Basella alba L. (Malabar Spinach) as an abundant source of betacyanins: identification, stability, and bioactivity studies on natural and processed fruit pigments

Basella alba L. (Malabar Spinach) as an abundant source of betacyanins: identification, stability, and bioactivity studies on natural and processed fruit pigments

Sutor-Świeży, Katarzyna

Górska, Renata

Kumorkiewicz-Jamro, Agnieszka

Dziedzic, Ewa

Bieniasz, Monika

Mielczarek, Przemysław

Popenda, Łukasz

Tyszka-Czochara, Małgorzata

Baj-Krzyworzeka, Monika

Stefańska, Monika

Błyszczuk, Przemysław

Wybraniec, Sławomir

Journal of Agricultural and Food Chemistry

Vol. 72, Issue 6

2943−2962

2024

angielski

0021-8561

1520-5118

10.1021/acs.jafc.3c06225

decarboxylated and dehydrogenated gomphrenins betacyanins, betalains, Basella alba, plant, pigments

The antioxidant and anti-inflammatory activities of acylated and decarboxylated gomphrenins, as well as Basella alba L. fruit extract, were investigated in relation to gomphrenin, known for its high biological potential. The most abundant natural acylated gomphrenins, namely, 6′-O-E-caffeoyl-gomphrenin (malabarin) and 6′-O-E-4-coumaroyl-gomphrenin (globosin), were isolated from B. alba extract for the studies. In addition, controlled thermal decarboxylation of gomphrenin in the purified B. alba extract at 65–75 °C resulted in the formation of the most prevalent decarboxylated products, including 17-decarboxy-gomphrenin and 2,17-bidecarboxy-gomphrenin, along with their isoforms. The structures of the decarboxylated pigments were confirmed by NMR analyses. Exploring the matrix effect on pigment reactivity revealed a tremendous increase in the stability of all betacyanins after the initial stage of extract purification using a cation exchanger under various conditions. This indicates the removal of a substantial portion of the unfavorable matrix from the extract, which presumably contains reactive species that could otherwise degrade the pigments. Furthermore, the high concentration of citrates played a significant role in favoring the formation of 2-decarboxy-gomphrenin to a considerable extent. In vitro screening experiments revealed that the tested compounds demonstrated strong anti-inflammatory properties in lipopolysaccharide (LPS)-activated human macrophages. This effect encompassed the selective inhibition of cytokine and chemokine release from activated macrophages, modulation of the chemotactic activity of immune cells, and the regulation of tissue remodeling mediators’ release.

Wydział Inżynierii i Technologii Chemicznej

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