Potentiation of the antitumor effect of 11-keto-β-boswellic acid by its 3-α-hexanoyloxy derivative

European Journal of Pharmacology

Volumn 668, Issue 3, 2011, Pages 390-400

  Chashoo, Gousia ^a   Singh, Shashank K ^a   Mondhe, Dilip M ^a   Sharma, Parduman R ^a   Andotra, Samar S ^a   Shah, Bhahwal A ^a   Taneja, Subhash C ^a   Saxena, Ajit K ^a  

^a CSIR INDIAN INSTITUTE OF INTEGRATIVE MEDICINE   (India)

Author keywords

Apoptosis; Hexanoyloxy 11 keto boswellic acid; HL 60 cells; Topoisomerse I and II

Indexed keywords

11 KETO BETA BOSWELLIC ACID; 3 ALPHA BUTYRYLOXY 11 KETO BETA BOSWELLIC ACID; 3 ALPHA HEXANOYLOXY 11 KETO BETA BOSWELLIC ACID; BOSWELLIC ACID; CYTOCHROME C; DNA TOPOISOMERASE; DNA TOPOISOMERASE (ATP HYDROLYSING); NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; CELL CYCLE ARREST; CELL CYCLE G2 PHASE; CELL CYCLE M PHASE; CONTROLLED STUDY; DNA DAMAGE; DNA FRAGMENTATION; DRUG EFFICACY; DRUG STRUCTURE; DRUG SYNTHESIS; EHRLICH ASCITES TUMOR; GROWTH INHIBITION; HUMAN; HUMAN CELL; IC 50; MITOCHONDRIAL MEMBRANE POTENTIAL; MOUSE; NONHUMAN; PRIORITY JOURNAL; PROTEIN CLEAVAGE; PROTEIN EXPRESSION; TREATMENT RESPONSE; TUMOR GROWTH;

ANIMALS; ANTINEOPLASTIC AGENTS; APOPTOSIS; CASPASES; CELL CYCLE; CELL NUCLEUS; CELL PROLIFERATION; CYTOCHROMES C; DNA BREAKS, DOUBLE-STRANDED; DNA FRAGMENTATION; DNA TOPOISOMERASES, TYPE I; DNA TOPOISOMERASES, TYPE II; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG SYNERGISM; HL-60 CELLS; HUMANS; MALE; MEMBRANE POTENTIAL, MITOCHONDRIAL; MICE; NECROSIS; POLY(ADP-RIBOSE) POLYMERASES; TOPOISOMERASE I INHIBITORS; TOPOISOMERASE II INHIBITORS; TRITERPENES; XENOGRAFT MODEL ANTITUMOR ASSAYS;

EID: 80053569494     PISSN: 00142999     EISSN: 18790712     Source Type: Journal    
DOI: 10.1016/j.ejphar.2011.07.024     Document Type: Article

References (32)

