﻿{"id":25875,"date":"2025-11-04T17:28:46","date_gmt":"2025-11-04T10:28:46","guid":{"rendered":"https:\/\/nhathuocngocanh.com\/bp\/?p=25875"},"modified":"2025-11-04T17:28:46","modified_gmt":"2025-11-04T10:28:46","slug":"neohesperidin-dihydrochalcone","status":"publish","type":"post","link":"https:\/\/nhathuocngocanh.com\/bp\/neohesperidin-dihydrochalcone\/","title":{"rendered":"Neohesperidin-Dihydrochalcone"},"content":{"rendered":"<p>Edition: BP 2025 (Ph. Eur. 11.6 update)<\/p>\n<h2>DEFINITION<\/h2>\n<p>1-[4-[[2-O-(6-Deoxy-\u03b1-L-mannopyranosyl)-\u03b2-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4- methoxyphenyl)propan-1-one.<\/p>\n<p><strong>Content<\/strong><\/p>\n<p>96.0 per cent to 101.0 per cent (anhydrous substance).<\/p>\n<h2>CHARACTERS<\/h2>\n<h3>Appearance<\/h3>\n<p>White or yellowish-white powder.<\/p>\n<h3>Solubility<\/h3>\n<p>Practically insoluble in water, freely soluble in dimethyl sulfoxide, soluble in methanol, practically insoluble in methylene chloride.<\/p>\n<h2>IDENTIFICATION<\/h2>\n<p>A. Infrared absorption spectrophotometry (2.2.24).<\/p>\n<p>Comparison\u00a0 neohesperidin-dihydrochalcone CRS.<\/p>\n<p>B. Examine the chromatograms obtained in the assay.<\/p>\n<p>Results\u00a0 The principal peak in the chromatogram obtained with test solution (b) is similar in retention time and size to the principal peak in the chromatogram obtained with reference solution (a).<\/p>\n<h2>TESTS<\/h2>\n<h3>Appearance of solution<\/h3>\n<p>The solution is clear (2.2.1) and not more intensely coloured than reference solution Y4 (2.2.2, Method II). Dissolve 0.25 g in methanol R and dilute to 25 mL with the same solvent.<\/p>\n<h3>Related substances<\/h3>\n<p>Liquid chromatography (2.2.29).<\/p>\n<p>Test solution (a)\u00a0 Dissolve 0.10 g of the substance to be examined in dimethyl sulfoxide R and dilute to 50.0 mL with the same solvent.<\/p>\n<p>Test solution (b)\u00a0 Dilute 10.0 mL of test solution (a) to 20.0 mL with dimethyl sulfoxide R.<\/p>\n<p>Reference solution (a)\u00a0 Dissolve 50.0 mg of neohesperidin-dihydrochalcone CRS in dimethyl sulfoxide R and dilute to 50.0 mL with the same solvent.<\/p>\n<p>Reference solution (b)\u00a0 Dissolve 4.0 mg of neohesperidin-dihydrochalcone impurity B CRS in dimethyl sulfoxide R and dilute to 100.0 mL with the same solvent.<\/p>\n<p>Reference solution (c)\u00a0 Dilute 1.0 mL of test solution (a) to 100.0 mL with dimethyl sulfoxide R.<\/p>\n<p>Reference solution (d)\u00a0 In order to prepare in situ impurity F and impurity G, suspend 0.10 g of the substance to be examined in 10.0 mL of a 100 g\/L solution of sulfuric acid R. Heat the sample for 5 min on a water-bath. Dilute immediately 1.0 mL of the resulting solution to 50.0 mL with dimethyl sulfoxide R.<\/p>\n<p>Column:<\/p>\n<p style=\"padding-left: 40px;\">\u2014 size: l = 0.15 m, \u00d8 = 3.9 mm,<\/p>\n<p style=\"padding-left: 40px;\">\u2014 stationary phase: spherical octadecylsilyl silica gel for chromatography R (4 \u00b5m) with a carbon loading of 7 per cent,<\/p>\n<p style=\"padding-left: 40px;\">\u2014 temperature: 30 \u00b0C.<\/p>\n<p>Mobile phase\u00a0 Mix 20 volumes of acetonitrile R and 80 volumes of a solution prepared by adding 5.0 mL of glacial acetic acid R to 1000.0 mL of water R. Flow rate 1.0 mL\/min.<\/p>\n<p>Detection\u00a0 Spectrophotometer at 282 nm.<\/p>\n<p>Injection\u00a0 10 \u00b5L; inject test solution (a) and reference solutions (a), (b), (c) and (d).<\/p>\n<p>Run time\u00a0 5 times the retention time of neohesperidin-dihydrochalcone which is about 10 min.<\/p>\n<p>Relative retention\u00a0 With reference to neohesperidin-dihydrochalcone: impurity B = about 0.4; impurity D = about 0.7; impurity F = about 1.2; impurity G = about 3.7.<\/p>\n<p>System suitability:<\/p>\n<p>\u2014 resolution: minimum of 2.5 between the first peak (neohesperidin-dihydrochalcone) and the second peak (impurity F) in the chromatogram obtained with reference solution (d),<\/p>\n<p>\u2014 chromatogram obtained with reference solution (a) is similar to the chromatogram provided with<br \/>\nneohesperidin-dihydrochalcone CRS. Limits:<\/p>\n<p>\u2014 impurity B: not more than the area of the principal peak in the chromatogram obtained with reference solution (b) (2 per cent),<\/p>\n<p>\u2014 impurity D: not more than twice the area of the principal peak in the chromatogram obtained with reference solution (c) (2 per cent),<\/p>\n<p>\u2014 any other impurity: not more than 0.5 times the area of the principal peak in the chromatogram obtained with reference solution (c) (0.5 per cent),<\/p>\n<p>\u2014 total of all impurities apart from impurity B: not more than 2.5 times the area of the principal peak in the chromatogram obtained with reference solution (c) (2.5 per cent),<\/p>\n<p>\u2014 disregard limit: 0.05 times the area of the principal peak in the chromatogram obtained with reference solution (c) (0.05 per cent).