Utilizing a D-amino acid as a drug carrier for antineoplastic nitrogen mustard groups

Drug Delivery: Journal of Delivery and Targeting of Therapeutic Agents

Volumn 12, Issue 3, 2005, Pages 141-147

  Bartzatt, Ronald L ^a  

^a UNIVERSITY OF NEBRASKA AT OMAHA   (United States)

Author keywords

Anticancer; D Amino Acids; Drug Carrier

Indexed keywords

1,2 DICHLOROETHANE; 4 CHLOROANILINE; ANTINEOPLASTIC AGENT; BICARBONATE; CHLORMETHINE DERIVATIVE; CYCLOPHOSPHAMIDE; DEXTRO AMINO ACID; DRUG CARRIER; FLUORESCAMINE;

ALKYLATION; ANTINEOPLASTIC ACTIVITY; AQUEOUS SOLUTION; ARTICLE; CLUSTER ANALYSIS; DRUG ACTIVITY; DRUG BIOAVAILABILITY; DRUG SYNTHESIS; PARTITION COEFFICIENT; PH; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION; ULTRAVIOLET SPECTROSCOPY;

ALANINE; ALKYLATION; ANTINEOPLASTIC AGENTS, ALKYLATING; CLUSTER ANALYSIS; DRUG CARRIERS; DRUG DESIGN; NITROGEN MUSTARD COMPOUNDS; REGRESSION ANALYSIS; STEREOISOMERISM; TECHNOLOGY, PHARMACEUTICAL;

EID: 18044372617     PISSN: 10717544     EISSN: None     Source Type: Journal    
DOI: 10.1080/10717540590926789     Document Type: Article

References (25)

1. Bartzatt, R., and Kasher, L. 2002. Synthesis of aromatic nitrogen mustard agents and analysis of their alkylation activity at physiological pH and temperature. Physiol. Chem. Phys. Med. NMR 34:103-117.
2. Bladon, C. 2002. Pharmaceutical Chemistry. West Sussex: John Wiley and Sons, 58.
3. Burchenal, J., Burchenal, J. R., and Johnston, S. 1951. Chemotherapy of leukemia. III. Further studies on the effect of nitrogen mustards and related compounds on transmitted mouse leukemia. Cancer 4:353-356.
4. Clark, D. 1999. Rapid calculation of polar molecular surface area and its application to the prediction of transport phenomena. 2. Prediction of blood-brain barrier penetration. J. Pharm Sci. 88(8):815-821.
5. Conners, T., Jeney, A., Warwick, G., and Whisson, M. 1965. Factors influencing the sensitivity of tumors to nitrogen mustards. Isotop. Exp. Pharmacol. 1965:433-438.
6. Elderfield, R., and Roy, J. 1967. Synthesis of potential anticancer agents. XVIII. Nitrogen mustards from 6-substituted coumarins. J. Med. Chem. 10(5):918-921.
7. Gringauz, A. 1997. Medicinal Chemistry. New York: Wiley-VCH, 102-138.
8. Hamamoto, K., Kida, Y., Zhang, Y., Shimizu, T., and Kuwano, K. 2002. Antimicrobial activity and stability to proteolysis of small linear cationic peptides with D-amino acid substitutions. Microbiol. Immunol. 46(11):741-749.
9. Mansch, C. and Leo, A. 1995. Explorsing QSAR Washington DC: American Chemical Society, 394-395.
10. Herrero, J., Valencia, A., and Dopazo, J. 2001. A hierarchical unsupervised growing neural network for clustering gene expression patterns. Bioinformatics 17:126-136.
11. Keitel, R., and Poege, A. 1975. Testing of some nitrogen mustard compounds for cytosta-tic activity by a screening test. Archiv Fuer Geschwulstforschung. 43(2):168-171.
12. Kelder, J., Grootenhuis, P., Bayada, D., Delbressine, L., and Ploemer, J.-P. 1999. Polar molecular surface as a dominating determinant for oral absorption and brain penetration of drugs. Pharm. Res. 16(10):1514-1519.
13. Lipinski, C., Lombardo, F., Dominy, B., and Feeney, P. 1997. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Drug Del. Rev. 23:3-25.
14. Mathur, I., Gupta, H., and Gupta, S.K. 1977. Antitumor activity of certain N-arylmethyl nitrogen mustards in Walker carcinosarcoma 256 and lymphocytic leukemia P 388. Ind. Vet. Med. J. 1(1):11-19.
15. Mattes, W., Hartley, J., and Kohn, K. 1986. DNA sequence selectivity of guanine N-7 alkylation by nitrogen mustards. Nucleic Acids Res, 14(7):2971-2987.
16. Nogrady, T. 1988. Medicinal Chemistry. New York: Oxford University Press, pp. 412-417
17. Palm, K., Stenberg, P., Luthman, K., and Artursson, P. 1997. Polar molecular surface properties predict the intestinal absorption of drugs in humans. Pharm Res. 14(5):568-571.
18. Peiper, R., and Erickson, L. 1990. DNA adenine adducts induced by nitrogen mustards and their role in transcription termination in vitro. Carcinogenesis. 11:1739-1746.
19. Popp, F., Roth, S., and Kirby, J. 1963. Synthesis of potential anticancer agents. IX. Some cydoalkyl mustards and related compounds. J. Med. Chem. 6:83-86.
20. Sampey, J. 1963. Nitrogen mustards in the management of Hodgkin's disease and the leukemias. J. S. Carolina Med. Assoc. 59:272-274.
21. Sela, M., and Zisman, E. 1997. Different roles of D-amino acids in immune phenomena. FASEB J. 11:449-456.
22. Silverman, R. 1992. The Organic Chemistry of Drug Design and Drug Action. San Diego, CA: Academic Press, 244-251.
23. Workman, P. 1978. Inhibition of human prostatic tumor acid phosphatase by N,N-p-di-2-chloroethylaminophenol, N,N-p-di-2-chloroethylaminophenyl phosphate and other difunctional nitrogen mustards. Chem. Biolog. Interactions 20(1):103-112.
24. Xia, X., and Xie, Z. 2001. AMADA: analysis of microarray data. Bioinformatics 17:569-570.
25. Zulik, R. 1958. Treatment of malignancies of the lymphoid and reticular systems by a new nitrogen mustard derivative. Arzneimittel-Forschung 8:360-361.