Synthesis and assessment of fertility-regulating potential of 2-(2″-chloroacetamidobenzyl)-3-(3′-indolyl) quinoline in adult rats as a male contraceptive agent

Contraception

Volumn 77, Issue 3, 2008, Pages 214-222

  Bhowal, Sujit K ^a   Lala, Sanchita ^a   Hazra, Abhijit ^a   Paira, Priyankar ^a   Banerjee, Sukdeb ^a   Mondal, Nirup B ^a   Chakraborty, Smritinath ^a  

^a INDIAN INSTITUTE OF CHEMICAL BIOLOGY   (India)

Author keywords

Bio chemical studies; Indolylquinoline; Spermatogenesis; Sprague Dawley rats

Indexed keywords

2 (2'' CHLOROACETAMIDOBENZYL) 3 (3' INDOLYL)QUINOLINE; ALKALINE PHOSPHATASE; CHOLESTEROL; FOLLITROPIN; GLYCEROPHOSPHORYLCHOLINE; GLYCOGEN; MALE CONTRACEPTIVE AGENT; PROTEIN; TESTOSTERONE; UNCLASSIFIED DRUG;

ALKALINE PHOSPHATASE BLOOD LEVEL; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CHOLESTEROL BLOOD LEVEL; CONTRACEPTION; CONTROLLED STUDY; DOWN REGULATION; DRUG EFFECT; DRUG EFFICACY; EPIDIDYMIS; FOLLITROPIN BLOOD LEVEL; MALE; MALE FERTILITY; MALE GENITAL SYSTEM; NONHUMAN; PREGNANCY RATE; PROTEIN BLOOD LEVEL; RAT; SEMINAL VESICLE; SPERMATOZOON COUNT; STATISTICAL SIGNIFICANCE; TESTIS; TESTIS CELL; TESTOSTERONE BLOOD LEVEL; UPREGULATION; WEIGHT;

ADMINISTRATION, ORAL; ANIMALS; CONTRACEPTIVE AGENTS, MALE; EPIDIDYMIS; FEMALE; FERTILITY; INDOLES; MALE; ORGAN SIZE; PREGNANCY; PREGNANCY RATE; QUINOLINES; RATS; RATS, SPRAGUE-DAWLEY; SEMINAL VESICLES; SPERM COUNT; SPERMATOGENESIS; TESTIS;

EID: 39149130669     PISSN: 00107824     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.contraception.2007.09.014     Document Type: Article

References (56)

