Apoptotic-inducing activity of novel polycyclic aromatic compounds in human leukemic cells

International Journal of Molecular Medicine

Volumn 17, Issue 5, 2006, Pages 931-935

  Landis Piwowar, Kristin R ^a,d   Chen, Di ^a,d   Cui, Qiuzhi Cindy ^a,d   Minic, Vesna ^a,d   Becker, Frederick F ^b   Banik, Bimal K ^c   Dou, Q Ping ^a,d  

^a KARMANOS CANCER INSTITUTE   (United States)

^b UNIVERSITY OF TEXAS MD ANDERSON CANCER CENTER   (United States)

^c UNIVERSITY OF TEXAS PAN AMERICAN   (United States)

^d WAYNE STATE UNIVERSITY SCHOOL OF MEDICINE   (United States)

Author keywords

Apoptosis; Polycyclic aromatic hydrocarbons; Structure activity relationships

Indexed keywords

CASP3 PROTEIN, HUMAN; CASPASE; CASPASE 3; CHRYSENE DERIVATIVE; NICOTINAMIDE ADENINE DINUCLEOTIDE ADENOSINE DIPHOSPHATE RIBOSYLTRANSFERASE; PIPERAZINE DERIVATIVE; POLYCYCLIC AROMATIC HYDROCARBON; TX 1 COMPOUND; TX 23 COMPOUND; TX-1 COMPOUND; TX-23 COMPOUND;

APOPTOSIS; ARTICLE; CELL CULTURE; CELL SURVIVAL; CHEMICAL STRUCTURE; CHEMISTRY; CYTOLOGY; DRUG EFFECT; ENZYME ACTIVATION; FLOW CYTOMETRY; HUMAN; LEUKEMIA; LEUKEMIA CELL LINE; METABOLISM; NATURAL KILLER CELL; NICK END LABELING; PATHOLOGY; STRUCTURE ACTIVITY RELATION; WESTERN BLOTTING;

APOPTOSIS; BLOTTING, WESTERN; CASPASE 3; CASPASES; CELL SURVIVAL; CELLS, CULTURED; CHRYSENES; ENZYME ACTIVATION; FLOW CYTOMETRY; HUMANS; IN SITU NICK-END LABELING; JURKAT CELLS; KILLER CELLS, NATURAL; LEUKEMIA; MOLECULAR STRUCTURE; PIPERAZINES; POLY(ADP-RIBOSE) POLYMERASES; POLYCYCLIC HYDROCARBONS, AROMATIC; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 33750588392     PISSN: 11073756     EISSN: 1791244X     Source Type: Journal    
DOI: 10.3892/ijmm.17.5.931     Document Type: Article

References (15)

1. Bair KW, Andrews CW, Tuttle RL, Knick VC, Cory M and McKee DD: 2-(Arylmethyl)amino-2methyl-1,3-propanediol DNA intercalators. An examination of the effects of aromatic ring variation on antitumor activity and DNA binding. J Med Chem 34: 1983-1990, 1991.
2. Bair KW, Tuttle R, Knick VC, Cory M and McKee DD: (1- Pyrenylmethyl)amino alcohols, a new class of antitumor DNA intercalators. Discovery and initial amine side chain structure-activity studies. J Med Chem 33: 2385-2393, 1990.
3. Malviya VK, Liu PY, Alberts DS, Surwit EA, Craig JB and Hanningan EV: Evaluation of amonafide in cervical cancer phase II. Am J Clin Oncol 15: 41-44, 1992.
4. Rosell R, Carles J, Abad A, Ribelles N, Barnadas A, Benavides A and Martin M: Phase I study of mitonafide in 120 h continuous infusion in non-small cell lung cancer. Invest New Drugs 10: 171-175, 1992.
5. Sami SM, Dorr RT, Alberts DS and Remers WA: 2-Substituted 1,2-dihydro-3H-dibenz[de,h]isoquinoline-1,3-diones. A new class of anti-tumor agent. J Med Chem 19: 765-770, 1993.
6. Sami SM, Dorr RT, Solyion AM, Alberts DS and Remers WA: Amino-substituted 2-[2/-(dimethylamino)ethyl]-1,2-dihydro- 3H-dibenz[de,h]isoquinoline-1,3- diones. Synthesis, anti-tumor activity and quantitative structure-activity relationship. J Med Chem 38: 983-993, 1995.
7. Fukushima T, Kawai Y, Nakayama T, Yamaguchi T, Yoshida A, Urasaki Y, Imamura S, Kamiya K, Tsutani H, Ueda T and Nakamura T: Superior cytotoxic potency of mitoxantrone in interaction with DNA: comparison with that of daunorubicin. Oncol Res 8: 95-100, 1996.
8. Denny WA, Rewcastle GW and Baguley BC: Potential antitumor agents. 59. Structure-activity relationships for 2-phenylbenzimidazole- 4-carboxamides, a new class of 'minimal' DNA-intercalating agents which may not act via topoisomerase II. J Med Chem 33: 814-819, 1990.
9. Banik BK and Becker FF: Polycyclic aromatic compounds as anticancer agents: structure-activity relationships of chrysene and pyrene derivatives. Bioorg Med Chem 9: 593-605, 2001.
10. Becker FF and Banik BK: Polycyclic aromatic compounds as anticancer agents: synthesis and biological evaluation of some chrysene derivatives. Bioorg Med Chem Lett 8: 2877-2880 1998.
11. Banik BK and Becker FF: Synthesis, electrophilic substitution and structure-activity relationship studies of polycyclic aromatic compounds for the development of anticancer agents. Curr Med Chem 8: 1513-1533, 2001.
12. An B and Dou QP: Cleavage of retinoblastoma protein during apoptosis: an interleukin 1 beta-converting enzyme-like protease as candidate. Cancer Res 56: 438-442, 1996.
13. Smith DM, Kazi A, Smith L, Long TE, Heldreth B, Turos E and Dou QP: A novel beta-lactam antibiotic activates tumor cell apoptotic program by inducing DNA damage. Mol Pharmacol 61: 1348-1358, 2002.
14. Kazi A, Hill R, Long TE, Kuhn DJ, Turos E and Dou QP: Novel N-thiolated beta-lactam antibiotics selectively induce apoptosis in human tumor and transformed, but not normal or non-transformed, cells. Biochem Pharmacol 67: 365-374, 2004.
15. Kuhn DJ, Wang Y, Minic V, Coates C, Reddy GS, Daniel KG, Shim JY, Chen D, Landis-Piwowar KR, Miller FR, Turos E and Dou QP: Structure-activity relationships of N-methylthiolated beta-lactam antibiotics with C3 substitutions and their selective induction of apoptosis in human cancer cells. Front Biosci 10: 1189-1190, 2005.