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Structural reassignment of a dibenz[
- Source :
- Australian Journal of Chemistry. 75:839-845
- Publication Year :
- 2022
- Publisher :
- CSIRO Publishing, 2022.
-
Abstract
- A screen for compounds with antigiardial activity in the Compounds Australia Scaffolds library identified SN00797640 (supplied structure being 8-acylaminodibenzoxazepinone 1) as a hit compound with potent anti-parasitic activity (concentration for 50% growth inhibition of Giardia duodenalis, IC50 0.18 μM). To further explore the structure–activity relationships in this series, compound 1 and analogues, including its 7-acylaminodibenzoxazepinone regioisomer (2), were synthesized and assessed for anti-Giardia activity. While regioisomer 2 demonstrated antigiardial activity, resynthesized 1 and other 8-acylaminodibenzoxazepinone analogues were inactive. Comparison of spectroscopic and physical properties demonstrated the correct structure of SN00797640 to be 7-acylamino regioisomer 2. These results highlight the importance of independent synthesis in verifying the structure and activity of screening hits.
- Subjects :
- General Chemistry
Subjects
Details
- ISSN :
- 14450038 and 00049425
- Volume :
- 75
- Database :
- OpenAIRE
- Journal :
- Australian Journal of Chemistry
- Accession number :
- edsair.doi...........319fc93b45306b9f0060537089e458b3