Synthesis and neuroprotective activity of dictyoquinazol A and analogues

Yuvixza Lizarme; Jonatan Wangsahardja; Gabriella M Marcolin; Jonathan C Morris; Nicole M Jones; Luke Hunter

doi:10.1016/j.bmc.2016.02.016

Synthesis and neuroprotective activity of dictyoquinazol A and analogues

Bioorg Med Chem. 2016 Apr 1;24(7):1480-7. doi: 10.1016/j.bmc.2016.02.016. Epub 2016 Feb 9.

Authors

Yuvixza Lizarme¹, Jonatan Wangsahardja¹, Gabriella M Marcolin¹, Jonathan C Morris¹, Nicole M Jones², Luke Hunter³

Affiliations

¹ School of Chemistry, UNSW Australia, Sydney NSW 2052, Australia.
² School of Medical Sciences, UNSW Australia, Sydney NSW 2052, Australia. Electronic address: n.jones@unsw.edu.au.
³ School of Chemistry, UNSW Australia, Sydney NSW 2052, Australia. Electronic address: l.hunter@unsw.edu.au.

PMID: 26906473
DOI: 10.1016/j.bmc.2016.02.016

Abstract

A flexible and efficient synthesis of the neuroprotective alkaloid, dictyoquinazol A, is reported. Several structural analogues of the target molecule were produced, and the neuroprotective activity of this series of compounds was investigated using three different cell-based models of stroke. Several of the new compounds were found to have superior activity compared to the natural product. This work has established a new molecular scaffold that holds promise for a novel pharmaceutical treatment for stroke.

Keywords: Alkaloid; Natural product; Neuroprotective; Stroke.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cell Death / drug effects
Cell Survival / drug effects
Dose-Response Relationship, Drug
Humans
Molecular Structure
Neuroprotective Agents / chemical synthesis*
Neuroprotective Agents / chemistry
Neuroprotective Agents / pharmacology*
Quinazolines / chemical synthesis
Quinazolines / chemistry*
Quinazolines / pharmacology*
Stroke / drug therapy*
Structure-Activity Relationship
Tumor Cells, Cultured

Substances

Neuroprotective Agents
Quinazolines
dictyoquinazol A