Department of Biological Systems, Agricultural and Animal Production of the Metropolitan University of Mexico, Mexico DF
    Chem Pharm Bull (Tokyo) 49:525-30. 2001
    ..PPThe data from this study indicated also that the three models used for the pharmacological evaluation exhibited comparable results...
  8. ncbi Androgenic and anti-androgenic effects of progesterone derivatives with different halogens as substituents at the C-6 position
    M Cabeza
    Department of Biological Systems, Metropolitan University Xochimilco and Faculty of Chemistry, National University of Mexico, Mexico, DF
    Steroids 64:413-21. 1999
    ..On the other hand, when the electronegativity of the halogen atom was increased (11), there was a much lower inhibitory effect on the conversion of T to DHT...
  9. ncbi Microbial transformations of testosterone to 5alpha-dihydrotestosterone by two species of Penicillium: P. chrysogenum and P. crustosum
    M S Cabeza
    Department of Biological Systems, Metropolitan University, Xochimilco, Mexico
    Steroids 64:379-84. 1999
    ..The presence of DHT in the growth medium and not in the mycelium suggests that DHT is excreted into the medium...
  10. ncbi New aromatic esters of progesterone as antiandrogens
    Eugene Bratoeff
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico City, Mexico D F, Mexico
    J Enzyme Inhib Med Chem 19:99-105. 2004
    ..All compounds form a complex with the receptor and this explains the weight reduction of the seminal vesicles in the animals treated with DHT plus steroids 1-4...
  11. doi Aromatic esters of progesterone as 5alpha-reductase and prostate growth inhibitors
    Eugene Bratoeff
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico City, Mexico D F, Mexico
    J Enzyme Inhib Med Chem 24:655-62. 2009
    ..9 nM and also showed in vivo pharmacological activity since it decreased the weight of the prostate from hamsters treated with testosterone in a similar way as finasteride...
  12. ncbi Effect of a novel steroid (PM-9) on the inhibition of 5alpha-reductase present in Penicillium crustosum broths
    Eugenio Flores
    Department of Biological Systems, Metropolitan University Xochimilco, Calzada del Hueso No 1100, 04960, Mexico, D F, Mexico
    Steroids 68:271-5. 2003
    ..Results show that finasteride and PM-9 inhibit 5alpha-reductase present in the broth in a competitive manner...
  13. doi In vivo and in vitro effect of novel 4,16-pregnadiene-6,20-dione derivatives, as 5alpha-reductase inhibitors
    Eugene Bratoeff
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico City, Mexico D F, Mexico
    J Steroid Biochem Mol Biol 111:275-81. 2008
    ..Apparently the presence of the halogen atoms in compounds 11a-11c enhances the inhibitory activity for the 5alpha-reductase enzyme...
  14. doi Molecular interactions of progesterone derivatives with 5 alpha-reductase types 1 and 2 and androgen receptors
    Eugene Bratoeff
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico City, Mexico, D F, Mexico
    Steroids 75:499-505. 2010
    ..The overall data from this study showed that steroids 5 and 7b bind to the AR and decreased of the growth of prostate and seminal vesicles. Moreover, 4 decreased also the growth of seminal vesicles...
  15. doi New-D-homoandrost-4,6-diene derivatives as potent progesterone receptor antagonist
    Marisa Cabeza
    Department of Biological Systems and Animal Production Metropolitan University Xochimilco, Mexico D F, Mexico
    Steroids 75:101-8. 2010
    ..However, they do not bind to the AR. These results also demonstrate that 2-4 have an antiprogestational activity in vivo, but do not decrease the number of corpus lutea in the ovary of mice treated with LHRH...
  16. ncbi New progesterone derivatives as inhibitors of 5alpha-reductase enzyme and prostate cancer cell growth
    Marisa Cabeza
    Department of Biological Systems and Animal Production, Metropolitan University Xochimilco, Mexico, DF Mexico
    J Enzyme Inhib Med Chem 21:371-8. 2006
    ..Nevertheless steroids 4-7 didn't exhibit any toxic effects in vivo since the animals remained alive during the six days of treatment...
  17. doi Biological activity of novel progesterone derivatives having a bulky ester side chains at C-3
    Marisa Cabeza
    Department of Biological Systems and Animal Production Metropolitan University Xochimilco, Mexico DF, Mexico
    Steroids 73:838-43. 2008
    ..Steroids 9c and 9d having a logP of 3.75 and 4.17, respectively, showed the highest antiandrogenic effect...