<\/p>\n<p><strong>Water (2.5.12)<\/strong><\/p>\n<p>Maximum 12.0 per cent, determined on 0.200 g.<\/p>\n<p><strong>Sulfated ash (2.4.14)<\/strong><\/p>\n<p>Maximum 0.2 per cent, determined on 1.0 g.<\/p>\n<h2>ASSAY<\/h2>\n<p>Liquid chromatography (2.2.29) as described in the test for related substances.<\/p>\n<p>Injection\u00a0 10 \u00b5L; inject test solution (b) and reference solutions (a) and (d).<\/p>\n<p>System suitability:<\/p>\n<p>\u2014 resolution: minimum of 2.5 between the first peak (neohesperidin-dihydrochalcone) and the second peak (impurity F) in the chromatogram obtained with reference solution (d),<\/p>\n<p>\u2014 repeatability: reference solution (a).<\/p>\n<p>Calculate the percentage content of C<sub>28<\/sub>H<sub>36<\/sub>O<sub>15<\/sub> using the chromatogram obtained with reference solution (a) and the stated content of C<sub>28<\/sub>H<sub>36<\/sub>O<sub>15<\/sub> in neohesperidin-dihydrochalcone CRS, correcting for the water content of the substance to be examined.<\/p>\n<h2>STORAGE<\/h2>\n<p>Protected from light.<\/p>\n<h2>IMPURITIES<\/h2>\n<p>A. 1-[4-[[2-O-(6-deoxy-\u03b1-L-mannopyranosyl)-\u03b2-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]ethanone (phloroacetophenone neohesperidoside),<\/p>\n<p>B. 7-[[2-O-(6-deoxy-\u03b1-L-mannopyranosyl)-\u03b2-D-glucopyranosyl]oxy]-5-hydroxy-2-(3-hydroxy-4- methoxyphenyl)-4H-1-benzopyran-4-one (neodiosmin),<\/p>\n<p>C. (2RS)-7-[[2-O-(6-deoxy-\u03b1-L-mannopyranosyl)-\u03b2-D-glucopyranosyl]oxy]-5-hydroxy-2-(3-hydroxy-4- methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one (neohesperidin),<\/p>\n<p>D. 1-[4-[[2-O-(6-deoxy-\u03b1-L-mannopyranosyl)-\u03b2-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(4- hydroxyphenyl)propan-1-one (naringin-dihydrochalcone),<\/p>\n<p>E. 1-[4-[[6-O-(6-deoxy-\u03b1-L-mannopyranosyl)-\u03b2-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4- methoxyphenyl)propan-1-one (hesperidin-dihydrochalcone),<\/p>\n<p>F. 1-[4-(\u03b2-D-glucopyranosyloxy)-2,6-dihydroxyphenyl]-3-(3-hydroxy-4-methoxyphenyl)propan-1-one\u00a0 (hesperetin-dihydrochalcone 7\u2032-glucoside),<\/p>\n<p>G. 3-(3-hydroxy-4-methoxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one\u00a0 (hesperetin-dihydrochalcone).<\/p>\n","protected":false},"excerpt":{"rendered":"<p>Edition: BP 2025 (Ph. Eur. 11.6 update) DEFINITION 1-[4-[[2-O-(6-Deoxy-\u03b1-L-mannopyranosyl)-\u03b2-D-glucopyranosyl]oxy]-2,6-dihydroxyphenyl]-3-(3-hydroxy-4- methoxyphenyl)propan-1-one. Content 96.0 per cent to 101.0 per cent (anhydrous substance). CHARACTERS Appearance White or yellowish-white powder. Solubility Practically insoluble in water, freely soluble in dimethyl sulfoxide, soluble in methanol, practically insoluble in methylene chloride. IDENTIFICATION A. Infrared absorption spectrophotometry (2.2.24). Comparison\u00a0 neohesperidin-dihydrochalcone CRS. B. Examine&#8230;<\/p>\n","protected":false},"author":5,"featured_media":25876,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"_acf_changed":false,"footnotes":""},"categories":[174],"tags":[],"class_list":["post-25875","post","type-post","status-publish","format-standard","has-post-thumbnail","hentry","category-medicinal-substances"],"acf":[],"_links":{"self":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/25875","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/users\/5"}],"replies":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/comments?post=25875"}],"version-history":[{"count":2,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/25875\/revisions"}],"predecessor-version":[{"id":25883,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/posts\/25875\/revisions\/25883"}],"wp:featuredmedia":[{"embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/media\/25876"}],"wp:attachment":[{"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/media?parent=25875"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/categories?post=25875"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/nhathuocngocanh.com\/bp\/wp-json\/wp\/v2\/tags?post=25875"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}