NF-κB down-regulation and PARP cleavage by novel 3-α-butyryloxy-β-boswellic acid results in cancer cell specific apoptosis and in vivo tumor regression

Anti-Cancer Agents in Medicinal Chemistry

Volumn 13, Issue 5, 2013, Pages 777-790

  Qurishi, Yasrib ^a   Hamid, Abid ^a   Sharma, Parduman R ^a   Wani, Zahoor A ^a   Mondhe, Dilip M ^a   Singh, Shashank K ^a   Zargar, Mohmmad A ^b   Andotra, Samar S ^a   Shah, Bhahwal A ^a   Taneja, Subhash C ^a   Saxena, Ajit K ^a  

^a CSIR INDIAN INSTITUTE OF INTEGRATIVE MEDICINE   (India)

^b UNIVERSITY OF KASHMIR   (India)

Author keywords

Apoptosis; Boswellia serrata; Cancer; DNA repair; Drug; Natural Products; PI3K; Signaling

Indexed keywords

3 ALPHA BUTYRYLOXY BETA BOSWELLIC ACID; ANTINEOPLASTIC AGENT; FLUOROURACIL; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE; PHOSPHATIDYLINOSITOL 3 KINASE; SODIUM CHLORIDE; SULFORHODAMINE B; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; BODY WEIGHT; CANCER INHIBITION; CELL CYCLE PHASE; CELL STRUCTURE; CHROMATIN CONDENSATION; CONTROLLED STUDY; CYTOTOXICITY; DNA FRAGMENTATION; DOWN REGULATION; DRUG SYNTHESIS; FLOW CYTOMETRY; FLUORESCENCE MICROSCOPY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; IC 50; MITOCHONDRIAL MEMBRANE POTENTIAL; MOUSE; NEOPLASM; NONHUMAN; PROTEIN ANALYSIS; PROTEIN EXPRESSION; SCANNING ELECTRON MICROSCOPY; TUMOR REGRESSION; WESTERN BLOTTING;

ANIMALS; ANTINEOPLASTIC AGENTS, PHYTOGENIC; APOPTOSIS; BOSWELLIA; CELL LINE, TUMOR; DOWN-REGULATION; HELA CELLS; HL-60 CELLS; HT29 CELLS; HUMANS; MICE; NF-KAPPA B; POLY(ADP-RIBOSE) POLYMERASES; TRITERPENES;

EID: 84880172986     PISSN: 18715206     EISSN: 18755992     Source Type: Journal    
DOI: 10.2174/1871520611313050012     Document Type: Article

References (35)