  18. ncbi New progesterone esters as antagonists of androgen receptors
    Marisa Cabeza
    Department of Biological Systems and Animal Production, Metropolitan University Xochimilco, Mexico D F
    Proc West Pharmacol Soc 45:166-7. 2002
  19. ncbi Synthesis and pharmacological evaluation of new progesterone esters as 5alpha-reductase inhibitors
    Elena Ramirez
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico City, Mexico DF, Mexico
    Chem Pharm Bull (Tokyo) 53:1515-8. 2005
    ..Apparently, in this biological model, the 5alpha-reductase inhibitory activity depends upon the steric effect of the substituent at C-17. However, the free alcohol 12 showed much lower 5alpha-reductase inhibitory activity...
  20. doi Novel C-6 substituted and unsubstituted pregnane derivatives as 5alpha-reductase inhibitors and their effect on hamster flank organs diameter size
    Marisa Cabeza
    Department of Biological Systems and Animal Production Metropolitan University Xochimilco, Mexico D F, C P 04960, Mexico
    Steroids 74:793-802. 2009
    ..This enzyme is present in the hamster flank organs and was inhibited by the novel steroids in the human prostate homogenates...
  21. doi Steroidal 5α-reductase inhibitors using 4-androstenedione as substrate
    Marisa Cabeza
    Department of Biological Systems and Animal Production, Metropolitan University Xochimilco, Mexico D F, Mexico
    J Enzyme Inhib Med Chem 26:712-9. 2011
    ..6 nM, respectively...
  22. ncbi Synthesis and pharmacological evaluation of new 16-methyl pregnane derivatives
    Elena Ramirez
    Department of Pharmacy, Faculty of Chemistry, UNAM Ciudad Universitaria, Mexico DF, Mexico
    Chem Pharm Bull (Tokyo) 50:15-20. 2002
    ....
  23. doi Synthesis and biological activity of progesterone derivatives as 5alpha-reductase inhibitors, and their effect on hamster prostate weight
    Eugene Bratoeff
    Departamento de Farmacia, Facultad de Quimica, Universidad Nacional Autonoma de Mexico, Mexico, DF, Mexico
    J Enzyme Inhib Med Chem 25:306-11. 2010
    ..Nevertheless, the double bond in ring B seems to diminish the inhibitory potency (7 and 9), since 6, which does not possess a double bond at C-6, had the highest inhibitory activity (the lowest IC(50) value)...
  24. doi In vivo and in vitro effect of androstene derivatives as 5α-reductase type 1 enzyme inhibitors
    Eugene Bratoeff
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico City, Mexico, D F, Mexico
    J Enzyme Inhib Med Chem 28:1247-54. 2013
    ..1-12 did not bind to the AR. The modification of one atom of the substituents in the phenyl group of the ester moiety in C-3 changed their biological potency (IC50). ..
  25. doi Biological evaluation of androstene derivatives
    Mariana Garrido
    Faculty of Chemistry, Department of Pharmacy, National University of Mexico City, Mexico, D F, Mexico
    Arch Pharm (Weinheim) 346:62-70. 2013
    ..As a result of this, a blockage of the ductal and alveolar epithelial cell proliferation in the mammary and endometrial glands, which depends on 5α-progesterone, was also observed...
  26. ncbi Steroids with a carbamate function at C-17, a novel class of inhibitors for human and hamster steroid 5alpha-reductase
    Eugene Bratoeff
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico City, Mexico, D F, Mexico
    J Steroid Biochem Mol Biol 107:48-56. 2007
    ..These results suggest that mRNA encoding for GPAT is induced by DHT in this tissue...
  27. ncbi 5 Alpha-reductase inhibitory and antiandrogenic activities of novel steroids in hamster seminal vesicles
    Marisa Cabeza
    Department of Biological Systems, Metropolitan University Xochimilco, Mexico DF
    Chem Pharm Bull (Tokyo) 50:1447-52. 2002
    ..Steroids 4 and 8 did not reduce the weight of the seminal vesicles and exhibited a low affinity for the androgen receptor; 8 showed a weak 5alpha-reductase inhibitory activity, whereas 4 exhibited a weak androgenic effect...
  28. ncbi Intracellular Ca2+ stimulates the binding to androgen receptors in platelets
    Marisa Cabeza
    Departamento de Sistemas Biológicos Universidad Autónoma Metropolitana Xochimilco, Calzada del Hueso No 1100, México 04960, D F, Mexico
    Steroids 69:767-72. 2004
    ..The results from these data clearly indicate the presence of androgen receptors in platelets...
