Constituents of the Fruits of Citrus medica L. var. sarcodactylis and the Effect of 6,7-Dimethoxy-coumarin on Superoxide Anion Formation and Elastase Release

Abstract

Investigation of the chemical constituents from the fruits of Citrus medica L. var. sarcodactylis Swingle has led to the characterization of a new sesquiterpene 1 along with thirty-two known compounds. The structure of 1 was established on the basis of 2D NMR spectroscopic and mass spectrometric analyses, and the known compounds were identified by comparison of their physical and spectroscopic data with those reported in the literature. In addition, most of the isolated compounds were evaluated for the activity assayed by the in vitro inhibition of superoxide anion generation and elastase release by human neutrophils. The results showed that only 6,7-dimethoxycoumarin (5) exhibited significant inhibition of superoxide anion generation, with IC50 value of 3.8 ± 1.4 μM.

Finger Citron Extract Ameliorates Glycolipid Metabolism and Inflammation by Regulating GLP-1 Secretion via TGR5 Receptors in Obese Rats

“…The resulting drug was thawed and dissolved in non-pyrogenic saline just prior to use. High-performance liquid chromatography revealed 32 known components such as naringin, hesperidin, 6,7-dimethoxycoumarin, 5,7-dimethoxycoumarin, and bergapten [ 29 ].…”

New insights into Citrus genus: From ancient fruits to new hybrids

“…(2012), reported in Table 1, Chan et al. (2017) identified other compounds belonging to several classes in the fruit methanol extract. They identified five coumarins (xanthyletin, skimmin, haploperoside A, leptodactylone, and 7‐methoxycoumarin), one furanocoumarin (oxypeucedanin hydrate), one pyranocoumarin (nordentatin), one peptide (citrusin), one triterpenoid (obacunone), four acids (3‐(2‐O‐D‐glucopyranosyl‐4‐methoxyphenyl‐propanoic acid, (E)‐6‐hydroxy‐2,6‐dimethylocta‐2,7‐dienoic acid, 1,2,3,4‐tetrahydro‐carboline‐3‐carboxylic acid, and citrylidene malonic acid), one phenolic acid ( cis ‐p‐coumaric acid), four esters (methyl vanillate, methyl benzoate, methyl paraben, and methyl‐4‐hydroxycinnamate), two alcohol (4‐hydroxy‐phenethyl alcohol and coniferin), one eleutheroside (syringin), three sterols (stigmasterol, β‐sitosterol, and β‐sitosterol‐glucoside), and one flavonoid (chrysoeriol‐8‐C‐glucoside).…”

“…Moreover, a new sesquiterpene was isolated, named Citrumedin‐C, whose structure was established by comparison of two‐dimensional nuclear magnetic resonance (NMR) spectroscopy and MS with literature data (Chan et al., 2017).…”

“…Citrus medica L. var. sarcodactylis Swingle is native to North‐Western India and generally distributed in South and South‐East Asia, such as Sri Lanka, Thailand, Vietnam, China, Japan, and Taiwan (Chan, Hwang, Kuo, Hung, & Wu, 2017) (Fig. 2).…”

Progress in Chemical Constituents and Pharmacological Effects of Citrus medica L. var. sarcodactylis Swingle

“…They proved that it has a significant inhibitory effect on superoxide anion formation. [8] In 2004, Feng et al isolated aviprin (14), ferulic acid (15), vanillic acid (16), and protocatechuic acid (17) from the ethanol extract of Citrus medica L. var. sarcodactylis Swingle.…”