[CANCER RESEARCH 61, 8703– 8711, December 15, 2001] Synergistic Cytotoxicity Exhibited by Combination Treatment of Selective Retinoid Ligands with Taxol (Paclitaxel) Valerie Vivat-Hannah, 1 Dan You, Cheryl Rizzo, Jean-Paul Daris, Philippe Lapointe, F. Christopher Zusi, Anne Marinier, Matthew V. Lorenzi, and Marco M. Gottardis Department of Oncology Drug Discovery, Bristol-Myers Squibb Pharmaceutical Research Institute, Princeton, New Jersey 08543-4000 [V. V. H., D. Y., C. R., M. V. L., M. M. G.]; Wallingford Discovery Chemistry, Bristol-Myers Squibb, Wallingford, Connecticut 03492-1996 [C. F. Z.]; and Drug Discovery Chemistry, Bristol-Myers Squibb, Candiac (Quebec), J5R 1J1 Canada [J. P. D., P. L., A. M.] ABSTRACT The focus of this study was to develop retinoic acid receptor (RAR) RAR/selective agonists with anticancer efficacy and reduced toxicity associated with RARactivity. In these studies, we report the identifica- tion and characterization of high-affinity RAR/selective agonists with limited RARactivity. These compounds inhibited human tumor cell line proliferation with similar efficacy to that observed for a pan-RAR agonist. However, for most tumor cell lines, the efficacy of these compounds was restricted to the micromolar range. To determine whether the RAR/ selective agonists could be additive or synergistic with existing agents, we investigated the effects of combining RAR/selective agonists with various cytotoxic agents. Our results showed that the /selective reti- noids dramatically lowered the effective dose of Taxol needed to induce cytotoxicity of a wide range of tumor cell lines. This synergy was specific to tubulin-modifying agents and could not be observed with a variety of other cytotoxic agents of diverse function. Examination of pathways com- mon to Taxol and retinoid signaling revealed that this synergy was related in part to effects on Bcl-2 expression/phosphorylation as well as the activity of the c-Jun NH 2 -terminal kinase and activator protein-1. In contrast, the tubulin polymerization induced by Taxol was not further affected by cotreatment with a variety of retinoid receptor ligands. These observations indicate that potent RAR/selective agonists may be of therapeutic benefit in combination with Taxol therapy. INTRODUCTION The retinoids are biologically active derivatives of vitamin A that can regulate the proliferation, differentiation, and apoptosis of a wide variety of both normal and malignant cells (1–3). The natural retinoids primarily consist of ATRA 2 and 9-cis retinoic acid, which are pro- cessed from vitamin A through its irreversible oxidation (4, 5). In addition, several synthetic ligands have been designed that retain many of the biological properties of the natural ligands (6, 7). The biological activities of the retinoids are mediated by two classes of nuclear receptors, the RARs and the RXRs, each of which comprise three isotypes designated , , and (reviewed in Ref. 8). RAR and RXR act as ligand-dependent transcription factors, which can modu- late target gene expression by binding as RAR/RXR heterodimeric complexes to a specific RAR element DNA sequence (9, 10). The activity of the RAR/RXR heterodimer can be repressive or stimula- tory, depending upon its apo (unliganded) or holo (ligand-bound) conformation, respectively. The apo conformation of RAR/RXR heterodimers allows protein interactions with large corepressor multiprotein complexes that contain nuclear corepressor and his- tone deacetylases and act to maintain the chromatin in a condensed transcriptionally inactive state to repress target gene expression (11– 13). In contrast, the binding of agonist ligand to RARs is associated with a conformational transition of the ligand binding domain (14), resulting in the destabilization of the corepressor complex and simul- taneous recruitment of coactivators, including p160 protein family, CBP/p300, and the multiprotein complexes thyroid hormone receptor associated proteins (TRAP), Vitamin D 3 receptor interacting proteins (DRIP), activator recruited cofactor (ARC) (11). Some of these fac- tors contain histone acetyltransferase activity, allowing the deconden- sation of the chromatin required for the subsequent link of the holo- RAR/RXR heterodimer with the basal transcriptional complex to initiate target gene expression (11, 13). ATRA and synthetic retinoid receptor ligands have been shown to promote tumor regression in a number of animal models of carcino- genesis and have shown efficacy in patients afflicted with acute promyelocytic leukemia (15, 16). Among the three RAR isotypes, the RAR2 isoform has been associated with the tumor-suppressive ef- fects of the retinoids. RAR2 arises from alternative promoter use of the RARgene promoter P2 (8), which contains a strong RAR element, suggesting that RARexpression is up-regulated by retinoic acid and places RAR2 as a potential target gene underlying the growth-suppressive effects of retinoic acid. Furthermore, a large num- ber of reports have described the loss of the RAR2 expression during the early phases of cancer development including breast and lung tumors (17–19). In contrast, the expression of RARand RARas well as RXRare mostly unaltered in malignant tissues. Consistent with a role in modulating cell growth, RARgene inactivation in several cell types has led to the loss of retinoic acid-dependent growth arrest (20, 21). In contrast, the induction of RARexpression in different tumor cell lines has been shown to be associated with a strong enhancement of retinoic acid responsiveness (22, 23). These observations highlight RARas an important mediator of retinoid action and suggest that its modulation may be effective in reducing tumor cell growth. A growing interest has focused recently on increasing the antitumor activity of the retinoids through combination with other types of agents, including IFN-(24), tumor necrosis factor-related apoptosis- inducing ligand (25), HDAC inhibitors (26 –28), as well as chemo- therapeutic agents (29 –32). For instance, in cell lines isolated from patients afflicted with acute myeloid leukemia, HDAC inhibitors potentiate the differentiation effects of the retinoids and show activity in retinoid-resistant acute myeloid leukemia cells (26). The molecular mechanisms underlying the effect of these agents are related to the derepression of the retinoid receptor transduction pathway (26). For instance, in breast cancer cells, HDAC inhibitors have been shown to restore the retinoic acid-inducible expression of RAR, independently of the methylation status of the RARgene promoter (33). In contrast, the mechanisms supporting the synergistic effects observed in com- bination treatments using the retinoids and IFN-, or with chemother- apeutic agents such as cisplatin or Taxol, remain largely undefined. In the present study, we report the identification of selective Received 5/1/01; accepted 10/16/01. The costs of publication of this article were defrayed in part by the payment of page charges. This article must therefore be hereby marked advertisement in accordance with 18 U.S.C. Section 1734 solely to indicate this fact. 1 To whom requests for reprints should be addressed, at Bristol-Myers Squibb, Phar- maceutical Research Institute, Oncology Drug Discovery, P. O. Box 4000, K19-04, Princeton, NJ 08543-4000. Phone: (609) 252-4313; Fax: (609) 252-6051; E-mail: valerie. vivat@bms.com. 2 The abbreviations used are: ATRA, all-trans retinoic acid; RAR, retinoic acid receptor; RXR retinoid X receptor; HDAC, histone deacetylase; JNK, c-Jun NH 2 -terminal kinase; AP, activator protein; PMA, phorbol 12-myristate 13-acetate; FBS, fetal bovine serum; tk, thymidine kinase. 8703 Research. on November 29, 2014. © 2001 American Association for Cancer cancerres.aacrjournals.org Downloaded from