  29. ncbi New 5alpha-reductase inhibitors: in vitro and in vivo effects
    Victor Pérez-Ornelas
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico City, Mexico D F, Mexico
    Steroids 70:217-24. 2005
    ..The overall data of this study showed very clearly those compounds 5, 7, 9, 10 are good inhibitors for the 5alpha-reductase enzyme...
  30. doi Molecular interactions of natural and synthetic steroids in female hamsters' flank organs
    Marisa Cabeza
    Department of Biological Systems and Animal Production Metropolitan University Xochimilco, Mexico D F, Mexico
    J Dermatol Sci 66:119-26. 2012
    ..The initial step of steroidal action on target cells is gene activation; therefore, the quantification of mRNA is a direct method for comparing the role of different steroids in the skin...
  31. doi New steroidal lactones as 5α-reductase inhibitors and antagonists for the androgen receptor
    Mariana Garrido
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico, Mexico, DF, Mexico
    J Steroid Biochem Mol Biol 127:367-73. 2011
    ..2 ± 0.95, 0.025 ± 0.003, 1.2 ± 0.45, 1.2 ± 0.1, 0.028 ± 0.003, and 0.069 ± 0.005 nM, respectively) showing the highest inhibitory activity. The results from the in vitro experiments indicated that only 15-17 bind to the AR...
  32. doi Synthesis and biological effect of halogen substituted phenyl acetic acid derivatives of progesterone as potent progesterone receptor antagonists
    Marisa Cabeza
    Department of Biological Systems and Animal Production, Metropolitan University Xochimilco, Mexico, D F, Mexico
    J Steroid Biochem Mol Biol 111:232-9. 2008
    ..These data also demonstrated that 8a-8f have an anti-progestational activity in vivo, and therefore they have better characteristics than the compounds previously reported...
  33. ncbi Antiandrogenic and apoptotic effects of RU-486 on animal prostate
    Marisa Cabeza
    Department of Biological Systems and Animal Production Metropolitan University Xochimilco, Mexico D F, Mexico
    J Steroid Biochem Mol Biol 104:321-5. 2007
    ..This fact could depend on the doses used, due to the low affinity of this compound for the androgen receptors...
  34. doi Novel dehydroepiandrosterone benzimidazolyl derivatives as 5α-reductase isozymes inhibitors
    Yazmín Arellano
    a Departamento de Sistemas Biológicos y de Producción Agrícola y Animal, Universidad Autonoma Metropolitana Xochimilco, Ciudad de Mexico, Mexico
    J Enzyme Inhib Med Chem 31:908-14. 2016
    ..With exception of the cyclobutyl and cyclopentyl esters, these compounds reduced the weight of the prostate and seminal vesicles. ..
  35. doi Effect of dehydroepiandrosterone derivatives on the activity of 5α-reductase isoenzymes and on cancer cell line PC-3
    Eugene Bratoeff
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico, Mexico, D F, Mexico
    Bioorg Med Chem 22:6233-41. 2014
    ..2% antiproliferative effect at 50 μM. The overall data indicated that these steroidal molecules, having an aromatic ester moiety at C-3 (4f-h), could have anticancer properties...
  36. doi Synthesis and biological evaluation of esters of 16-formyl-17-methoxy-dehydroepiandrosterone derivatives as inhibitors of 5α-reductase type 2
    Araceli Sánchez-Márquez
    a Departamento de Sistemas Biológicos y de Producción Agrícola y Animal, Universidad Autonoma Metropolitana Xochimilco, Mexico, D F, Mexico
    J Enzyme Inhib Med Chem 31:1170-6. 2016
    ..This may be due to the presence of steric factors between the enzyme and the spatial structure of these derivatives. ..
  37. doi Biological activity of pyrazole and imidazole-dehydroepiandrosterone derivatives on the activity of 17β-hydroxysteroid dehydrogenase
    Marisa Cabeza
    a Departamento de Sistemas Biológicos y de Producción Agrícola y Animal, Universidad Autonoma Metropolitana Xochimilco, Mexico D F, Mexico
    J Enzyme Inhib Med Chem 31:53-62. 2016
    ..Inhibition of 17β-HSD5 by these compounds could have therapeutic potential for the treatment of prostate cancer and benign prostatic hyperplasia. ..
