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- Title
Antimicrobial properties of two naphthopyrandione derivatives with cycloalkanespirohydantoins towards some phytopathogenic and beneficial microorganisms.
- Authors
Marinov, Marin; Naydenov, Mladen; Prodanova, Rumyana
- Abstract
Introduction. Antimicrobial properties of two naphthopyrandione derivatives with cycloalkanespirohydantoins towards some phytopathogenic and beneficial microorganisms are investigated and presented in this work. Materials and methods. The title compounds are obtained following a known procedure. The agar well diffusion test is applied to determine the antimicrobial activities of the synthesized products on bacteria and fungi. The initial cycloalkanespirohydantoins are prepared via the Bucherer-Lieb method. The starting compounds used in the studies, namely 6-bromo-1H,3H-naphtho[1,8-cd]pyran-1,3-dione, cycloalkanespirohydantoins, naphthopyrandione derivatives with cycloalkanespirohydantoins, namely 3-(1,3-dioxo-1H,3H-naphtho[1,8-cd]pyran-6-yl)-1,3-diazaspiro [4.4]-nonane-2,4-dione and 3-(1,3-dioxo-1H,3H-naphtho[1,8-cd]pyran-6-yl)-1,3-diazaspiro[4.5]decane-2,4-dione, are synthesized according to the methods described in the literature. Results and discussion. The antimicrobial activity of the parent compounds and the final products is investigated against the fungi Fusarium oxysporum and Trichoderma asperellum T6, the Gram-positive bacterium Bacillus amyloliquefaciens 2/7 A and the Gram-negative bacterium Xanthomonas vesicatoria. All substances (except the initial spirohydantoins) show activity to the microorganisms studied. With regard to the test fungi, more susceptible are those of phytopathogenic species (Fusarium oxysporum). The effect is different in the case of bio-control agent (Trichoderma asperellum T6). In addition to being weaker, over time, the fungus overcomes the inhibitory effect as its growth covers inhibition zones already formed. The 3-(1,3-dioxo-1H,3Hnaphtho[ 1,8-cd]pyran-6-yl)-1,3-diazaspiro[4.5]decane-2,4-dione shows the highest activity against phytopathogenic microorganisms while having a relatively lower effect against Trichoderma asperellum T6. Conclusions. The 6-bromo-1H,3H-naphtho[1,8-cd]pyran-1,3-dione, 3-(1,3-dioxo-1H,3H-naphtho[1,8-cd]pyran-6-yl)-1,3-diazaspiro[4.4]nonane-2,4-dione and 3-(1,3-dioxo-1H,3Hnaphtho[ 1,8-cd]pyran-6-yl)-1,3-diazaspiro[4.5]decane-2,4-dione possessed the highest biological activity to all of the tested microorganisms.
- Subjects
ANTI-infective agents; PHYTOPATHOGENIC bacteria
- Publication
Ukrainian Food Journal, 2018, Vol 7, Issue 4, p716
- ISSN
2304-974X
- Publication type
Article
- DOI
10.24263/2304-974X-2018-7-4-15