Asterisulphoxide and asterisulphone: two new antibacterial and antifungal metabolites from the Tunisian Asteriscus maritimus (L.) Less

• Published in: Natural product research Vol. 28; no. 18; pp. 1418 - 1426
• Main Authors: Medimagh-Saidana, S., Daami-Remadi, M., Abreu, P., Harzallah-Skhiri, F., Ben Jannet, H., Hamza, M.A.
• Format: Journal Article
• Language: English
• Published: England Taylor & Francis 17.09.2014
• Subjects: Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; antibacterial activity; antifungal activity; Antifungal Agents - chemistry; Antifungal Agents - isolation & purification; Antifungal Agents - pharmacology; Aspergillus - drug effects; Aspergillus flavus; Aspergillus niger; Asteraceae - chemistry; Asteriscus maritimus; asterisulphone; asterisulphoxide; Bacillus - drug effects; Bacillus pumilus; Botrytis - drug effects; Botrytis cinerea; Burkholderia; Fusarium - drug effects; Fusarium oxysporum; Microbial Sensitivity Tests; Molecular Structure; Penicillium - drug effects; Penicillium digitatum; Pseudomonas; Pseudomonas - drug effects; Sulfones - chemistry; Sulfones - isolation & purification; Sulfones - pharmacology; Sulfoxides - chemistry; Sulfoxides - isolation & purification; Sulfoxides - pharmacology; Tunisia; Tunisia; antibacterial activity; asterisulphoxide; Asteriscus maritimus; asterisulphone; antifungal activity
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786419.2014.903481

Two new sulphur-containing metabolites, asterisulphoxide 1 and asterisulphone 2, together with six known compounds, coniferaldehyde 4, 4-hydroxy-2-methoxybenzaldehyde 3, methylcaffeate 5, isobutyrate 10-isobutyryloxy-8,9-epoxythymyle 6, 8,9-dihydroxy-10-isobutyryloxythymol 7 and 8-hydroxy-9,14-diisobutyryloxythymol 8, were isolated from Asteriscus maritimus roots. Their structures were elucidated on the basis of spectroscopic evidence and comparison with authentic samples. Compounds 1-8 were assessed for their in vitro antibacterial activity against Pseudomonas aureofasciens, Burkholderia glathei, Bacillus pumilus and their antifungal effects against Aspergillus flavus, Aspergillus niger, Penicillium digitatum, Botrytis cinerea and Fusarium oxysporum f. sp. lycopersici, using the disc diffusion method (20 μL/disc). A remarkable inhibition zone 10-15 mm of the growth of the bacterial and fungal agents was observed. The obtained results suggest that the isolated compounds could be promising abiotic antimicrobial agents.