Anacardic Acid (6-pentadecylsalicylic Acid) Induces Apoptosis of Prostate Cancer Cells Through Inhibition of Androgen Receptor and Activation of P53 Signaling

Overview

Journal Chin J Cancer Res

Specialty Oncology

Date 2013 Jan 30

PMID 23359208

Citations 22

Authors

Jing Tan

Binghai Chen

Leye He

Yuxin Tang

Zhiqiang Jiang

Guangmin Yin

Jinrong Wang

Xianzhen Jiang

Affiliations

Soon will be listed here.

Abstract

Anacardic acid (AA) is a mixture of 2-hydroxy-6-alkylbenzoic acid homologs. It is widely regarded as a non-specific histone acetyltransferase inhibitor of p300. The effects and the mechanisms of AA in LNCaP cells (prostate cancer cells) remain unknown. To investigate the effect of AA on LNCaP cells, we had carried out several experiments and found that AA inhibits LNCaP cell proliferation, induces G1/S cell cycle arrest and apoptosis of LNCaP cell. The mechanisms via which AA acts on LNCaP cells may be due to the following aspects. First, AA can regulate p300 transcription and protein level except for its mechanisms regulating function of p300 through post-translational modification in LNCaP cells. Second, AA can activate p53 through increasing the phosphorylation of p53 on Ser15 in LNCaP cells. AA can selectively activate p21 (target genes of p53). Third, AA can down-regulates androgen receptor (AR) through supressing p300. Our study suggests that AA has multiple anti-tumor activities in LNCaP cells and warrants further investigation.

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References

Karamouzis M, Konstantinopoulos P, Papavassiliou A . Roles of CREB-binding protein (CBP)/p300 in respiratory epithelium tumorigenesis. Cell Res. 2007; 17(4):324-32. DOI: 10.1038/cr.2007.10. View

de Melo J, Santos A, Amorim E, do Nascimento S, de Albuquerque U . Medicinal plants used as antitumor agents in Brazil: an ethnobotanical approach. Evid Based Complement Alternat Med. 2011; 2011:365359. PMC: 3082129. DOI: 10.1155/2011/365359. View

Sowmyalakshmi S, Nur-E-Alam M, Akbarsha M, Thirugnanam S, Rohr J, Chendil D . Investigation on Semecarpus Lehyam--a Siddha medicine for breast cancer. Planta. 2004; 220(6):910-8. DOI: 10.1007/s00425-004-1405-4. View

Rea A, Schmidt J, Setzer W, Sibanda S, Taylor C, Gwebu E . Cytotoxic activity of Ozoroa insignis from Zimbabwe. Fitoterapia. 2003; 74(7-8):732-5. DOI: 10.1016/j.fitote.2003.08.007. View

Ilic D, Forbes K, Hassed C . Lycopene for the prevention of prostate cancer. Cochrane Database Syst Rev. 2011; (11):CD008007. PMC: 8939370. DOI: 10.1002/14651858.CD008007.pub2. View

Britto A, de Oliveira A, Henriques R, Cardoso G, Bomfim D, Carvalho A . In vitro and in vivo antitumor effects of the essential oil from the leaves of Guatteria friesiana. Planta Med. 2012; 78(5):409-14. DOI: 10.1055/s-0031-1298173. View

Wang X, Pan L, Feng Y, Wang Y, Han Q, Han L . P300 plays a role in p16(INK4a) expression and cell cycle arrest. Oncogene. 2007; 27(13):1894-904. DOI: 10.1038/sj.onc.1210821. View

Wolff J, Schmid H . Extension of the therapeutic spectrum in castration-resistant prostate cancer: Osteoclast inhibition with denosumab. Transl Androl Urol. 2016; 1(2):118-9. PMC: 4708202. DOI: 10.3978/j.issn.2223-4683.2012.05.03. View

Cui L, Miao J, Furuya T, Fan Q, Li X, Rathod P . Histone acetyltransferase inhibitor anacardic acid causes changes in global gene expression during in vitro Plasmodium falciparum development. Eukaryot Cell. 2008; 7(7):1200-10. PMC: 2446667. DOI: 10.1128/EC.00063-08. View

10.