1. S. Bhushan, J. Singh, M.J. Rao, A.K. Saxena, and G.N. Qazi 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 14 2006 72 88
2. K. Bielawski, K. Winnicka, and A. Bielawska Inhibition of DNA topoisomerases I and II, and growth inhibition of breast cancer MCF-7 cells by ouabain, digoxin and proscillaridin A Biol. Pharm. Bull. 29 2006 1493 1497
3. G. Chashoo, S.K. Singh, P.R. Sharma, D.M. Mondhe, A. Hamid, S.S. Andotra, B.A. Shah, N.A. Qazi, S.C. Taneja, and A.K. Saxena A Propionyloxy derivative of 11-keto-β-boswellic acid induces apoptosis in HL-60 cells mediated through topoisomerase I & II inhibition Chem. Biol. Interact. 189 2011 60 71
4. V.D. Craen, W.M. Declercq, I.V.D. Brande, W. Fiers, and P. Vandenabeele The proteolytic procaspase activation network, an in vitro analysis Cell Death Differ. 6 1999 1117 1124
5. M.J.A. De Jonge, S. Kaye, J. Verweij, C. Brock, S. Reade, M. Scurr, L. van Doorn, C. Verheij, W. Loos, C. Brindley, P. Mistry, M. Cooper, and I. Judson Phase I and pharmacokinetic study of XR11576, an oral topoisomerase I and II inhibitor, administered on days 1-5 of a 3-weekly cycle in patients with advanced solid tumours Br. J. Cancer 91 2004 1459 1465 (Pubitemid 39486348)
6. R.I. Geran, N.H. Greenberg, M.M. MacDonald, A.M. Schumacher, and B.J. Abbott Protocols for screening chemical agents and natural products against animal tumors and other biological systems Cancer Chemother. Rep. 3 1972 1 103
7. T. Glaser, S. Winter, P. Groscurth, H. Safayhi, E.R. Sailer, H.P. Ammon, M. Schabet, and M. Weller Boswellic acids and malignant glioma: induction of apoptosis but no modulation of drug sensitivity Br. J. Cancer 80 1999 756 765 (Pubitemid 29209838)
8. C. Gruber, M. Henkel, W. Budach, C. Belka, and V. Jendrossek Involvement of tyrosine kinase p56/Lck in apoptosis induction by anticancer drugs Biochem. Pharmacol. 67 2004 1859 1872 (Pubitemid 38591375)
9. I. Gupta, A. Parihar, P. Malhotra, G.B. Singh, R. Luettke, H. Safayhi, and H.P. Ammon Effect of Boswellia serrata gum resin in patients with ulcerative colitis Eur. J. Med. Res. 2 1997 1 7
10. R. Han Highlight on the studies of anticancer drugs derived from plants in China Stem Cells 12 1994 53 63 (Pubitemid 24045786)
11. J.T. Hartman, and H.P. Lipp Camptothecin and podophyllotoxin derivatives: inhibitors of topoisomerase I and II - mechanisms of action, pharmacokinetics and toxicity profile Drug Saf. 29 2006 209 230
12. R.F. Hoernlein, T.H. Orlikowsky, and C. Zehrer Acetyl-11-keto-beta- boswellic acid induce apoptosis in HL-60 and CCRFCEM cells and inhibit topoisomerase-I J. Pharmacol. Exp. Ther. 288 1999 613 619 (Pubitemid 29119672)
13. Y. Jing, S. Nakajo, L. Xia, K. Nakaya, Q. Fang, S. Waxman, and R. Han Boswellic acid acetate induces differentiation and apoptosis in leukemia cell lines Leuk. Res. 23 1999 43 50 (Pubitemid 28484867)
14. J.J. Liu, A. Nilsson, S. Oredsson, V. Badmaev, and R.D. Duan Keto- and acetyl-keto-boswellic acids inhibit proliferation and induce apoptosis in Hep G2 cells via a caspase-8 dependent pathway Int. J. Mol. Med. 10 2002 501 505
15. D. Mantle, M.A. Gok, and T.W. Lennard Adverse and beneficial effect of plant extracts on skin and skin disorders Adverse Drug React. Toxicol. Rev. 20 2001 89 103 (Pubitemid 32674149)
16. H. Nakagawa, H. Saito, Y. Ikegami, S. Aida-Hyugaji, S. Sawada, and T. Ishikawa Molecular modeling of new camptothecin analogues to circumvent ABCG2-mediated drug resistance in cancer Cancer Lett. 234 2006 81 89 (Pubitemid 43343942)
