Chemical composition and in vitro chemoprevention assessment of Eugenia jambolana Lam. (Myrtaceae) fruits and leaves

•Two flavonoids were isolated from leaves.•Eight anthocyanins were identified in fruits by NMR and MS analyses.•Extracts and fractions induced detoxifying enzymes and reversed DNA damage.•Extracts and fractions promoted the induction of quinone reductase activity. Eugenia jambolana has been used as...

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Bibliographic Details
Published in:	Journal of functional foods Vol. 36; pp. 490 - 502
Main Authors:	Dametto, Alessandra C., Agustoni, Daniele, Moreira, Thais F., Plaza, Carenina V., Prieto, Aline M., Silva, Tarsia G.A., Souza, Felipe O., Boralle, Nivaldo, Maria Sorbo, Juliana, Silva, Dulce H.S., Soares, Christiane P.
Format:	Journal Article
Language:	English
Published:	Elsevier Ltd 01-09-2017 Elsevier
Subjects:	Anthocyanins Antigenotoxicity Chemoprevention Eugenia jambolana Flavonoids Tricetin-4′-O-α-l-rhamnopyranoside (was not found in PubChem Compound Database)1 HL Malvidin-3-O-glucoside (PubChem CID: 443652)10 Myricitrin (PubChem CID: 5281673)2 Delphinidin-3-O-glucoside (PubChem CID: 443650)7 HepG2 Petunidin-3-O-gentibioside (PubChem CID: 44256956)6 Cyanidin-3-O-glucoside (PubChem CID: 44256715)8 EtOAcF NQO1 CEF Chemoprevention CEL Malvidin-3-O-gentibioside (PubChem CID: 44256980)3 HAF Delphinidin-3-O-gentibioside (PubChem CID: 44256919)4 Antigenotoxicity EtOAcL Eugenia jambolana BuF HAL Flavonoids BuL Anthocyanins HF Cyanidin-3-O-gentibioside (PubChem CID: 44256722) 5 Petunidin-3-O-glucoside (PubChem CID: 443651)9
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Summary:	•Two flavonoids were isolated from leaves.•Eight anthocyanins were identified in fruits by NMR and MS analyses.•Extracts and fractions induced detoxifying enzymes and reversed DNA damage.•Extracts and fractions promoted the induction of quinone reductase activity. Eugenia jambolana has been used as an antioxidant, anti-inflammatory and antidiabetic. This study performed a chemical and chemopreventive screening of extracts and fractions from leaves and fruits from Eugenia jambolana. The purification of the crude extract from leaves afforded two known flavonoids, tricetin-4′-O-α-l-rhamnopyranoside (1), and myricitrin (2), whereas the purification of crude extract from fruits afforded one anthocyanin, malvidin-3-O-gentibioside (3). Additionally, seven anthocyanins were tentatively identified. The antigenotoxicity results showed that post-treatment with extracts and fractions mitigated the damage induced by hydrogen peroxide. In assessing the antimutagenicity, the samples were able to reduce the frequency of micronucleus formation for both pre-treatment and post-treatment. Also, extracts and fractions promoted the induction of quinone reductase activity. Such extracts and fractions were able to induce detoxifying enzymes and reverse DNA damage, an essential balance for its applicability as a chemopreventive agent.
ISSN:	1756-4646 2214-9414
DOI:	10.1016/j.jff.2017.07.013