JPS6150981B2 - - Google Patents

Info

Publication number

JPS6150981B2

JPS6150981B2 JP22902884A JP22902884A JPS6150981B2 JP S6150981 B2 JPS6150981 B2 JP S6150981B2 JP 22902884 A JP22902884 A JP 22902884A JP 22902884 A JP22902884 A JP 22902884A JP S6150981 B2 JPS6150981 B2 JP S6150981B2

Authority

JP

Japan

Prior art keywords

yellow pigment

polyphenols

iridoid

iridoid glycosides

gardenia

Prior art date

1984-11-01

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired

Links

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• 229930182489 iridoid glycoside Natural products 0.000 claims description 22
• 150000008442 polyphenolic compounds Chemical class 0.000 claims description 18
• 235000013824 polyphenols Nutrition 0.000 claims description 18
• 150000008145 iridoid glycosides Chemical class 0.000 claims description 16
• 239000001052 yellow pigment Substances 0.000 claims description 14
• 239000000049 pigment Substances 0.000 claims description 9
• 239000003463 adsorbent Substances 0.000 claims description 8
• SEBIKDIMAPSUBY-ARYZWOCPSA-N Crocin Chemical compound C([C@H]1O[C@H]([C@@H]([C@@H](O)[C@@H]1O)O)OC(=O)C(C)=CC=CC(C)=C\C=C\C=C(/C)\C=C\C=C(C)C(=O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)O)O1)O)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O SEBIKDIMAPSUBY-ARYZWOCPSA-N 0.000 claims description 6
• 235000013399 edible fruits Nutrition 0.000 claims description 4
• 239000012535 impurity Substances 0.000 claims description 4
• 238000000034 method Methods 0.000 claims description 4
• 229920002554 vinyl polymer Polymers 0.000 claims description 4
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
• 239000009627 gardenia yellow Substances 0.000 claims description 3
• 239000003960 organic solvent Substances 0.000 claims description 2
• 240000001972 Gardenia jasminoides Species 0.000 claims 1
• 238000004587 chromatography analysis Methods 0.000 claims 1
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
• 239000007864 aqueous solution Substances 0.000 description 10
• CWVRJTMFETXNAD-FWCWNIRPSA-N 3-O-Caffeoylquinic acid Natural products O[C@H]1[C@@H](O)C[C@@](O)(C(O)=O)C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 CWVRJTMFETXNAD-FWCWNIRPSA-N 0.000 description 8
• PZIRUHCJZBGLDY-UHFFFAOYSA-N Caffeoylquinic acid Natural products CC(CCC(=O)C(C)C1C(=O)CC2C3CC(O)C4CC(O)CCC4(C)C3CCC12C)C(=O)O PZIRUHCJZBGLDY-UHFFFAOYSA-N 0.000 description 8
• CWVRJTMFETXNAD-KLZCAUPSSA-N Neochlorogenin-saeure Natural products O[C@H]1C[C@@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O CWVRJTMFETXNAD-KLZCAUPSSA-N 0.000 description 8
• CWVRJTMFETXNAD-JUHZACGLSA-N chlorogenic acid Chemical compound O[C@@H]1[C@H](O)C[C@@](O)(C(O)=O)C[C@H]1OC(=O)\C=C\C1=CC=C(O)C(O)=C1 CWVRJTMFETXNAD-JUHZACGLSA-N 0.000 description 8
• 229940074393 chlorogenic acid Drugs 0.000 description 8
• FFQSDFBBSXGVKF-KHSQJDLVSA-N chlorogenic acid Natural products O[C@@H]1C[C@](O)(C[C@@H](CC(=O)C=Cc2ccc(O)c(O)c2)[C@@H]1O)C(=O)O FFQSDFBBSXGVKF-KHSQJDLVSA-N 0.000 description 8
• 235000001368 chlorogenic acid Nutrition 0.000 description 8
• BMRSEYFENKXDIS-KLZCAUPSSA-N cis-3-O-p-coumaroylquinic acid Natural products O[C@H]1C[C@@](O)(C[C@@H](OC(=O)C=Cc2ccc(O)cc2)[C@@H]1O)C(=O)O BMRSEYFENKXDIS-KLZCAUPSSA-N 0.000 description 8
• ZUKLFFYDSALIQW-MSUKCBDUSA-N Iridoid glycoside Chemical compound [H][C@]12CC[C@H](C(O)=O)[C@@]1([H])[C@H](OC1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)OC=C2 ZUKLFFYDSALIQW-MSUKCBDUSA-N 0.000 description 6
• 238000010521 absorption reaction Methods 0.000 description 6
• 239000000243 solution Substances 0.000 description 6
• 241000157835 Gardenia Species 0.000 description 5
• 238000002835 absorbance Methods 0.000 description 5
• 238000010586 diagram Methods 0.000 description 5
• 238000010828 elution Methods 0.000 description 4
• 239000000843 powder Substances 0.000 description 4
• 239000000126 substance Substances 0.000 description 4
• PANKHBYNKQNAHN-JTBLXSOISA-N Crocetin Natural products OC(=O)C(\C)=C/C=C/C(/C)=C\C=C\C=C(\C)/C=C/C=C(/C)C(O)=O PANKHBYNKQNAHN-JTBLXSOISA-N 0.000 description 3
• SEBIKDIMAPSUBY-JAUCNNNOSA-N Crocin Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C(=O)OC1OC(COC2OC(CO)C(O)C(O)C2O)C(O)C(O)C1O)C=CC=C(/C)C(=O)OC3OC(COC4OC(CO)C(O)C(O)C4O)C(O)C(O)C3O SEBIKDIMAPSUBY-JAUCNNNOSA-N 0.000 description 3
• PANKHBYNKQNAHN-JUMCEFIXSA-N carotenoid dicarboxylic acid Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C(=O)O)C=CC=C(/C)C(=O)O PANKHBYNKQNAHN-JUMCEFIXSA-N 0.000 description 3
• 238000007796 conventional method Methods 0.000 description 3
• PANKHBYNKQNAHN-MQQNZMFNSA-N crocetin Chemical compound OC(=O)C(/C)=C/C=C/C(/C)=C/C=C/C=C(\C)/C=C/C=C(\C)C(O)=O PANKHBYNKQNAHN-MQQNZMFNSA-N 0.000 description 3
• 238000002845 discoloration Methods 0.000 description 3
• 238000000746 purification Methods 0.000 description 3
• 230000000694 effects Effects 0.000 description 2
• 235000013312 flour Nutrition 0.000 description 2
• 239000007788 liquid Substances 0.000 description 2
• 229920000642 polymer Polymers 0.000 description 2
• 241000209140 Triticum Species 0.000 description 1
• 235000021307 Triticum Nutrition 0.000 description 1
• 125000005396 acrylic acid ester group Chemical group 0.000 description 1
• 229920001429 chelating resin Polymers 0.000 description 1
• 238000004440 column chromatography Methods 0.000 description 1
• 230000003247 decreasing effect Effects 0.000 description 1
• 239000000945 filler Substances 0.000 description 1
• 235000013305 food Nutrition 0.000 description 1
• 238000002523 gelfiltration Methods 0.000 description 1
• 239000002075 main ingredient Substances 0.000 description 1
• 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
• 235000012149 noodles Nutrition 0.000 description 1
• 229920006122 polyamide resin Polymers 0.000 description 1
• 238000011084 recovery Methods 0.000 description 1
• 238000002798 spectrophotometry method Methods 0.000 description 1

Cited By (1)