qNMR quantification of phenolic compounds in dry extract of Myrcia multiflora leaves and its antioxidant, anti-AGE, and enzymatic inhibition activities

Edinilze S C Oliveira; Flávia L D Pontes; Leonard D R Acho; Alessandro S do Rosário; Bárbara Janaína P da Silva; Jaqueline de A Bezerra; Francinete R Campos; Emerson S Lima; Marcos B Machado

doi:10.1016/j.jpba.2021.114109

qNMR quantification of phenolic compounds in dry extract of Myrcia multiflora leaves and its antioxidant, anti-AGE, and enzymatic inhibition activities

J Pharm Biomed Anal. 2021 Jul 15:201:114109. doi: 10.1016/j.jpba.2021.114109. Epub 2021 Apr 28.

Authors

Edinilze S C Oliveira¹, Flávia L D Pontes², Leonard D R Acho³, Alessandro S do Rosário⁴, Bárbara Janaína P da Silva³, Jaqueline de A Bezerra⁵, Francinete R Campos⁶, Emerson S Lima³, Marcos B Machado⁷

Affiliations

¹ Núcleo de Estudos Químicos de Micromoléculas da Amazônia - NEQUIMA, Instituto de Ciências Exatas, Universidade Federal do Amazonas, Manaus, Amazonas, Brazil.
² Departamento de Bioquímica e Biologia Molecular, Universidade Federal do Paraná, Curitiba, Paraná, Brazil.
³ Laboratório de Atividade Biológica, Faculdade de Ciências Farmacêuticas, Universidade Federal do Amazonas Manaus, Amazonas, Brazil.
⁴ Engenharia Florestal, Campus Paragominas, Universidade Federal Rural da Amazônia, Paragominas, Pará, Brazil.
⁵ Núcleo de Estudos Químicos de Micromoléculas da Amazônia - NEQUIMA, Instituto de Ciências Exatas, Universidade Federal do Amazonas, Manaus, Amazonas, Brazil; Departamento de Química, Ambiente e Alimentos, Instituto Federal de Educação, Ciência e Tecnologia do Amazonas, Manaus, Amazonas, Brazil.
⁶ Núcleo de Estudos Químicos de Micromoléculas da Amazônia - NEQUIMA, Instituto de Ciências Exatas, Universidade Federal do Amazonas, Manaus, Amazonas, Brazil; Departamento de Farmácia, Universidade Federal do Paraná, Curitiba, Paraná, Brazil.
⁷ Núcleo de Estudos Químicos de Micromoléculas da Amazônia - NEQUIMA, Instituto de Ciências Exatas, Universidade Federal do Amazonas, Manaus, Amazonas, Brazil. Electronic address: marcosmachado@ufam.edu.br.

PMID: 33957365
DOI: 10.1016/j.jpba.2021.114109

Abstract

Myrcia multiflora (Lam.) DC. is often used in Brazilian folk medicine to control diabetes. Analysis using HPLC-HRMS and NMR of the dry extract from the infusion of leaves of this species revealed twelve phenolic compounds. Among these compounds, chlorogenic acid (1), 4-O-caffeoylquinic acid (2), corilagin (3), chebulagic acid (4), pedunculagin (5), quercetin-3-O-β-2″-galloylglucoside (7), and kaempferol-3-O-rhamnoside (12) are described for the first time in this matrix. Furthermore, six compounds were quantified using qNMR. The compounds in the dry extracts are 3, 6 (myricetin-3-O-d-glucoside), 8 (myricitrin), 9 (hyperoside), 10 (guaijaverin) and 11 (quercitrin). These compounds may be considered chemical markers in this matrix. In addition, this extract presents activities of α-glucosidase inhibition (IC₅₀ = 79.9 μg mL^-1) and glycation in vitro (IC₅₀ = 10.2 μg mL^-1), in addition to antioxidant activity against DPPH and ABTS radicals (1,856.7 and 1,032.0 μmol TEq, respectively). This extract did not show significant cytotoxicity in human fibroblasts. Therefore, the enzymatic inhibition, anti-AGE (advanced glycation end-products) and antioxidant activities of Myrcia multiflora leaves corroborated its antidiabetic therapeutic potential and instigates future preclinical studies aimed at the treatment of diabetes mellitus and its complications.

Keywords: ESI-HRMS; Ellagitannin; Enzymatic inhibition; Flavonoid; Myrcia sphaerocarpa; PULCON.

MeSH terms

Antioxidants* / pharmacology
Brazil
Humans
Myrtaceae*
Plant Extracts / pharmacology
Plant Leaves

Substances

Antioxidants
Plant Extracts