Methylconiferin

Effect of Cedrus deodara extract on the physiochemical and sensory properties of salted meat and its action mechanism.[Pubmed:34147039]

J Food Sci. 2021 Jul;86(7):2910-2923.

The effect of pine needle extract from Cedrus deodara (PNE) on the quality of salted meat was reported, and its action mechanism was further investigated. With the treatment of PNE, the physicochemical properties of salted meat were improved. The peroxide value decreased from 16.18 to 6.78 mmol O(2) /kg, while the thiobarbituric acid value decreased from 0.79 to 0.40 mg MDA/kg. Moreover, the salted meat with PNE also had the better texture, color, and volatile compositions. The 0.2% PNE group showed the highest DeltaE value (63.16 +/- 0.56), hardness (813.5 +/- 48.7 g), and volatility (45.86 +/- 0.39), while the control group showed the lowest DeltaE value (43.92 +/- 2.13), hardness (515.8 +/- 17.3 g) and volatility (29.97 +/- 0.56). In addition, with the analysis of fluorescence and circular dichroism spectroscopy, the spatial structures of myofibrillar protein (MP) in salted meat were obviously changed by PNE. Meanwhile, Methylconiferin, 1-O-feruloyl-beta-D-glucose, nortrachelogenin, secoxyloganin, 1-O-(4-coumaroyl)-beta-D-glucose and pelargonidin-3-O-glucoside were identified from PNE. Furthermore, according to the analysis of molecular docking, hydrogen bond, hydrophobic force, and electrostatic force were obtained as the main molecular forces between MP and the phenolic compounds of PNE, while arginine, glutamic acid, and glycine residues were the main binding sites. All results suggested that PNE might be a potential candidate to improve the quality of salted meat in the food industry. PRACTICAL APPLICATION: The quality deterioration of meat may not only affect its further processing and consumption but also may lead to some food safety problems. In present study, PNE exhibited the fine capability to inhibit the oxidation of meat, while it could ameliorate the texture, color, and physicochemical properties of meat due to its tightly interaction with myofibrillar protein. All result suggested that PNE could be potentially utilized to improve the quality of meat in food industry.

Anti-inflammatory effects of chemical components from Ginkgo biloba L. male flowers on lipopolysaccharide-stimulated RAW264.7 macrophages.[Pubmed:30693991]

Phytother Res. 2019 Apr;33(4):989-997.

Ginkgo biloba L., well known as living fossil, have various pharmacological activities. Eighteen compounds were isolated from Ginkgo male flowers including a novel matsutake alcohol glycoside, Ginkgoside A (1), and 17 known compounds-calaliukiuenoside (2), benzylalcohol O-alpha-l-arabinopyranosyl-(1 --> 6)-beta-d-glucopyranoside (3), amentoflavone (4), sciadopitysin (5), bilobetin (6), isoginkgetin (7), olivil 4-O-beta-d-glucopyranoside (8), dihydrodehydrodiconiferyl alcohol-4-O-beta-d-glucoside (9), (+)-cyclo-olivil-6-O-beta-d-glucopyranoside (10), (-)-isolariciresinol 4-O-beta-d-glucopyranoside (11), coniferin (12), trans-cinnamic acid-4-O-beta-d-glucopyranoside (13), p-coumaryl alchol glucoside (14), stroside B (15), Methylconiferin (16), cis-p-coumaric acid 4-O-beta-d-glucopyranoside (17), and cis-coniferin (18). Thirteen of these compounds had not previously found in Ginkgo. All extractive fractions and isolated compounds were evaluated for their anti-inflammatory ability in the lipopolysaccharide-induced RAW264.7 macrophages. The ethanol extract of Ginkgo flowers and the chloroform and ethyl acetate fractions can significantly decrease nitric oxide (NO), interleukin-6 (IL-6), and prostaglandin E(2) (PGE(2) ) production at 100 mug/ml. The most effective compounds, bilobetin (6) and isoginkgetin (7), elevated the NO inhibition ratios to 80.19% and 82.37% at 50 muM, respectively. They also exhibited significant dose-dependent inhibitory effects on tumor necrosis factor-alpha, IL-6, PGE(2) , inducible NO synthase mRNA, and cyclooxygenase-2 mRNA levels. So they can be promising candidates for the development of new anti-inflammatory agents.

Chemical constituents of Arisaema franchetianum tubers.[Pubmed:23106482]

J Asian Nat Prod Res. 2013;15(1):71-7.

A novel pyrrolidine alkaloid, (2R*,3S*,5S*)-N,2-dimethyl-3-hydroxy-5-(10-phenyldecyl)pyrrolidine (1), and 17 known compounds were isolated from Arisaema franchetianum Engl. (Araceae) tubers. The 17 compounds were bergenin (2), emodin (3), caffeic acid (4), nobiletin (5), 3-O-beta-d-galactopyranosyl-hederagenin 28-O-beta-d-xylopyranosyl(1 --> 6)-beta-d-galactopyranosyl ester (6), coniferin (7), qingyangshengenin (8), Methylconiferin (9), syringaresinol 4'-O-beta-d-glucopyranoside (10), gagaminine (11), perlolyrine (12), (S)-1-(1'-hydroxyethyl)-beta-carboline (13), 1-(beta-carboline-1-yl)-3,4,5-trihydroxy-1-pentanone (14), 1-methoxycarbonyl-beta-carboline (15), indolo[2,3-alpha]carbazole (16), 4-hydroxycinnamic acid methyl ester (17), and methyl 4-[2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-(hydroxymethyl)ethyl] ferulate (18). The inhibitory activities of compound 1 and its N-methyl derivative (1a) against porcine respiratory and reproductive syndrome virus (PRRSV), human leukemic K562 cells, and human breast cancer MCF-7 cells were evaluated. Compounds 1 [50% inhibited concentration (IC(50)) = 12.5 +/- 0.6 muM] and 1a (IC(50) = 15.7 +/- 0.9 muM) were cytotoxic against K562 cells. Compound 1a also had a weak effect on PRRSV with an IC(50) value of 31.9 +/- 6.0 muM [selectivity index (SI) = 18.7].

[Study on the chemical constituents from pine needles of Cedrus deodara].[Pubmed:20575413]

Zhong Yao Cai. 2010 Feb;33(2):215-8.

OBJECTIVE: To study the chemical constituents from pine needles of Cedrus deodara. METHODS: Chemical constituents were isolated by silica gel and Sephadex LH-20 column chromatography. The structures of the isolated compounds were elucidated through spectroscopic analysis. RESULTS: The compounds were identified as 9-hydroxy-dodecanoic acid (I), ethyl laurate (II), ethyl stearate (III), 3beta-hydroxy-oleanolic acid methyl ester (IV), beta-sitosterol (V), shikimic acid (VI), Methylconiferin (VII), ferulic acid beta-glucoside (VIII). CONCLUSION: Compounds I-IV, VI-VIII are isolated and identified from this genus for the first time, compound V is isolated from pine needles of this genus for the first time.