Literature DB >> 34245333

Spatially-resolved pharmacokinetic/pharmacodynamic modelling of bystander effects of a nitrochloromethylbenzindoline hypoxia-activated prodrug.

Cho Rong Hong1, Sunali Y Mehta2,3, H D Sarath Liyanage1, Sarah P McManaway1, Ho H Lee1, Jagdish K Jaiswal1,3, Gib Bogle4,3, Moana Tercel1,3, Frederik B Pruijn1,3, William R Wilson5,6, Kevin O Hicks1,3.   

Abstract

PURPOSE: Hypoxia-activated prodrugs (HAPs) have the potential for eliminating chemo- and radiation-resistant hypoxic tumour cells, but their activity is often compromised by limited penetration into hypoxic zones. Nitrochloromethylbenzindoline (nitroCBI) HAPs are reduced in hypoxic cells to highly cytotoxic DNA minor groove alkylating aminoCBI metabolites. In this study, we investigate whether a lead nitroCBI, SN30548, generates a significant bystander effect through the diffusion of its aminoCBI metabolite and whether this compensates for any diffusion limitations of the prodrug in tumour tissue.
METHODS: Metabolism and uptake of the nitroCBI in oxic and anoxic cells, and diffusion through multicellular layer cultures, was characterised by LC-MS/MS. To quantify bystander effects, clonogenic cell killing of HCT116 cells was assessed in multicellular spheroid co-cultures comprising cells transfected with cytochrome P450 oxidoreductase (POR) or E. coli nitroreductase NfsA. Spatially-resolved pharmacokinetic/pharmacodynamic (PK/PD) models, parameterised by the above measurements, were developed for spheroids and tumours using agent-based and Green's function modelling, respectively.
RESULTS: NitroCBI was reduced to aminoCBI by POR under anoxia and by NfsA under oxia, and was the only significant cytotoxic metabolite in both cases. In spheroid co-cultures comprising 30% NfsA-expressing cells, non-metabolising cells were as sensitive as the NfsA cells, demonstrating a marked bystander effect. Agent-based PK/PD models provided good prediction of cytotoxicity in spheroids, while use of the same parameters in a Green's function model for a tumour microregion demonstrated that local diffusion of aminoCBI overcomes the penetration limitation of the prodrug.
CONCLUSIONS: The nitroCBI HAP SN30548 generates a highly efficient bystander effect through local diffusion of its active metabolite in tumour tissue.
© 2021. The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature.

Entities:  

Keywords:  Agent-based PK/PD models; Bystander effects; Duocarmycin analogues; Green’s function PK/PD models; Hypoxia-activated prodrugs; Spheroids

Year:  2021        PMID: 34245333     DOI: 10.1007/s00280-021-04320-3

Source DB:  PubMed          Journal:  Cancer Chemother Pharmacol        ISSN: 0344-5704            Impact factor:   3.333


  41 in total

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Journal:  Clin Cancer Res       Date:  2017-01-30       Impact factor: 12.531

2.  Development of a hypoxia gene expression classifier with predictive impact for hypoxic modification of radiotherapy in head and neck cancer.

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Journal:  Cancer Res       Date:  2011-08-16       Impact factor: 12.701

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Authors:  Jennifer Petra Schöning; Michael Monteiro; Wenyi Gu
Journal:  Clin Exp Pharmacol Physiol       Date:  2017-02       Impact factor: 2.557

Review 4.  Clinical Advances of Hypoxia-Activated Prodrugs in Combination With Radiation Therapy.

Authors:  Ishna N Mistry; Matthew Thomas; Ewen D D Calder; Stuart J Conway; Ester M Hammond
Journal:  Int J Radiat Oncol Biol Phys       Date:  2017-03-22       Impact factor: 7.038

5.  Molecular landmarks of tumor hypoxia across cancer types.

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Journal:  Nat Genet       Date:  2019-01-14       Impact factor: 38.330

6.  Yatakemycin: total synthesis, DNA alkylation, and biological properties.

Authors:  Mark S Tichenor; Dale L Boger
Journal:  Nat Prod Rep       Date:  2007-11-06       Impact factor: 13.423

Review 7.  Hypoxic stress: obstacles and opportunities for innovative immunotherapy of cancer.

Authors:  S Chouaib; M Z Noman; K Kosmatopoulos; M A Curran
Journal:  Oncogene       Date:  2016-06-27       Impact factor: 9.867

Review 8.  Hypoxia in tumors: pathogenesis-related classification, characterization of hypoxia subtypes, and associated biological and clinical implications.

Authors:  Peter Vaupel; Arnulf Mayer
Journal:  Adv Exp Med Biol       Date:  2014       Impact factor: 2.622

9.  Cytotoxicity and antitumor activity of carzelesin, a prodrug cyclopropylpyrroloindole analogue.

Authors:  L H Li; T F DeKoning; R C Kelly; W C Krueger; J P McGovren; G E Padbury; G L Petzold; T L Wallace; R J Ouding; M D Prairie
Journal:  Cancer Res       Date:  1992-09-15       Impact factor: 12.701

10.  Preclinical antitumor activity of bizelesin in mice.

Authors:  C A Carter; W R Waud; L H Li; T F DeKoning; J P McGovren; J Plowman
Journal:  Clin Cancer Res       Date:  1996-07       Impact factor: 12.531

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  1 in total

Review 1.  Nitroaromatic Hypoxia-Activated Prodrugs for Cancer Therapy.

Authors:  William A Denny
Journal:  Pharmaceuticals (Basel)       Date:  2022-02-02
  1 in total

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