Antibody drug conjugates differentiate uptake and DNA alkylation of pyrrolobenzodiazepines in tumors from organs of xenograft mice

Drug Metabolism and Disposition

Volumn 44, Issue 12, 2016, Pages 1958-1962

  Ma, Yong ^a   Khojasteh, S Cyrus ^a   Hop, Cornelis E C A ^a   Erickson, Hans K ^a   Polson, Andrew ^a   Pillow, Thomas H ^a   Yu, Shang Fan ^a   Wang, Hong ^a   Dragovich, Peter S ^a   Zhang, Donglu ^a  

^a GENENTECH INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIBODY CONJUGATE; BENZODIAZEPINE DERIVATIVE; CD22 THIOMAB ANTIBODY CYCLOBUTYL CONTAINING DISULFIDE PYRROLOBENZODIAZEPINE DIMER; DNA; UNCLASSIFIED DRUG; ANTIBODY; PYRROLE DERIVATIVE; PYRROLO(2,1-C)(1,4)BENZODIAZEPINE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; CANCER TISSUE; CONTROLLED STUDY; DNA ALKYLATION; DNA EXTRACTION; DNA ISOLATION; DRUG EFFICACY; DRUG TOLERABILITY; HYDROLYSIS; KIDNEY PARENCHYMA; LIVER; LUNG PARENCHYMA; MOUSE; NEOPLASM; NONHUMAN; PRIORITY JOURNAL; SINGLE DRUG DOSE; TUMOR XENOGRAFT; WEIGHT REDUCTION; ALKYLATION; ANIMAL; DNA ADDUCT; LUNG; METABOLISM; PHYSIOLOGY; XENOGRAFT;

ALKYLATION; ANIMALS; ANTIBODIES; BENZODIAZEPINES; DNA; DNA ADDUCTS; HETEROGRAFTS; IMMUNOCONJUGATES; LIVER; LUNG; MICE; NEOPLASMS; PYRROLES;

EID: 84994504685     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.116.073031     Document Type: Article

References (20)