  38. doi Cytotoxic effect of novel dehydroepiandrosterone derivatives on different cancer cell lines
    Mariana Garrido
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico, Mexico, D F, Mexico
    Eur J Med Chem 68:301-11. 2013
    ..Apparently the electronegative phenyl ring increased the polarity of the molecule, thus increasing the dipole-dipole association of the steroidal molecule with the reactive site of the cell. ..
  39. doi New ester derivatives of dehydroepiandrosterone as 5α-reductase inhibitors
    Yazmín Arellano
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico, Mexico, D F, Mexico
    Steroids 76:1241-6. 2011
    ..Compounds 4, 5, 6, 8 and 9 (IC(50) values of 5.2±1.2, 0.049±0.002, 6.4±1.1, 0.10±0.045, and 6.8±0.9 nM, respectively) exhibited the highest inhibitory activity. However, none of these compounds binds to the AR...
  40. doi Recent advances in structure of progestins and their binding to progesterone receptors
    Marisa Cabeza
    Departamento de Sistemas Biológicos y de Producción Agrícola y Animal, Universidad Autonoma Metropolitana Xochimilco, Mexico, D F and
    J Enzyme Inhib Med Chem 30:152-9. 2015
    ..On the other hand, an ester function at C-3 of dehydroepiandrosterone skeleton induces partial antagonism to the PR...
  41. ncbi Recent Advances in Drug Design and Drug Discovery for Androgen- Dependent Diseases
    Marisa Cabeza
    Departamento de Sistemas Biologicos, Universidad Autónoma Metropolitana Xochimilco Calzada Del Hueso No 1100, Mexico, D F, C P 04960, Mexico
    Curr Med Chem 23:792-815. 2016
    ..This review also discusses the most recent studies reported in the literature that describe the therapeutic potential of novel compounds, as well as the new drugs, principally inhibitors of 5α-reductase. ..
  42. doi Synthesis of 17β-N-arylcarbamoylandrost-4-en-3-one derivatives and their anti-proliferative effect on human androgen-sensitive LNCaP cell line
    Francisco Cortés-Benítez
    Departamento de Farmacia, Facultad de Quimica, Universidad Nacional Autonoma de Mexico, Mexico, D F, 04510, Mexico Electronic address
    Eur J Med Chem 121:737-46. 2016
    ..In addition, 6f and 6g demonstrated high potency on PC3 cells suggesting an androgen-independent anti-proliferative effect. Moreover, the novel compounds showed a small effect on rat mononuclear cells, an indication of low toxicity. ..
  43. ncbi Molecular interactions of new pregnenedione derivatives
    Eugene Bratoeff
    Department of Pharmacy, Faculty of Chemistry, National University of Mexico City
    Chem Pharm Bull (Tokyo) 51:1132-6. 2003
    ..In addition compounds 1, 2, 3, 4 and 5 also presented an affinity for the androgen receptor...
  44. ncbi Steroid 5alpha-reductase inhibitors
    Eugenio Flores
    National University Mexico D F and Metropolitan University Mexico D F, Mexico
    Mini Rev Med Chem 3:225-37. 2003
    ..The trienones having a more coplanar structure react faster with the enzyme and thus show a higher inhibitory activity...
  45. ncbi Crystal structure and synthesis of 17 alpha-acetoxy-4-bromopregn-4-ene-3,20-dione
    Manuel Soriano-Garcia
    Departamento de Bioestructura, Institut de Química, UNAM, Circuito Exterior, Ciudad Universitaria, Coyoacan, Mexico D F 04510, Mexico
    Anal Sci 18:963-4. 2002
  46. ncbi Crystal structure and synthesis of 17alpha-(5-chlorovaleroyloxy)-16beta-methylpregna-4,6-diene-3,20-dione
    Manuel Soriano-Garcia
    Departamento de Bioestructura, Instituto de Quimica, UNAM, Circuito Exterior, Ciudad Universitaria, Coyoacan, Mexico DF 04510, Mexico
    Anal Sci 19:639-40. 2003
    ..The A, B, C and D rings occur in distorted envelope, distorted half-chair, chair, and envelope and a half-chair conformations. The molecules in the crystal are packed at the normal van der Waals distances...
  47. ncbi Recent advances in the chemistry and pharmacological activity of new steroidal antiandrogens and 5 alpha-reductase inhibitors
    Eugene Bratoeff
    Department of Pharmacy, National University of Mexico City, 04510 Mexico D F, Mexico
    Curr Med Chem 12:927-43. 2005
    ..The trienones having a more coplanar structure react faster with the enzyme thus showing a higher inhibitory activity...