Imidazo[1,2- a ]pyrazine Derivatives as Dual A2A/A2B Adenosine Receptor Antagonists Enhancing Anti-PD-1 Antibody Therapy in Colorectal Cancer
Abstract Adenosine signaling through A2A and A2B adenosine receptors (ARs) suppresses antitumor immunity and promotes tumor progression, limiting immune checkpoint blockade in microsatellite-stable colorectal cancer (CRC). Here, we identified imidazo[1,2-a]pyrazine-urea derivatives as a new chemotype of dual hA2A/hA2B AR antagonists. SAR studies revealed that 3-iodination of the core scaffold enhanced receptor affinity and functional antagonism, with 5p emerging as a representative lead. MD simulations showed that 5p can be accommodated in the orthosteric pockets of both AR subtypes through distinct binding modes, with the 3-iodo substituent occupying adjacent subpockets. Representative compounds inhibited adenosine-induced CREB phosphorylation, restored Th1 cytokine production, and increased CD4+ and CD8+ T cell infiltration. In CD73-high CRC models, 5p suppressed tumor growth and potentiated anti-PD-1 efficacy. These findings support dual A2A/A2B AR antagonism as a strategy to reprogram the adenosine-rich tumor microenvironment and improve CRC immunotherapy.
Authors
- Jiyoung Choi (ORCID: https://orcid.org/0000-0002-2702-1245)
- Jiyeong Jung
- Inah Hwang (ORCID: https://orcid.org/0000-0002-4479-9374)
- Jinha Yu (ORCID: https://orcid.org/0000-0002-0495-5686)
- Jun Chang (ORCID: https://orcid.org/0000-0002-8423-5987)
- Serin Lee (ORCID: https://orcid.org/0000-0002-5343-7244)
- Yumi Heo
- Chaeyeon Kim
- Heonjoo Jeon
Institutions
- Ewha Womans University (KR)
Publication Details
- Journal
- Journal of Medicinal Chemistry
- Published
- 2026-10-22
- DOI
- https://doi.org/10.1021/acs.jmedchem.6c02638
- Primary Topic
- Adenosine and Purinergic Signaling
- Type
- article
- Field-Weighted Citation Impact
- 0.00