Antimicrobial evaluation of benzo[a]phenoxazine heterocycles: structure–activity relationships

V. H. J. Frade; M. J. Sousa; C.V. P. Moura; M. S. T. Gonçalves

doi:10.3390/ecsoc-10-01428

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Antimicrobial evaluation of benzo[a]phenoxazine heterocycles: structure–activity relationships

V. H. J. Frade

¹,

M. J. Sousa

²,

C.V. P. Moura

¹,

M. S. T. Gonçalves

^{*

1}

¹ Centro de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal
² Centro de Biologia, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal

Published: 30 November 2006 by MDPI in The 10th International Electronic Conference on Synthetic Organic Chemistry session Bioorganic Chemistry and Natural Products

https://doi.org/10.3390/ecsoc-10-01428

Abstract: A series of functionalised 5,9-diaminobenzo[a]phenoxazinium salts, in the free form or linked to L-glycine and L-valine amino acids were evaluated against Saccharomyces cerevisiae, in a microdilution broth assay. The results obtained showed that these compounds exhibited antifungal activity depending on the substituents of the 5,9-diaminobenzo[a]phenoxazine nucleous. The best activities were obtained when substituents at the positions 9 and 10 were NHEt, and Me, respectively, and at the position 5, NH(CH₂)₃Cl or NH(CH₂)₃CO₂Et.

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V. H. J. Frade

M. J. Sousa

C.V. P. Moura

M. S. T. Gonçalves