1. Paulsen C.A., Christensen R.B., and Bagatell C.J. Status of male contraception: hormonal approach. In: Corson S.L., Derman R.J., and Tyner L.B. (Eds). Fertility control. 2nd ed. (1994), Golden Publishers, London 281-292
2. Corsi G., Palazzo G., Germani C., Barcellona S., and Silvestrini B. 1-Halobenzyl-1H-indazole -3-carboxylic acids. A new class of antispermatogenic agents. J Med Chem 19 (1976) 778-783
3. Silvestrini B., Palazzo G., and De Gregario M. Lonidamine and related compounds. Prog Med Chem 21 (1984) 110-135
4. De Martino C., Floridi A., Marcante M.L., et al. Morphological, histochemical and biochemical studies on germ cell mitochondria of normal rats. Cell Tissue Res 196 (1979) 1-22
5. De Martino C., Malorni W., Bellocci N., Floridi A., and Marcante M.L. Effects of AF1312TS and lonidamine on mammalian testis. A morphological study. Chemotherapy 27 Suppl 2 (1981) 27-42
6. Malcorni W., Meschini S., Matarreseb P., and Arancia G. The cytoskeleton as a target of the antineoplastic drug lonidamine. Anticancer Res 12 (1992) 2037-2046
7. Grima J., Wong C.C.S., Zhu L.J., Zong Z.D., and Cheng C.Y. Testin secreted by Sertoli cells is associated with the cell surface, and its expression correlates with the disruption of Sertoli-germ cell junctions but not the inter-Sertoli tight junctions. J Biol Chem 273 (1998) 21040-21053
8. Cheng C.Y., Silvestrini B., Grima J., et al. Two new male contraceptives exert their effects by depleting germ cells prematurely from the testis. Biol Reprod 65 (2001) 449-461
9. Grima J., Silvestrini B., and Cheng Y. Reversible inhibition of spermatogenesis in rats using a new male contraceptive, 1-(2,4′-dichlorobenzyl)- indazole-3-carbohydrazide. Biol Reprod 64 (2001) 1500-1508
10. Cooper T.G., Yeung C.H., Skupin R., and Haufe G. Antifertility potential of ornidazole analogues in rats. J Androl 18 (1997) 431-438
11. Bone W., Jones N.G., Kamp G., Yeung C.H., and Cooper T.G. Effect of ornidazole on fertility of male rats: inhibition of a glycolysis-related motility pattern and zona binding required for fertilization in vitro. J Reprod Fertil 118 (2000) 127-135
12. McClain M.R., and Downing C. The effect of ornidazole on fertility and epididymal sperm function in rats. Toxicol Appl Pharma 92 (1988) 488-496
13. McClain M.R., and Downing C. Reproduction studies in rats treated with ornidazole. Toxicol Appl Pharma 92 (1988) 480-487
14. Oberlander G., Yeung C.H., and Cooper T.G. Induction of reversible infertility in male rats by oral ornidazole and its effects on sperm motility and epididymal secretions. J Reprod Fertil 100 (1994) 551-559
15. Yeung C.H., Oberlander G., and Cooper T.G. The effects of the male antifertility agent ornidazole on sperm function in vitro and in the female genital tract. J Reprod Fertil 103 (1995) 257-264
16. Docampo R. In: Hamilton D.W., and Waites G.M.H.Y. (Eds). Cellular and molecular events in spermiogenesis, WHO (1990), Cambridge University Press, Cambridge (UK) 285
17. Chakrabarty G., Basu A., Manna P.P., Mahato S.B., Mandal N.B., and Bandyopadhyay S. Indolylquinoline derivatives are cytotoxic to Leishmania donovani promastigotes and amastigotes in vitro and are effective in treating murine visceral leishmaniasis. J Antimicrob Chemother 43 (1999) 359-366
18. Ray S., Sadhukhan P.K., Mandal N.B., Mahato S.B., and Majumder H.K. Dual inhibition of DNA topoisomerases of Leishmania donovani by novel indolylquinolines. Biochem Biophys Res Commun 230 (1997) 171-175
19. Russell L.D., and Franca L.R. Building a testis. Tissue Cell 27 (1995) 129-147
20. Mahato S.B., Mandal N.B., Chattopadhyay S., Nandi G., Luger P., and Weber M. Synthesis of indolylquinolines under Friedel-Crafts reaction conditions. Tetrahedron 50 (1994) 10803-10812
21. Makler A. The improved ten micrometer chamber for rapid sperm count and motility evaluation. Fertil Steril 33 (1980) 337-338
22. Leblond C.P., and Clermont Y. Definition of the stages of cycle of the seminiferous epithelium in the rat. Ann N Y Acad Sci 55 (1952) 548-573
23. Abercombie M. Estimation of nuclear population from microtome sections. Anatom Rec 94 (1946) 238-248
24. 131I labeled human growth hormone of high specific activity. Biochemistry 89 (1963) 114-123
25. Chakraborty S., and Lala S. Assessment of the antifertility effect of phaseolinone, an antileishmanial agent, in male rats. Contraception 58 (1998) 183-191
26. Yanagimachi R. Fertility of mammalian spermatozoa: its development and relativity. Zygote 2 (1994) 371-372
27. Robaire B., and Viger R.S. Regulation of epididymal epithelial cell function. Biol Reprod 52 (1995) 226-236
28. Dacheux J.L., Gatti J.L., and Dacheux F. Contribution of epididymal secretory proteins for spermatozoa maturation. Microsc Res Tech 61 (2003) 7-17
29. Gatti J.L., Castella S., Dacheux F., et al. Post-testicular sperm environment and fertility. Anim Reprod Sci 82-83 (2004) 321-339