1. Gordaliza, M. Natural products as leads to anticancer drugs. Clin. Transl. Oncol., 2007, 9 (12), 767-76.
2. Boutayeb, A.; Boutayeb, S. The burden of non communicable diseases in developing countries. Int. J. Equity Health, 2005, 4 (1), 2.
3. Connolly, J.D.; Hill, R.A., Triterpenoids. Nat. Prod. Rep., 2010, 27 (1), 79-132.
4. Marciani, D.J.; Press, J.B.; Reynolds, R.C.; Pathak, A.K.; Pathak, V.; Gundy, L.E.; Farmer, J.T.; Koratich, M.S.; May, R.D. Development of semisynthetic triterpenoid saponin derivatives with immune stimulating activity. Vaccine 2000, 18 (27), 3141-51.
5. Bringmann, G.; Saeb, W.; Assi, L.A.; Francois, G.; Sankara Narayanan, A. S.; Peters, K.; Peters, E. M., Betulinic acid: Isolation from Triphyophyllum peltatum and Ancistrocladus heyneanus, antimalarial activity, and crystal structure of the benzyl ester. Planta Med., 1997, 63 (3), 255-7.
6. Rios, J.L.; Recio, M.C.; Escandell, J.M.; Andujar, I., Inhibition of transcription factors by plant-derived compounds and their implications in inflammation and cancer. Curr. Pharm. Des., 2009, 15 (11), 1212-37.
7. Takasaki, M.; Konoshima, T.; Kozuka, M.; Tokuda, H.; Takayasu, J.; Nishino, H.; Miyakoshi, M.; Mizutani, K.; Lee, K.H., Cancer preventive agents. Part 8: Chemopreventive effects of stevioside and related compounds. Bioorg. Med. Chem., 2009, 17 (2), 600-5.
8. Li, F.; Goila-Gaur, R.; Salzwedel, K.; Kilgore, N.R.; Reddick, M.; Matallana, C.; Castillo, A.; Zoumplis, D.; Martin, D. E.; Orenstein, J. M.; Allaway, G.P.; Freed, E.O.; Wild, C.T., PA-457: A potent HIV inhibitor that disrupts core condensation by targeting a late step in Gag processing. Proc. Natl. Acad. Sci. USA, 2003, 100 (23), 13555-60.
9. Latheef, S. A.; Prasad, B.; Bavaji, M.; Subramanyam, G. A database on endemic plants at Tirumala hills in India. Bioinformation, 2008, 2 (6), 260-2.
10. Safayhi, H.; Mack, T.; Sabieraj, J.; Anazodo, M. I.; Subramanian, L. R.; Ammon, H.P. Boswellic acids: novel, specific, nonredox inhibitors of 5-lipoxygenase. J. Pharmacol. Exp. Ther., 1992, 261 (3), 1143-6.
11. Zhao, W.; Entschladen, F.; Liu, H.; Niggemann, B.; Fang, Q.; Zaenker, K.S.; Han, R. Boswellic acid acetate induces differentiation and apoptosis in highly metastatic melanoma and fibrosarcoma cells. Cancer Detect. Prev., 2003, 27 (1), 67-75.
12. Cragg, G.M.; Newman, D.J. Discovery and development of antineoplastic agents from natural sources. Cancer Invest., 1999, 17 (2), 153-63.
13. Shah, B.A.; Qazi, G.N.; Taneja, S.C. Boswellic acids: A group of medicinally important compounds. Nat. Prod. Rep., 2009, 26 (1), 72-89.
14. Houghton, P.; Fang, R.; Techatanawat, I.; Steventon, G.; Hylands, P. J.; Lee, C.C. The sulphorhodamine (SRB) assay and other approaches to testing plant extracts and derived compounds for activities related to reputed anticancer activity. Methods, 2007, 42 (4), 377-87.
15. Shashi, B.; Jaswant, S.; Madhusudana, R.J.; Kumar, S.A.; Nabi, Q. G. A novel lignan composition from Cedrus deodara induces apoptosis and early nitric oxide generation in human leukemia Molt-4 and HL-60 cells. Nitric Oxide, 2006, 14 (1), 72-88.
16. Singh, R.K.; Lange, T.S.; Kim, K.K.; Shaw, S.K.; Brard, L. A novel indole ethyl isothiocyanate (7Me-IEITC) with antiproliferative and pro-apoptotic effects on platinum-resistant human ovarian cancer cells. Gynecol. Oncol., 2008, 109 (2), 240-9.
17. Rello, S.; Stockert, J. C.; Moreno, V.; Gamez, A.; Pacheco, M.; Juarranz, A.; Canete, M.; Villanueva, A. Morphological criteria to distinguish cell death induced by apoptotic and necrotic treatments. Apoptosis, 2005, 10 (1), 201-8.
18. Legrier, M. E.; Yang, C. P.; Yan, H. G.; Lopez-Barcons, L.; Keller, S. M.; Perez-Soler, R.; Horwitz, S. B.; McDaid, H. M. Targeting protein translation in human non small cell lung cancer via combined MEK and mammalian target of rapamycin suppression. Cancer Res., 2007, 67 (23), 11300-8.
