Lupane triterpenoids, antioxidant potential and antimicrobial activity of Myrciaria floribunda (H. West ex Willd.) O. Berg

Chemical composition of the methanol extract of Myrciaria floribunda leaves was investigated. The nor-lupane triterpenoids platanic acid and messagenic I acid were identified, along with other known triterpenoids (betulinic aldehyde, ursolic acid acetate and betulinic acid), a new lupane triterpenoi...

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Bibliographic Details
Published in:Natural product research 2019-02, Vol.33 (4), p.506-515
Main Authors: de Azevedo, Maycow Marcos L., Cascaes, Márcia M., Guilhon, Giselle Maria S. P., Andrade, Eloisa Helena A., Zoghbi, Maria das Graças B., da Silva, Joyce Kelly R., Santos, Lourivaldo S., da Silva, Silvia Helena M.
Format: Article
Language:English
Subjects:
2α,6α,30-trihydroxybetulinic acid
Acetic acid
Acids
antibacterial activity
Antiinfectives and antibacterials
Antimicrobial activity
Antimicrobial agents
Antioxidants
Betulinic acid
Catechin
Chemical composition
DPPH
E coli
Flavonoids
Methanol
Microorganisms
Myrciaria floribunda
NMR
Nuclear magnetic resonance
Organic chemistry
Scavenging
Triterpenoids
Ursolic acid
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Summary:Chemical composition of the methanol extract of Myrciaria floribunda leaves was investigated. The nor-lupane triterpenoids platanic acid and messagenic I acid were identified, along with other known triterpenoids (betulinic aldehyde, ursolic acid acetate and betulinic acid), a new lupane triterpenoid (2α,6α,30-trihydroxybetulinic acid) and the flavonoids catechin, quercetrin and mirycitrin. The structures were determined by spectroscopic methods (NMR, LC-MS, GC-MS). The major isolated compound was betulinic acid. The methanol extract and 2α,6α,30-trihydroxybetulinic acid were evaluated for their DPPH scavenging potential. The tested triterpenoid was one hundred times more active than betulinic acid, but less active than the extract. Screening for antimicrobial activity showed that the methanol extract was active against Staphylococcus aureus and Escherichia coli, but inactive against Candida albicans and Candida krusei, while 2α,6α,30-trihydroxybetulinic acid was inactive to all tested microorganisms.
ISSN:1478-6419
1478-6427
DOI:10.1080/14786419.2017.1402311