Souto J, Benedetti R, Otto K, Miceli M, Alvarez R, Altucci L . New anacardic acid-inspired benzamides: histone lysine acetyltransferase activators. ChemMedChem. 2010; 5(9):1530-40. DOI: 10.1002/cmdc.201000158. View

11.

Sung B, Pandey M, Ahn K, Yi T, Chaturvedi M, Liu M . Anacardic acid (6-nonadecyl salicylic acid), an inhibitor of histone acetyltransferase, suppresses expression of nuclear factor-kappaB-regulated gene products involved in cell survival, proliferation, invasion, and inflammation through inhibition of.... Blood. 2008; 111(10):4880-91. PMC: 2384122. DOI: 10.1182/blood-2007-10-117994. View

12.

Ghizzoni M, Boltjes A, de Graaf C, Haisma H, Dekker F . Improved inhibition of the histone acetyltransferase PCAF by an anacardic acid derivative. Bioorg Med Chem. 2010; 18(16):5826-34. DOI: 10.1016/j.bmc.2010.06.089. View

13.

Ameri A, Alidoosti A, Hosseini S, Parvin M, Emranpour M, Taslimi F . Prognostic Value of Promoter Hypermethylation of Retinoic Acid Receptor Beta (RARB) and CDKN2 (p16/MTS1) in Prostate Cancer. Chin J Cancer Res. 2013; 23(4):306-11. PMC: 3551302. DOI: 10.1007/s11670-011-0306-x. View

14.

Devipriya B, Kumaradhas P . Probing the effect of intermolecular interaction and understanding the electrostatic moments of anacardic acid in the active site of p300 enzyme via DFT and charge density analysis. J Mol Graph Model. 2012; 34:57-66. DOI: 10.1016/j.jmgm.2011.12.003. View

15.

Sukumari-Ramesh S, Singh N, Jensen M, Dhandapani K, Vender J . Anacardic acid induces caspase-independent apoptosis and radiosensitizes pituitary adenoma cells. J Neurosurg. 2011; 114(6):1681-90. DOI: 10.3171/2010.12.JNS10588. View

16.

Livengood J, Scoggin K, Van Orden K, McBryant S, Edayathumangalam R, Laybourn P . p53 Transcriptional activity is mediated through the SRC1-interacting domain of CBP/p300. J Biol Chem. 2002; 277(11):9054-61. DOI: 10.1074/jbc.M108870200. View

17.

Luo J, Li M, Tang Y, Laszkowska M, Roeder R, Gu W . Acetylation of p53 augments its site-specific DNA binding both in vitro and in vivo. Proc Natl Acad Sci U S A. 2004; 101(8):2259-64. PMC: 356938. DOI: 10.1073/pnas.0308762101. View

18.

Chun J, Tummala R, Nadiminty N, Lou W, Liu C, Yang J . Andrographolide, an herbal medicine, inhibits interleukin-6 expression and suppresses prostate cancer cell growth. Genes Cancer. 2011; 1(8):868-76. PMC: 3063649. DOI: 10.1177/1947601910383416. View

19.

Sun Y, Jiang X, Chen S, Price B . Inhibition of histone acetyltransferase activity by anacardic acid sensitizes tumor cells to ionizing radiation. FEBS Lett. 2006; 580(18):4353-6. DOI: 10.1016/j.febslet.2006.06.092. View

20.

Palozza P, Colangelo M, Simone R, Catalano A, Boninsegna A, Lanza P . Lycopene induces cell growth inhibition by altering mevalonate pathway and Ras signaling in cancer cell lines. Carcinogenesis. 2010; 31(10):1813-21. DOI: 10.1093/carcin/bgq157. View