19. Khan, S.; Chib, R.; Shah, B. A.; Wani, Z. A.; Dhar, N.; Mondhe, D. M.; Lattoo, S.; Jain, S. K.; Taneja, S. C.; Singh, J. A cyano analogue of boswellic acid induces crosstalk between p53/PUMA/ Bax and telomerase that stages the human papillomavirus type 18 positive HeLa cells to apoptotic death. Eur. J. Pharmacol., 2011, 660 (2-3), 241-8.
20. Chaklader, M.; Das, P.; Pereira, J. A.; Chatterjee, S.; Basak, P.; Law, A.; Banerjee, T.; Chauhan, S.; Law, S. Telomerase reverse transcriptase (TERT) expression and role of vincristine sulfate in mouse model of malignancy related peritoneal ascites: an experimental metastatic condition. Exp. Oncol., 2011, 33 (2), 83-9.
21. Shah, B.A.; Kumar, A.; Gupta, P.; Sharma, M.; Sethi, V.K.; Saxena, A.K.; Singh, J.; Qazi, G.N.; Taneja, S.C. Cytotoxic and apoptotic activities of novel amino analogues of boswellic acids. Bioorg. Med. Chem. Lett., 2007, 17 (23), 6411-6.
22. Engelman, J. A. Targeting PI3K signalling in cancer: Opportunities, challenges and limitations. Nat. Rev. Cancer, 2009, 9 (8), 550-62.
23. Frank, M.B.; Yang, Q.; Osban, J.; Azzarello, J.T.; Saban, M. R.; Saban, R.; Ashley, R.A.; Welter, J.C.; Fung, K.M.; Lin, H.K., Frankincense oil derived from Boswellia carteri induces tumor cell specific cytotoxicity. BMC Complement Altern. Med., 2009, 9, 6.
24. Syrovets, T.; Gschwend, J.E.; Buchele, B.; Laumonnier, Y.; Zugmaier, W.; Genze, F.; Simmet, T. Inhibition of IkappaB kinase activity by acetyl-boswellic acids promotes apoptosis in androgenindependent PC-3 prostate cancer cells in vitro and in vivo. J. Biol. Chem., 2005, 280 (7), 6170-80.
25. Owa, T.; Yoshino, H.; Yoshimatsu, K.; Nagasu, T., Cell cycle regulation in the G1 phase: a promising target for the development of new chemotherapeutic anticancer agents. Curr. Med. Chem., 2001, 8 (12), 1487-503.
26. Basnakian, A.G.; James, S.J. A rapid and sensitive assay for the detection of DNA fragmentation during early phases of apoptosis. Nucleic Acids Res 1994, 22 (13), 2714-5.
27. Pittman, R.N.; Wang, S.; DiBenedetto, A.J.; Mills, J.C. A system for characterizing cellular and molecular events in programmed neuronal cell death. J. Neurosci., 1993, 13 (9), 3669-80.
28. Liu, L.; Chen, B.; Qin, S.; Li, S.; He, X.; Qiu, S.; Zhao, W.; Zhao, H. A novel histone deacetylase inhibitor Chidamide induces apoptosis of human colon cancer cells. Biochem. Biophys. Res. Commun., 2010, 392 (2), 190-5.
29. Hays, D. P. Teratogenesis: A review of the basic principles with a discussion of selected agents: Part III. Drug Intell. Clin. Pharm., 1981, 15 (9), 639-40.
30. Cinciripini, P.M.; Hecht, S.S.; Henningfield, J.E.; Manley, M.W.; Kramer, B.S. Tobacco addiction: Implications for treatment and cancer prevention. J. Natl. Cancer Inst., 1997, 89 (24), 1852-67.
31. Bursch, W.; Paffe, S.; Putz, B.; Barthel, G.; Schulte-Hermann, R., Determination of the length of the histological stages of apoptosis in normal liver and in altered hepatic foci of rats. Carcinogenesis, 1990, 11 (5), 847-53.
32. Gyrd-Hansen, M.; Meier, P. IAPs: From caspase inhibitors to modulators of NF-kappaB, inflammation and cancer. Nat. Rev. Cancer, 2010, 10 (8), 561-74.
33. Draberova, L.; Shaik, G. M.; Volna, P.; Heneberg, P.; Tumova, M.; Lebduska, P.; Korb, J.; Draber, P. Regulation of Ca2+ signaling in mast cells by tyrosine-phosphorylated and unphosphorylated non-T cell activation linker. J. Immunol., 2007, 179 (8), 5169-80.
34. Rao, P.; Hayden, M.S.; Long, M.; Scott, M.L.; West, A.P.; Zhang, D.; Oeckinghaus, A.; Lynch, C.; Hoffmann, A.; Baltimore, D.; Ghosh, S. IkappaBbeta acts to inhibit and activate gene expression during the inflammatory response. Nature, 2010, 466 (7310), 1115-9.
35. Fahy, B.N.; Schlieman, M.G.; Virudachalam, S.; Bold, R.J. Inhibition of AKT abrogates chemotherapy-induced NF-kappaB survival mechanisms: implications for therapy in pancreatic cancer. J. Am. Coll. Surg., 2004, 198 (4), 591-9.