Potent Neuronal Nicotinamide Adenine Dinucleotide-Boosting Tetrahydroquinoxalines: Structure–Activity Relationships and Early Drug Metabolism and Pharmacokinetics Evaluation
We designed and synthesized a series of novel 1,2,3,4-tetrahydroquinoxaline derivatives and evaluated their ability to increase nicotinamide adenine dinucleotide (NAD) levels in primary cortical neurons. Several compounds demonstrated nanomolar potency and enabled the establishment of clear structure–activity relationships (SAR), highlighting key substituents required for activity. Qualitative 3DSAR analysis further identified favorable steric, electrostatic, and hydrophobic features associated with NAD enhancement. Selected lead compounds were assessed for in vitro drug metabolism and pharmacokinetics (DMPK) properties, showing good cell permeability and species-dependent metabolic stability in liver microsomes, with improved stability in human systems compared with rodent systems. These findings identify tetrahydroquinoxalines as a promising class of neuronal NAD-boosting agents and provide a strong foundation for further optimization toward neuroprotective drug candidates.
Authors
- Václav Eigner (ORCID: https://orcid.org/0000-0003-1014-3980)
- James R. Tribble (ORCID: https://orcid.org/0000-0001-8301-7358)
- Petra Cuřínová (ORCID: https://orcid.org/0000-0001-8264-7032)
- Carmine Varrichio
- Gauti Jóhannesson (ORCID: https://orcid.org/0000-0003-0218-4563)
- Filip Cesar
- Craig E. Wheelock (ORCID: https://orcid.org/0000-0002-8113-0653)
- Melissa Jöe (ORCID: https://orcid.org/0000-0001-8516-4706)
- Pete A. Williams
- Aljona Saleh
- Kristián Schwan
- Michal Kohout
- Andrea Brancale
- Alan Nicol
Institutions
- Karolinska University Hospital (SE)
- University of Iceland (IS)
- Science for Life Laboratory (SE)
- Karolinska Institutet (SE)
- Vision Eye Institute (AU)
- Centre for Eye Research Australia (AU)
- FZU ‒ Institute of Physics of the Academy of Sciences of the Czech Republic (CZ)
- Integrative Medicine Institute (US)
- S:t Eriks Ögonsjukhus (SE)
- Drug Discovery Laboratory (Norway) (NO)
- Cardiff University (GB)
- Umeå University (SE)
- University of Chemistry and Technology, Prague (CZ)
Publication Details
- Journal
- ACS Medicinal Chemistry Letters
- Published
- 2026-03-04
- DOI
- https://doi.org/10.1021/acsmedchemlett.6c00058
- Primary Topic
- Chemical Reactions and Isotopes
- Type
- article
- Field-Weighted Citation Impact
- 0.00