Inhibition of mammary tumor growth by a novel nontoxic retinoid: chemotherapeutic evaluation of a C-linked analog of 4-HPR-glucuronide

Anticancer Res. 2005 May-Jun;25(3c):2391-8.

Abstract

Previous studies from our laboratory suggest that 4-HPROG, the O-glucuronide derivative of 4-HPR, has improved mammary cancer chemopreventive/ antitumor activities as well as reduced toxicity, as compared to 4-HPR. This O-linked glucuronide derivative is a substrate to the P-glucuronidase enzyme and may also undergo hydrolysis in vivo to the vitamin A metabolite, retinoic acid, that is toxic at high concentrations. In an effort to improve analog potency relative to its toxicity, the 4-HPROG's phenolic oxygen was replaced with a methylene group, thus preventing biological cleavage of the glucuronide moiety. The resulting C-linked analog, 4-HPR-C-glucuronide (4-HPRCG), cannot be hydrolyzed to 4-HPR. The results of this study show that 4-HPRCG is an effective chemotherapeutic agent that caused 49% regression of DMBA-induced mammary tumors in rats, while showing almost no side-effects that are often observed with other natural or synthetic retinoids, such as a reduction in blood retinol level, elevation in blood triglyceride (TG) level, and decrease in bone mineral content (BMC). These results suggest that 4-HPRCG should be considered as a better candidate for breast cancer treatment.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • 9,10-Dimethyl-1,2-benzanthracene
  • Animals
  • Antineoplastic Agents / adverse effects
  • Antineoplastic Agents / pharmacology*
  • Carcinogens
  • Cell Growth Processes / drug effects
  • Cytochrome P-450 Enzyme System / biosynthesis
  • Cytochrome P-450 Enzyme System / genetics
  • Female
  • Fenretinide / adverse effects
  • Fenretinide / analogs & derivatives*
  • Fenretinide / pharmacology
  • Glucuronates / adverse effects
  • Glucuronates / pharmacology*
  • Liver / drug effects
  • Liver / enzymology
  • Mammary Neoplasms, Experimental / chemically induced
  • Mammary Neoplasms, Experimental / drug therapy*
  • Mammary Neoplasms, Experimental / enzymology
  • Mammary Neoplasms, Experimental / pathology
  • RNA, Messenger / biosynthesis
  • RNA, Messenger / genetics
  • Rats
  • Rats, Sprague-Dawley
  • Retinoic Acid 4-Hydroxylase
  • Tretinoin / adverse effects
  • Tretinoin / pharmacology

Substances

  • Antineoplastic Agents
  • Carcinogens
  • Glucuronates
  • N-((4-hydroxyphenyl)retinamide)-O-glucuronide
  • RNA, Messenger
  • Fenretinide
  • Tretinoin
  • 9,10-Dimethyl-1,2-benzanthracene
  • Cytochrome P-450 Enzyme System
  • Retinoic Acid 4-Hydroxylase