(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal → 5,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-3-((2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one

反応式

[CH3:1][C@@H:2]1[O:7][C@@H:6]([O:8][C:9]2[C:18](=[O:19])[C:17]3[C:16]([OH:20])=[CH:15][C:14]([O:21][C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=[C:13]([CH2:33][CH:34]=[C:35]([CH3:37])[CH3:36])[C:12]=3[O:11][C:10]=2[C:38]2[CH:39]=[CH:40][C:41]([O:44][CH3:45])=[CH:42][CH:43]=2)[C@H:5]([OH:46])[C@H:4]([OH:47])[C@H:3]1[OH:48].P([O-])(O)(O)=O.[Na+].P([O-])([O-])(O)=O.[Na+].[Na+].O=C[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O>>[CH3:1][C@H:2]1[O:7][C@@H:6]([O:8][C:9]2[C:18](=[O:19])[C:17]3[C:16]([OH:20])=[CH:15][C:14]([OH:21])=[C:13]([CH2:33][CH:34]=[C:35]([CH3:37])[CH3:36])[C:12]=3[O:11][C:10]=2[C:38]2[CH:39]=[CH:40][C:41]([O:44][CH3:45])=[CH:42][CH:43]=2)[C@@H:5]([OH:46])[C@@H:4]([OH:47])[C@@H:3]1[OH:48]

参加物

反応物 3

HCID 107526(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanal

HCID 5318997Icariin

HCID 86630341Sodium phosphate (Na3(PO4)2)

生成物 1

HCID 445872525,7-dihydroxy-2-(4-methoxyphenyl)-8-(3-methylbut-2-enyl)-3-((2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxychromen-4-one

反応条件

温度: 40 °C

実験手順

Fifty grams icariin were added into sodium dihydrogen phosphate-disodium hydrogen phosphate buffer (pH5.5) and 100 ml β glucose. 100 ml of β glucosidase was added and the solution was heated to 40° C. with stirring for 24 hours in order to remove glucoside. Then stop heating and repeatedly extract with ethyl acetate. The ethyl acetate layer was pooled and dried. Then repeatedly extract with methanol. The HPLC analysis confirmed that the content of pure icariside II 50.1%. Thus extract comprising icariside II is obtained.

後処理

customto remove glucoside
temperatureThen stop heating
extractionrepeatedly extract with ethyl acetate
customdried
extractionThen repeatedly extract with methanol

出典と根拠

ORDレコード: ord-28b9f6fe397143c3afbbfc2187eacc8c
出典データセット: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08530433B2

反応ノート

読み込み中…