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...

Overview

Journal Blood

Publisher Elsevier

Specialty Hematology

Date 2008 Mar 20

PMID 18349320

Citations 96

Authors

Bokyung Sung

Manoj K Pandey

Kwang Seok Ahn

Tingfang Yi

Madan M Chaturvedi

Mingyao Liu

Bharat B Aggarwal

Affiliations

Soon will be listed here.

Abstract

Anacardic acid (6-pentadecylsalicylic acid) is derived from traditional medicinal plants, such as cashew nuts, and has been linked to anticancer, anti-inflammatory, and radiosensitization activities through a mechanism that is not yet fully understood. Because of the role of nuclear factor-kappaB (NF-kappaB) activation in these cellular responses, we postulated that anacardic acid might interfere with this pathway. We found that this salicylic acid potentiated the apoptosis induced by cytokine and chemotherapeutic agents, which correlated with the down-regulation of various gene products that mediate proliferation (cyclin D1 and cyclooxygenase-2), survival (Bcl-2, Bcl-xL, cFLIP, cIAP-1, and survivin), invasion (matrix metalloproteinase-9 and intercellular adhesion molecule-1), and angiogenesis (vascular endothelial growth factor), all known to be regulated by the NF-kappaB. We found that anacardic acid inhibited both inducible and constitutive NF-kappaB activation; suppressed the activation of IkappaBalpha kinase that led to abrogation of phosphorylation and degradation of IkappaBalpha; inhibited acetylation and nuclear translocation of p65; and suppressed NF-kappaB-dependent reporter gene expression. Down-regulation of the p300 histone acetyltransferase gene by RNA interference abrogated the effect of anacardic acid on NF-kappaB suppression, suggesting the critical role of this enzyme. Overall, our results demonstrate a novel role for anacardic acid in potentially preventing or treating cancer through modulation of NF-kappaB signaling pathway.

Citing Articles

Synthetic CB1 Cannabinoids Promote Tunneling Nanotube Communication, Cellular Migration, and Epithelial-Mesenchymal Transition in Pancreatic PANC-1 and Colorectal SW-620 Cancer Cell Lines.

Bunsick D, Baghaie L, Li Y, Yaish A, Aucoin E, Skapinker E Cells. 2025; 14(2).

PMID: 39851499 PMC: 11763365. DOI: 10.3390/cells14020071.

The Activation of the CCND1 Promoter by AP-1 and SOX Transcription Factors in PC3 Prostate Cancer Cells Can Be Prevented by Anacardic Acid Analogs.

Brunie M, Robichaud M, Touaibia M, Martin L Cell Biochem Biophys. 2024; .

PMID: 39729169 DOI: 10.1007/s12013-024-01646-6.

Personalizing Nutrition Strategies: Bridging Research and Public Health.

Clemente-Suarez V, Peris-Ramos H, Redondo-Florez L, Beltran-Velasco A, Martin-Rodriguez A, David-Fernandez S J Pers Med. 2024; 14(3).

PMID: 38541047 PMC: 10970995. DOI: 10.3390/jpm14030305.

The Role of Histone Deacetylases in NLRP3 Inflammasomesmediated Epilepsy.

Kuang X, Chen S, Ye Q Curr Mol Med. 2023; 24(8):980-1003.

PMID: 37519210 DOI: 10.2174/1566524023666230731095431.

Global Impacts of Western Diet and Its Effects on Metabolism and Health: A Narrative Review.

Clemente-Suarez V, Beltran-Velasco A, Redondo-Florez L, Martin-Rodriguez A, Tornero-Aguilera J Nutrients. 2023; 15(12).

PMID: 37375654 PMC: 10302286. DOI: 10.3390/nu15122749.

References

Hoeflich K, Luo J, Rubie E, Tsao M, Jin O, Woodgett J . Requirement for glycogen synthase kinase-3beta in cell survival and NF-kappaB activation. Nature. 2000; 406(6791):86-90. DOI: 10.1038/35017574. View

Lee F, Peters R, Dang L, Maniatis T . MEKK1 activates both IkappaB kinase alpha and IkappaB kinase beta. Proc Natl Acad Sci U S A. 1998; 95(16):9319-24. PMC: 21336. DOI: 10.1073/pnas.95.16.9319. View

Sung B, Pandey M, Aggarwal B . Fisetin, an inhibitor of cyclin-dependent kinase 6, down-regulates nuclear factor-kappaB-regulated cell proliferation, antiapoptotic and metastatic gene products through the suppression of TAK-1 and receptor-interacting protein-regulated.... Mol Pharmacol. 2007; 71(6):1703-14. DOI: 10.1124/mol.107.034512. View

Kubo I, Yokokawa Y . Tyrosinase inhibitors from Anacardium occidentale fruits. J Nat Prod. 1994; 57(4):545-51. DOI: 10.1021/np50106a021. View

