Advanced search
Publication Cover
Drug Development and Industrial Pharmacy Volume 38, 2012 - Issue 9
Submit an article Journal homepage
266
Views
4
CrossRef citations to date
0
Altmetric
Research Article

An improved synthesis of lysosomal activated mustard prodrug for tumor-specific activation and its cytotoxic evaluation

Raghuramreddy AdidalaMedicinal Chemistry Research Division, University College of Pharmaceutical Sciences, Kakatiya University, Warangal, India
,
Harikrishna DevalapallyDrug Metabolism & Pharmacokinetics Division, University College of Pharmaceutical Sciences, Kakatiya University, Warangal, India
,
Chandrasekhar SrivariIndian Institute of Chemical Technology, Tarnaka, Hyderabad, India
,
Krishna Devarakonda RIndian Institute of Chemical Technology, Tarnaka, Hyderabad, India
&
Akkinepally Raghuram RaoMedicinal Chemistry Research Division, University College of Pharmaceutical Sciences, Kakatiya University, Warangal, IndiaCorrespondence[email protected]
Pages 1047-1053 | Received 26 Apr 2011, Accepted 31 Oct 2011, Published online: 20 Dec 2011

References

  • Rang HP, Dale MM, Ritter JM, Moore PK. (2003). Cancer Chemotherapy. Pharmacology. 5th ed. Oxford: Churchill Livingstone, 693–707.
  • Spinger CJ, Duvaz IN. (1995). Antibody-directed enzyme prodrug therapy (ADEPT) with mustard prodrugs. Anti-Cancer Drug Design, 10:361–372.
  • Chabner BA, Allegra CJ, Curt GA, Calabresi P. (1996). Goodman and Gilman’s The pharmacological basis of therapeutics, Antineoplastic agents. New York, U.S.A: McGraw-Hill, 1233–1257.
  • Carl PL, Chakravarty PK, Katzenellenbogen JA. (1981). A novel connector linkage applicable in prodrug design. J Med Chem, 24:479–480.
  • Connors TA. (1978). Antitumour drugs with latent activity. Biochemie, 60:979–987.
  • Bagshawe KD. (1989). The First Bagshawe lecture. Towards generating cytotoxic agents at cancer sites. Br J Cancer, 60:275–281.
  • Senter PD, Springer CJ. (2001). Selective activation of anticancer prodrugs by monoclonal antibody-enzyme conjugates. Adv Drug Deliv Rev, 53:247–264.
  • de Groot FM, Damen EW, Scheeren HW. (2001). Anticancer prodrugs for application in monotherapy: targeting hypoxia, tumor-associated enzymes, and receptors. Curr Med Chem, 8:1093–1122.
  • Springer CJ, Duvaz IN. (1996). Gene-directed enzyme prodrug therapy (GDEPT): Choice of Prodrugs. Adv Drug Delivery Rev, 22:351–364.
  • Harikrishna D, Raghavendra SN, Venkateshwarlu Y, Raghuram Rao A, Rama Krishna D. (2007). β-Galactoside prodrugs of doxorubicin for application in antibody directed enzyme prodrug therapy/prodrug monotherapy. Arch Pharm Res, 30:723–732.
  • Devalapally H, Rajan KS, Akkinepally RR, Devarakonda RK. (2008). Safety, pharmacokinetics and biodistribution studies of a beta-galactoside prodrug of doxorubicin for improvement of tumor selective chemotherapy. Drug Dev Ind Pharm, 34:789–795.
  • Ghosh AK, Khan S, David F. (1999). A β-galactoside phosphoramide mustard prodrug for use in conjunction with gene-directed enzyme prodrug therapy. Chem Commun, 2527–2528.
  • Ravindranathan KP, Harold JJ. (1990). A simplified one pot preparation of acetobromosugars from reduced sugars. J Carbohydrate Chem, 9:777–781.
  • Bollenback GN, Long JW, Benjamin DG, Lindquist JA. (1955). The synthesis of aryl-d-glucopyranosiduronic acids. J Am Chem Soc, 77, 3310–3315.
  • Leu YL, Chen CS, Wu YJ, Chern JW. (2008). Benzyl ether-linked glucuronide derivative of 10-hydroxycamptothecin designed for selective camptothecin-based anticancer therapy. J Med Chem, 51:1740–1746.
  • Vogel Brian, SF, Antony JH, Peter WGS, Austin RT. (1989). Vogel’s text book of practical organic chemistry. 5th ed. New York: Longman Scientific & technical, 960–975.
  • Ghosh AK, David F. (1997). A methyl glucuronate prodrug of phosphoramidic mustard. Tetrahedron Lett, 38:8795–8798.
  • David NP. (2011). AP5346 (ProLindac™), A DACH platinum polymer conjugate in phase II trials against ovarian cancer. Current Bioactive Compounds, 7:21–26.
  • David AW, Thomas LL. (2005). Foye’s Principles of medicinal chemistry, Cancer chemotherapy. 5th ed. India: Lippincott Williams & Wilkins, 924–950.
  • Ghosh AK, Khan S, Maini F, Nelson JA, David F. (2000). A daunorubicin β-galactoside prodrug for use in conjunction with gene directed enzyme prodrug therapy (GDEPT). Tetrahedron Lett, 41:4871–4874.
  • HariKrishna D, Rao AR, Krishna DR. (2003). Selective activation of anthracycline prodrugs for use in conjunction with ADEPT. Drug News Perspect, 16:309–318.
  • Boyer MJ, Tannock IF. (1993). Lysosomes, lysosomal enzymes, and cancer. Adv Cancer Res, 60:269–291.
  • Singh Y, Palombo M, Sinko PJ. (2008). Recent trends in targeted anticancer prodrug and conjugate design. Curr Med Chem, 15:1802–1826.
  • Chen Y, Hu L. (2009). Design of anticancer prodrugs for reductive activation. Med Res Rev, 29:29–64.
  • Greenwald RB, Pendri A, Conover CD, Lee C, Choe YH, Gilbert C et al. (1998). Camptothecin-20-PEG ester transport forms: the effect of spacer groups on antitumor activity. Bioorg Med Chem, 6:551–562.
  • Knox RJ, Connors TA. (1997). Prodrugs in Cancer Chemotherapy. Pathol Oncol Res, 3:309–324.
  • Dosio F, Stella B, Arpicco S, Cattel L. (2011). Macromolecules as taxane delivery systems. Expert Opin Drug Deliv, 8:33–55.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Order Reprints Request Corporate Permissions

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

Request Academic Permissions

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.

Related research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.