Macrocarpal-like Compounds from Eugenia umbelliflora Fruits and Their Antibacterial Activity

• Published in: Journal of agricultural and food chemistry Vol. 63; no. 37; pp. 8151 - 8155
• Main Authors: Faqueti, Larissa Gabriela, Farias, Ingrid Vicente, Sabedot, Elem Cristina, Delle Monache, Franco, San Feliciano, Arturo, Schuquel, Ivânia Teresinha Albrecht, Cechinel-Filho, Valdir, Bella Cruz, Alexandre, Meyre-Silva, Christiane
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 23.09.2015; Amer Chemical Soc
• Subjects: Agriculture; Agriculture, Multidisciplinary; Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; Bacillus subtilis - drug effects; Chemistry; Chemistry, Applied; Eugenia - chemistry; Food Science & Technology; Fruit - chemistry; Life Sciences & Biomedicine; Magnetic Resonance Spectroscopy; Methicillin-Resistant Staphylococcus aureus - drug effects; Molecular Structure; Phloroglucinol - chemistry; Physical Sciences; Science & Technology; Sesquiterpenes - chemistry; Staphylococcus aureus - drug effects; Terpenes - chemistry; Terpenes - isolation & purification; antibacterial activity; Myrtaceae; phloroglucinol-sesquiterpene; eugenial D; Eugenia umbelliflora; eugenial C; STAPHYLOCOCCUS-AUREUS; INHIBITORS
• ISSN: 0021-8561; 1520-5118
• DOI: 10.1021/acs.jafc.5b03562

Certain members of the genus Eugenia are used as foods. One of these species is Eugenia umbelliflora, which is used for its fruits. The aim of the study was to isolate the constituents of the CH2Cl2 fraction obtained from E. umbelliflora O. Berg (Myrtaceae) and also to evaluate its antimicrobial properties. Two new meroterpenoids, eugenial C (3) and eugenial D (4) were isolated from the unripe fruits of E. umbelliflora and their structures established mainly by extensive NMR spectroscopy. In previous studies, the CH2Cl2 extract showed significant antibacterial activity, which can be attributed to meroterpenoids isolated in this study. The compounds eugenials C and D exhibited potent activity against Bacillus subtilis and Staphylococcus aureus and different strains of MRSA and activity similar to those of the antibiotics used in antimicrobial therapies.