1. Aldous WK, Pounder JI, Cloud JL, and Woods GL (2005) Comparison of six methods of extracting Mycobacterium tuberculosis DNA from processed sputum for testing by quantitative real-time PCR. J Clin Microbiol 43:2471-2473.
2. Clingen PH, De Silva IU, McHugh PJ, Ghadessy FJ, Tilby MJ, Thurston DE, and Hartley JA (2005) The XPF-ERCC1 endonuclease and homologous recombination contribute to the repair of minor groove DNA interstrand crosslinks in mammalian cells produced by the pyrrolo[2,1-c] [1,4]benzodiazepine dimer SJG-136. Nucleic Acids Res 33:3283-3291.
3. Drabløs F, Feyzi E, Aas PA, Vaagbø CB, Kavli B, Bratlie MS, Peña-Diaz J, Otterlei M, Slupphaug G, and Krokan HE (2004) Alkylation damage in DNA and RNA-repair mechanisms and medical significance. DNA Repair (Amst) 3:1389-1407.
4. Fu D, Calvo JA, and Samson LD (2012) Balancing repair and tolerance of DNA damage caused by alkylating agents. Nat Rev Cancer 12:104-120.
5. Gregson SJ, Howard PW, Hartley JA, Brooks NA, Adams LJ, Jenkins TC, Kelland LR, and Thurston DE (2001) Design, synthesis, and evaluation of a novel pyrrolobenzodiazepine DNA-interactive agent with highly efficient cross-linking ability and potent cytotoxicity. J Med Chem 44:737-748.
6. Habano W, Sugai T, Jiao Y-F, and Nakamura S (2007) Novel approach for detecting global epigenetic alterations associated with tumor cell aneuploidy. Int J Cancer 121:1487-1493.
7. Jedema I, Barge RMY, van der Velden VHJ, Nijmeijer BA, van Dongen JJM, Willemze R, and Falkenburg JHF (2004) Internalization and cell cycle-dependent killing of leukemic cells by Gemtuzumab Ozogamicin: rationale for efficacy in CD33-negative malignancies with endocytic capacity. Leukemia 18:316-325.
8. Jenkins TC, Hurley LH, Neidle S, and Thurston DE (1994) Structure of a covalent DNA minor groove adduct with a pyrrolobenzodiazepine dimer: evidence for sequence-specific interstrand cross-linking. J Med Chem 37:4529-4537.
9. Kovtun YV and Goldmacher VS (2007) Cell killing by antibody-drug conjugates. Cancer Lett 255:232-240.
10. Kraynov E, Kamath AV, Walles M, Tarcsa E, Deslandes A, Iyer RA, Datta-Mannan A, Sriraman P, Bairlein M, Yang JJ, et al. (2016) Current approaches for absorption, distribution, metabolism, and excretion characterization of antibody-drug conjugates: an industry white paper. Drug Metab Dispos 44:617-623.
11. McHugh PJ, Spanswick VJ, and Hartley JA (2001) Repair of DNA interstrand crosslinks: molecular mechanisms and clinical relevance. Lancet Oncol 2:483-490.
12. Mwakigonja AR, Kaaya EE, Heiden T, Wannhoff G, Castro J, Pak F, Porwit A, and Biberfeld P (2010) Tanzanian malignant lymphomas: WHO classification, presentation, ploidy, proliferation and HIV/EBV association. BMC Cancer 10:344.
13. Pepper CJ, Hambly RM, Fegan CD, Delavault P, and Thurston DE (2004) The novel sequence-specific DNA cross-linking agent SJG-136 (NSC 694501) has potent and selective in vitro cytotoxicity in human B-cell chronic lymphocytic leukemia cells with evidence of a p53-independent mechanism of cell kill. Cancer Res 64:6750-6755.
14. Pietanza MC, Spigel D, Bauer TM, Ready NE, Glisson BS, Morgensztern D, Robert F, Salgia R, Kochendorfer M, Patel M, et al. (2015) Safety, activity, and response durability assessment of single agent rovalpituzumab tesirine, a delta-like protein 3 (DLL3)-targeted antibody drug conjugate (ADC), in small cell lung cancer (SCLC). European Cancer Congress 2015 (ECC 2015); 2015 Sept 25-29, Vienna, Austria. Poster #7, European Society for Medical Oncology, Lugano, Switzerland.
15. Rahman KM, James CH, and Thurston DE (2011) Observation of the reversibility of a covalent pyrrolobenzodiazepine (PBD) DNA adduct by HPLC/MS and CD spectroscopy. Org Biomol Chem 9:1632-1641.
16. Shimelis O and Giese RW (2006) Nuclease P1 digestion/high-performance liquid chromatography, a practical method for DNA quantitation. J Chromatogr A 1117:132-136.
17. Thurston DE and Bose DS (1994) Synthesis of DNA-Interactive Pyrrolo[2,1-c][1,4]-benzodiazepines. Chem Rev 94:433-465.
18. Triant DA and Whitehead A (2009) Simultaneous extraction of high-quality RNA and DNA from small tissue samples. J Hered 100:246-250.
19. Zhang D, Yu S-F, Ma Y, Xu K, Dragovich PS, Pillow TH, Liu L, Del Rosario G, He J, Pei Z, et al. (2016a) Chemical structure and concentration of intratumor catabolites determine the efficacy of antibody drug conjugates. Drug Metab Dispos 44:1517-1523.
20. Zhang D, Pillow TH, Ma Y, dela Cruz-Chuh J, Kozak KR, Sadowsky JD, Lewis Phillips GD, Guo J, Darwish M, Fan PW, et al. (2016b) Linker immolation determines cell killing activity of disulfide-linked pyrrolobenzodiazepine antibody-drug conjugates. ACS Med Chem Lett DOI: 10.1021/acsmedchemlett.6b00233 [published ahead of print].