30. Turner T.T., Miller D.W., and Avery E.A. Protein synthesis and secretion by the rat caput epididymis in vivo: influence of the luminal micro-environment. Biol Reprod 52 (1995) 1012-1019
31. Metayer S., Dacheux F., Dacheux J.L., and Gatti J.L. Comparison, characterization, and identification of protease and protease inhibitors in epididymal fluids of domestic animals. Matrix metalloproteinases are major fluid gelatinase. Biol Repod 66 (2002) 1219-1229
32. Blobel C.P. Functional processing of fertilin; evidence for a critical role proteolysis in sperm maturation and activation. Rev Reprod 5 (2000) 75-83
33. Setchel B.P., Maddocks S., and Brooks D.E. Anatomy, vasculature, enervation and fluids of the male reproductive tract. In: Knobil E., and Neill J.D. (Eds). The physiology of reproduction (1994), Raven Press, New York 1063-1175
34. Clearmont Y., and Hervay S.G. Duration of the cycles of the epithelium of normal, hypophysectomized and hypophysectomized hormone treated albino rats. Endocrinology 76 (1965) 80-89
35. Meitrich M.L., Wilson G., Ye W.S., Kurdglu B., Parchuri N., and Terry N.H.A. Hormonal protection from procarbazine-induced testicular damage is selective for survival and recovery of stem spermatogonia. Can Res 54 (1994) 1027-1034
36. McLachlan R.I., Wereford N.G., deKrester M., and Robertson D.M. Testosterone effect on spermatogenesis in the gonadotropin-releasing hormone immunized rat. Biol Reprod 50 (1994) 271-280
37. O'Donnel L., McLachlan R.J., and Wereford N.G. Testerone withdrawal promotes stage specific detachment of round spermatid from the rat seminiferous epithelium. Biol Repord 55 (1996) 895-901
38. McLachlan R.I., Wereford N.G., Tgouts C., de Krester M., and Robertson D.M. Effects of testosterone on spermatogenic cell populations in the adult rat. Biol Reprod 51 (1994) 945-955
39. McLachlan R.I., Wereford N.G., Donnel L., de Krester M., and Robertson D. The endocrine regulation of spermatogenesis: independent roles for testosterone and FSH. J Endocrinol 148 (1996) 1-9
40. Everett J.W. Pituitary and hypothalamus: perspective and overview. In: Knobil E., and Neill J.D. (Eds). The physiology of reproduction (1994), Raven Press, New York 1509-1526
41. Kerr J.B., and Sharpe R.M. Focal disruption of spermatogenesis in testis of adult rats after a single administration of human chorionic gonadotrophin. Cell Tissue Res 257 (1989) 163-169
42. Sharpe R.M. Toxicity of spermatogenesis and its detection. In: Kenneth S.K. (Ed). Reproduction and development (1994), Marcel Dekker, Inc, New York 625-635
43. Boujrad N., Hochereau-de Revier M.T., Kamtchouing P., Peeeeau C., and Carreau S. Evolution of somatic germ cell populations after busulfan treatment in utero or neonatal cryptorchidism in the rat. Andrologia 27 (1995) 223-228
44. McLachlan R.I. The endocrine control of spermatogenesis. Bevillier Clin Endo 14 (2000) 345-362
45. Dyn M. Basement membrane regulation of Sertoli cells. Endocrinology 15 (2000) 102-115
46. Skinner M.K., and Fritz B.I. Testicular peritubular cells secrete a protein under androgen control that modulate Sertoli cells functions. Proc Nat Acad Sci U S A 82 (1985) 114-118
47. De Krester D.M., and Kerr J.B. The cytology of testis. In: Knobil E., and Neill J.D. (Eds). The physiology of reproduction vol. 1 (1988), Raven Pres, New York 887-932
48. Bardin C.W., Cheng C.Y., Musto N.A., and Gunsalus G.L. In: Knoboil E., and Neill J.D. (Eds). The Sertoli cells (1988), Raven Press, New York 933-974
49. Griswold M.D. Protein secretion by Sertoli cells. In: Russell L.D., and Griswold M.D. (Eds). The Sertoli cells (1993), Cache River Press, Clearwater (FL) 195-200
50. Orth J.M., Gunsalus G.L., and Laperti A.A. Evidence from Sertoli cell-depleted rats indicates that spermatid in adults depends on the number of Sertoli cells produced during perinatal development. Endocrinology 122 (1998) 787-794
51. Sharpe R.M. Regulation of spermatogenesis. In: Knobil E., and Neill E.K. (Eds). The Physiology of Reproduction (1994), Raven Press, New York 1363-1434
52. Muffy K.E., Nazian S., and Cameron D.F. Junction-related Sertoli cell cytoskeleton in testosterone-treated hypophysectomized rats. Biol Reprod 49 (1993) 1122-1132
53. Chaudhury I., Sadler-Rggleman I., Ague J.M., and Skinner M.K. The helix-loop-helix inhibitor of differentiation (ID) proteins induce post-mitotic terminally differentiated Sertoli cell to re-enter the cell cycle and Proliferate. Biol Reprod 72 (2005) 1205-1217
54. Taylor W.P., and Widlanski T.S. Charged with meaning: the structure and mechanism of phosphoprotein phosphatases. Chem Biol 2 (1995) 713-718
55. Chopra S., and Griffin P.H. Laboratory tests and diagnostic procedures in evaluation of liver disease. Am J Med 79 (1985) 221-230
56. Mayes P.A. Metabolism of carbohydrate. In: Martin D.W., Mayes P.A., Rowell V.W., and Granner D.K. (Eds). Harper's review of biochemistry (1985), Lange Medical Pub. Maruzen and Co, Singapore 166-193