An investigation into the biological activity of the selected histidine -containing diketopiperazines cyclo(His-Phe) and cyclo(His-Tyr)

Journal of Pharmacy and Pharmacology

Volumn 56, Issue 9, 2004, Pages 1143-1153

  McCleland, K ^a   Milne, P J ^a   Lucieto, F R ^a   Frost, C ^a   Brauns, S C ^a   Van De Venter, M ^a   Du Plessis, J ^b   Dyason, K ^b  

^a NELSON MANDELA METROPOLITAN UNIVERSITY   (South Africa)

^b NORTH WEST UNIVERSITY   (South Africa)

Author keywords

[No Author keywords available]

Indexed keywords

CALCIUM CHANNEL; CYCLO(HISTIDYLPHENYLALANINE); CYCLO(HISTIDYLTYROSINE); ION CHANNEL; PIPERAZINEDIONE; POTASSIUM CHANNEL; SODIUM CHANNEL; TETRAZOLIUM; THROMBIN; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL TISSUE; ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ANTINEOPLASTIC ACTIVITY; ARTICLE; BLOOD CLOT LYSIS; BLOOD CLOTTING TIME; CANCER CELL CULTURE; CARDIOVASCULAR DISEASE; CELL VIABILITY; CYTOTOXICITY; DRUG ACTIVITY; FIBRINOLYSIS; FLOW RATE; HEART MUSCLE CELL; HEART RATE; HELA CELL; HUMAN; HUMAN CELL; METASTASIS INHIBITION; NONHUMAN; PATCH CLAMP; PROTEIN BINDING; PROTEIN DETERMINATION; RAT; THROMBOCYTE ADHESION; THROMBOCYTE AGGREGATION; TOXICITY TESTING; UTERINE CERVIX CARCINOMA;

ANIMALS; CELL LINE, TUMOR; DIPEPTIDES; HEART RATE; HELA CELLS; HISTIDINE; HUMANS; MALE; MICROBIAL SENSITIVITY TESTS; MYOCYTES, CARDIAC; PIPERAZINES; RATS; RATS, LONG-EVANS; RATS, SPRAGUE-DAWLEY;

EID: 4444219794     PISSN: 00223573     EISSN: None     Source Type: Journal    
DOI: 10.1211/0022357044139     Document Type: Article

References (43)

