Premium
Synthesis of an Alkyne‐Modified Bleomycin Disaccharide Precursor, Conversion to a 18 F‐Labeled Radiotracer, and Preliminary in vivo‐PET Imaging Studies
Author(s) -
Maity Sajal K.,
Yim ChengBin,
Jadhav Satish,
Verhassel Alejandra,
Tuomela Johanna,
Solin Olof,
Grönroos Tove J.,
Virta Pasi
Publication year - 2019
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201801488
Subject(s) - disaccharide , chemistry , in vivo , cytotoxicity , internalization , moiety , click chemistry , stereochemistry , combinatorial chemistry , biochemistry , in vitro , cell , microbiology and biotechnology , biology
The bleomycins (BLMs) are known antitumor antibiotics composed of the tumoricidal and tumor seeking domains. The peptide structure of BLMs is responsible for the cytotoxicity by selective oxidative cleavage of DNA (and RNA), while the tumor cell selectivity and internalization resides in the disaccharide moiety (i.e. BLM disaccharide). This has prompted researchers to utilize BLM disaccharide and its derivatives as constituents for the selective recognition of tumor cells, which may find further applications as new tumor imaging tools or drug delivery vehicles. In the present study a high yielding synthesis of an alkyne modified BLM disaccharide precursor that may be used as a useful agent for the click conjugation, its conversion to a 18 F‐labeled radiotracer, and preliminary in vivo PET imaging studies of the tracer with breast cancer (MCF‐7) xenograft mouse models are described.