17. N. Osheroff, E.R. Shelton, and D.L. Brutlag DNA topoisomerase II from Drosophilla melanogaster: relaxation of supercoiled DNA J. Biol. Chem. 258 1983 9536 9543
18. Y.S. Park, J.H. Lee, J.A. Harwalkar, J. Bondar, H. Safayhi, and M. Golubic Acetyl-11-keto-beta-boswellic acid (AKBA) is cytotoxic for meningioma cells and inhibits phosphorylation of the extracellular-signal regulated kinase 1 and 2 Adv. Exp. Med. Biol. 507 2002 387 393 (Pubitemid 37330210)
19. S. Rello, J.C. Stockert, V. Moreno, A. Gámez, M. Pacheco, A. Juarranz, M. Cañete, and A. Villanueva Morphological criteria to distinguish cell death induced by apoptotic and necrotic treatments Apoptosis 10 2005 201 208 (Pubitemid 40558128)
20. H. Safayhi, S.E. Boden, S. Schweizer, and H.P.T. Ammon Concentration dependent potentiating and inhibitory effects of Boswellia extract on 5- LOX product formation in stimulated PMNLs Planta Med. 66 2000 110 113 (Pubitemid 30164349)
21. S. Salerno, F. Da Settimo, S. Taliani, F. Simorini, C. La Motta, G. Fornaciari, and A.M. Marini Recent advances in the development of dual topoisomerase I and II inhibitors as anticancer drugs Curr. Med. Chem. 17 2010 4270 4290
22. B.A. Shah, G.N. Qazi, and S.C. Taneja Boswellic acids: a group of medicinally important compounds Nat. Prod. Rep. 26 1997 72 89 (and the references therein)
23. B.A. Shah, A. Kumar, P. Gupta, M. Sharma, V.K. Sethi, A.K. Saxena, J. Singh, G.N. Qazi, and S.C. Taneja Cytotoxic and apoptotic activities of novel amino analogues of boswellic acids BMCL 17 2007 6411 6416 (Pubitemid 350026349)
24. Y. Shao, C.T. Ho, C.K. Chin, V. Badmaev, W. Ma, and M.T. Huang Inhibitory activity of boswellic acids from Boswellia serrata against human leukemia HL-60 cells in culture Planta Med. 64 1998 328 331 (Pubitemid 28234269)
25. E.A. Slee, M.T. Harte, R.M. Kluck, B.B. Wolf, C.A. Casiano, D.D. Newmeyer, H.G. Wang, J.C. Reed, D.W. Nicholson, A.S. Alnemri, D.R. Green, and S.J. Martin Ordering the cytochrome c-initiated caspase cascade, Hierarchical activation of caspases-2, -3, -6, -7, -8 and -10 in a caspase-9 dependent manner J. Cell Biol. 144 1999 281 292 (Pubitemid 29066031)
26. S.A. Susin, N. Zamzami, and G. Kroemer Mitochondria as regulators of apoptosis: doubt no more Biophys. Acta 1366 1998 151 165 (Pubitemid 28467029)
27. T. Syrovets, B. Büchele, E. Gedig, J.R. Slupsky, and T. Simmet Acetyl-Boswellic acids are novel catalytic inhibitors of human topoisomerases I and II Mol. Pharmacol. 58 2007 71 81
28. D.J. Waxman, and P.S. Schwartz Harnessing apoptosis for improved anti-cancer gene therapy Cancer Res. 63 2003 8563 8572 (Pubitemid 38064026)
29. M. Winking, S. Sarikaya, A. Rahmanian, A. Jodicke, and D.K. Boker Boswellic acids inhibit glioma growth: a new treatment option J. Neurooncol. 46 2000 97 103 (Pubitemid 30352616)
30. S. Yasuhara, Y. Zhu, T. Matsui, N. Tipirneni, Y. Yasuhara, M. Kaneki, A. Rosenzweig, and J.A.J. Martyn Comparison of comet assay, electron microscopy, and flow cytometry for detection of apoptosis J. Histochem. Cytochem. 51 2003 873 885 (Pubitemid 36736749)
31. M. Yingchang, S.D. Thomas, X. Xiaohua, L.K. Casson, D.M. Miller, and P.J. Bates Apoptosis in leukemia cell is accompanied by alterations in the level and localization of nucleolin J. Biol. Chem. 278 2003 8572 8579 (Pubitemid 36800611)
32. S. Zhuang, J.T. Demirs, and I.E. Kochevar p38 mitogen-activated protein kinase mediates bid cleavage, mitochondrial dysfunction, and caspase-3 activation during apoptosis induced by singlet oxygen but not by hydrogen peroxide J. Biol. Chem. 275 2000 25939 25948