Acevedo H, Rojas M, Arceo S, Soto Hernandez M, Martinez Vazquez M, Terrazas T . Effect of 6-nonadecyl salicylic acid and its methyl ester on the induction of micronuclei in polychromatic erythrocytes in mouse peripheral blood. Mutat Res. 2006; 609(1):43-6. DOI: 10.1016/j.mrgentox.2006.06.002. View

Hayakawa M, Miyashita H, Sakamoto I, Kitagawa M, Tanaka H, Yasuda H . Evidence that reactive oxygen species do not mediate NF-kappaB activation. EMBO J. 2003; 22(13):3356-66. PMC: 165656. DOI: 10.1093/emboj/cdg332. View

Kumar A, Takada Y, Boriek A, Aggarwal B . Nuclear factor-kappaB: its role in health and disease. J Mol Med (Berl). 2004; 82(7):434-48. DOI: 10.1007/s00109-004-0555-y. View

Wang D, Girard T, Kasten T, LaChance R, Durley R . Inhibitory activity of unsaturated fatty acids and anacardic acids toward soluble tissue factor-factor VIIa complex. J Nat Prod. 1998; 61(11):1352-5. DOI: 10.1021/np980117p. View

Eliseeva E, Valkov V, Jung M, Jung M . Characterization of novel inhibitors of histone acetyltransferases. Mol Cancer Ther. 2007; 6(9):2391-8. DOI: 10.1158/1535-7163.MCT-07-0159. View

10.

Garg A, Buchholz T, Aggarwal B . Chemosensitization and radiosensitization of tumors by plant polyphenols. Antioxid Redox Signal. 2005; 7(11-12):1630-47. DOI: 10.1089/ars.2005.7.1630. View

11.

Kanayama A, Seth R, Sun L, Ea C, Hong M, Shaito A . TAB2 and TAB3 activate the NF-kappaB pathway through binding to polyubiquitin chains. Mol Cell. 2004; 15(4):535-48. DOI: 10.1016/j.molcel.2004.08.008. View

12.

Hsu H, Shu H, Pan M, Goeddel D . TRADD-TRAF2 and TRADD-FADD interactions define two distinct TNF receptor 1 signal transduction pathways. Cell. 1996; 84(2):299-308. DOI: 10.1016/s0092-8674(00)80984-8. View

13.

Olivera Ortega A, Soto Hernandez M, Martinez Vazquez M, Terrazas Salgado T, Solares Arenas F . Phytochemical study of cuachalalate (Amphiptherygium adstringens, Schiede ex Schlecht). J Ethnopharmacol. 2000; 68(1-3):109-13. DOI: 10.1016/s0378-8741(99)00047-1. View

14.

Kubo J, Lee J, Kubo I . Anti-Helicobacter pylori agents from the cashew apple. J Agric Food Chem. 1999; 47(2):533-7. DOI: 10.1021/jf9808980. View

15.

Paramashivappa R, Phani Kumar P, Subba Rao P, Srinivasa Rao A . Design, synthesis and biological evaluation of benzimidazole/benzothiazole and benzoxazole derivatives as cyclooxygenase inhibitors. Bioorg Med Chem Lett. 2003; 13(4):657-60. DOI: 10.1016/s0960-894x(02)01006-5. View

16.

Yore M, Liby K, Honda T, Gribble G, Sporn M . The synthetic triterpenoid 1-[2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oyl]imidazole blocks nuclear factor-kappaB activation through direct inhibition of IkappaB kinase beta. Mol Cancer Ther. 2006; 5(12):3232-9. DOI: 10.1158/1535-7163.MCT-06-0444. View

17.

Shishodia S, Aggarwal B . Cyclooxygenase (COX)-2 inhibitor celecoxib abrogates activation of cigarette smoke-induced nuclear factor (NF)-kappaB by suppressing activation of IkappaBalpha kinase in human non-small cell lung carcinoma: correlation with suppression of cyclin D1,.... Cancer Res. 2004; 64(14):5004-12. DOI: 10.1158/0008-5472.CAN-04-0206. View

18.

Chaturvedi M, Mukhopadhyay A, Aggarwal B . Assay for redox-sensitive transcription factor. Methods Enzymol. 2000; 319:585-602. DOI: 10.1016/s0076-6879(00)19055-x. View

19.

Itokawa H, Totsuka N, Nakahara K, Takeya K, Lepoittevin J, Asakawa Y . Antitumor principles from Ginkgo biloba L. Chem Pharm Bull (Tokyo). 1987; 35(7):3016-20. DOI: 10.1248/cpb.35.3016. View

20.

Muroi H, Kubo I . Antibacterial activity of anacardic acid and totarol, alone and in combination with methicillin, against methicillin-resistant Staphylococcus aureus. J Appl Bacteriol. 1996; 80(4):387-94. DOI: 10.1111/j.1365-2672.1996.tb03233.x. View