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Fig 1.

Structures of the phenolic acids found in mango and papaya fruit.

The number of OH groups and the chemical shifts, δ (ppm), obtained using proton NMR in DMSO-d6 for each acid.

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Fig 1 Expand

Fig 2.

1H NMR spectra of gallic acid (top) and gallic acid + DPPH radical (bottom) in DMSO-d6.

The signals labeled by an asterisk are attributed to the DPPH radical.

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Fig 2 Expand

Fig 3.

1H NMR spectra of chlorogenic acid (top) and chlorogenic acid + °DPPH radical (bottom) in DMSO-d6.

The signals with an apostrophe are due to the quinone formed upon the neutralization of the °DPPH radical. The signals labeled with an asterisk are attributed to the °DPPH radical.

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Fig 3 Expand

Table 1.

Proposed mechanisms for the neutralization of the DPPH radical with the antioxidant compounds of mango and papaya.

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Table 1 Expand

Table 2.

Binary and ternary combinations of phenolic acids that are present in mango and their ability to neutralize the °DPPH after 3 minutes of reaction.

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Table 2 Expand

Table 3.

Binary and Ternary combinations of phenolic acids that are present in papaya and their ability to neutralize the DPPH after 3 minutes of reaction.

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Table 3 Expand

Fig 4.

1H NMR spectra representing the competitive ability of protocatechuic acid vs. chlorogenic acid to neutralize the °DPPH radical in DMSO-d6: (A) protocatechuic acid + the °DPPH radical, (B) chlorogenic acid + the °DPPH radical, (C) mixture of the two phenolic acids + the °DPPH radical and (D) mixture of the two phenolic acids.

The signals labeled with an asterisk are attributed to the °DPPH radical.

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Fig 4 Expand

Fig 5.

1H NMR spectra representing the competitive ability of gallic acid, chlorogenic acid and vanillic acid to neutralize the °DPPH radical in DMSO-d6: (A) gallic acid + the °DPPH radical, (B) chlorogenic acid + the °DPPH radical, (C) vanillic acid + the DPPH radical and (D) mixture of the three phenolic acids + the °DPPH radical.

The signals labeled with an asterisk are attributed to the °DPPH radical.

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Fig 5 Expand