1. Bednar, B., Condra, C., Gould, R. J., Connolly, T. M. (1995) Platelet aggregation monitored in a 96 well microplate reader is useful for evaluation of platelet agonists and antagonists. Thrombosis Res. 77: 453-463
2. Bellavite, P., Andriolo, G., Guzzo, P., Arigliano, P., Chirumbolo, S., Manzato, F., Santonastaso, C. (1994) A colorimetric method for the measurement of platelet adhesion in microtiter plates. Anal. Biochem. 216: 444-450
3. Bova, S., Cargnelli, G., D'Amato, E., Forti, S., Yang, Q., Trevisi, L., Debetto, P., Cima, L., Luciani, S., Padrini, R. (1997) Calcium-antagonist effects of norbormide on isolated perfused heart and cardiac myocytes of guinea-pig: a comparison with verapamil. Br. J. Pharmacol. 120: 19-24
4. Bromberg, M. E., Cappello, M. (1999) Cancer and blood coagulation: molecular aspects. Cancer J. 5: 132-133
5. Carmichael, J. (1994) Current issues in cancer: cancer chemotherapy: identifying novel anticancer drugs. Br. Med. J. 308: 1288-1290
6. Carmichael, J., DeGraff, W. G., Gazdar, A. F., Minna, J. D., Mitchell, J. B. (1987) Evaluation of a tetrazoli um -based semiautomated colorimetric assay: assessment of chemosensitivity testing. Cancer Res. 47: 936-942
7. Cook, N. S. (1988) The pharmacology of potassium channels and their therapeutic potential. Trends Pharmacol. Sci. 9: 21-28
8. Crescenzi, V., Cesaro, A., Russo, E. (1973) On some physicochemical properties of diketopiperazines in water. Int. J. Peptide Protein Res. 5: 427-434
9. Eloff, J. N. (1998) A sensitive and quick microplate method to determine the minimal inhibitory concentration of plant extracts for bacteria. Planta Med. 64: 711-713
10. Fernandez-Lopez, S., Kim, H.-S., Choi, E. C., Delgado, M., Granja, J. R., Khasanov, A., Kraehenbuehl, K., Long, G., Weinberger, D. A., Wilcoxen, K. M., Ghadiri, M. R. (2001) Antibacterial agents based on the Cyclic D,L-α-peptide architecture. Nature 412: 452-455
11. Ferrari, R., Cucchini, F., Bolognesi, R., Bachetti, T., Baraso, A., Bernocchi, P., Gaia, G., Visioli, O. (1994) How do calcium antagonists differ in clinical practice. Cardiovasc. Drugs. Ther. 8: 565-575
12. Godfraind, T., Miller, R., Wibo, M. (1986) Calcium antagonism and calcium entry blockade. Pharmacol. Rev. 38: 321-416
13. Graz, M., Hunt, A., Jamie, H., Grant, G., Milne, P. (1999) Antimicrobial activity of selected cyclic dipeptides. Pharmazie 54: 772-775
14. Graz, C. J. M., Grant, G. D., Brauns, S. C., Hunt, A., Jamie, H., Milne, P. J. (2000) Cyclic dipeptides in the induction of maturation for cancer therapy. J. Pharm. Pharmacol. 52: 75-82
15. Hancock, R. E. W. (1999) Host defense cationic peptides. Drugs 57: 469-483
16. Hancock, R. E. W., Lehrer, R. (1998) Cationic peptides: a new source of antibiotics. Tibtech 16: 82-87
17. Henczi, M., Weaver, D. F. (1995) Fragmentation of a series of cyclic dipeptides in fast-atom bombardment mass spectrometry. Rapid Commun. Mass Spectrom. 9: 800-803
18. Hugo, W. B., Russell, A. D. (1992) Pharmaceutical microbiology. 5th edn, Blackwell Science, Oxford, pp 33-38, 50 51, 57, 117, 119, 120, 128, 134, 136, 139, 199, 221
19. Jamie, H., Kilian, G., Dyason, K., Milne, P. J. (2002) The effect of the isomers of cyclo(Trp-Pro) on heart and ion-channel activity. J. Pharm. Pharmacol. 54: 1659-1665
20. Jenson, M. M., Wright, D. N., Robinson, R. A. (1997) Microbiology for the health sciences. 4th edn, Prentice-Hall, New Jersey, pp 38, 44, 201, 203, 215, 273, 301, 302, 307, 489
21. Kolusheva, S., Boyer, L., Jelinek, R. (2000) A colorimetric assay for rapid screening of antimicrobial peptides. Nature Biotechnol. 18: 225-227
22. Kopple, K. D., Ghazarian, H. G. (1968) A convenient synthesis of 2,5-dioxopiperazines. J. Org. Chem. 33: 862-863
23. Langendorff, O. (1895) Untersuchungen am uberlebenden saugethierhergen. Arch. Geo. Physiol. 61: 291-332
24. Lubbe, W. F., Daries, P. S., Opie, L. H. (1978) Ventricular arrhythmias associated with coronary artery occlusion and reperfusion in the isolated perfused rat heart: a model for assessment of antifibrillatory action of antiarrhythmic agents. Cardiovasc. Res. 12: 237-247
25. Marban, E., Yamagishi, T., Tomaselli, G. F. (1998) Structure and function of voltage-gated sodium channels. J. Physiol. 508: 647-657
26. Milne, P. J., Hunt, A. L., Rostoll, K., van der Walt, J. J., Graz, C. J. M. (1998) The biological activity of selected cyclic dipeptides. J. Pharm. Pharmacol. 50: 1331-1335
27. Mitra, R., Morad, M. (1995) A uniform enzymatic method for dissociation of myocytes from hearts and stomachs of vertebrates. Am. J. Physiol. 249: H1056-H1060
28. Mosmann, T. (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J. Immunol. Methods 65: 55-63
29. Murray, J. C. (1991) Coagulation and cancer. Br. J. Cancer 64: 422-424
30. Narahashi, T., Herman, M. D. (1992) Overview of toxins and drugs as tools to study excitable membrane ion channels: I. Voltage-activated channels. Methods Enzymol. 207: 620-643
31. Prasad, C. (1995) Bioactive cyclic dipeptides. Pergamon 16: 151-164
32. Rang, H. P., Dale, M. M., Ritter, J. M. (1999) Pharmacology. 3rd edn, Churchill Livingstone, USA, pp 657, 688, 707
33. Rob, J. A., Tollefsen, S., Helgeland, L. (1997) A rapid and highly sensitive chromogenic microplate assay for quantification of rat and human prothrombin. Anal. Biochem. 245: 222-225
34. Robertson, D. W., Steinberg, M. I. (1990) Potassium channel modulators: scientific applications and therapeutic promise. J. Med. Chem. 33: 1529-1541
35. Sammes, P. G. (1975) Naturally occurring 2,5-diketopiperazines and related compounds. Fortschr. Chem. Org. Naturst. 32: 51-118
36. Schatteman, K. A., Goossens, F. J., Scharpe, S. L., Hendriks, D. F. (1999) Activation of plasma procarboxypeptidase U in different mammalian species points to a conserved pathway of inhibition of fibrinolysis. Thromb. Haemost. 82: 1718-1721
37. Sijpkes, A. H., van der Kleut, G. J., Gill, S. C. (1994) Biophys. Chem. 52: 75-82
38. Tanaka, A. S., Silva, M. M., Torquato, R. J. S., Noguti, M. A. E., Sampaio, C. A. M., Fritz, H., Auerswald, E. A. (1999) Functional phage display of leech-derived tryptase inhibitor (LDTI): construction of a library and selection of thrombin inhibitors. Fed. Euro. Biochem. Soc. Let. 458: 11-16
39. Thom, S. M., Horobin, R. W., Seidler, E., Barer, M. R. (1993) Factors affecting the selection and use of tetrazolium salts as cytochemical indicators of microbial viability and activity. J. Appl. Bacteriol. 74: 433-443
40. Tytgat, J. (1994) How to isolate cardiac myocytes. Cardiovasc. Res. 28: 280-283
41. Volk, W. A., Gebhardt, B. M., Hammarskjöld, M.-L., Kadner, R. J. (1996) Essentials of medical microbiology. 5th edn, Lippincott- Raven Publishers, New York, pp 273, 331-333, 342, 345, 346, 362, 363, 366, 367, 379, 380, 483
42. Walkowiak, B., Kesy, A., Michalec, L. (1997) Microplate reader - a convenient tool in studies of blood coagulation. Thromb. Res. 87: 95-103
43. Wu, S., Chen, W., Murphy, E., Gabel, S., Tomers, K. B., Foley, J., Steenbergen, C., Falck, J. R., Moomaw, C. R., Zeldin, D. C. (1997) Molecular cloning, expression, and functional significance of a cytochrome P450 highly expressed in rat heart myocytes. J. Biol. Chem. 272: 12551-12559