- Highly regioselective dehexanoylation in fully hexanoylated flavonoids
-
Highly selective removal of the 7-O-hexanoyl group in fully hexanoylated flavones, isoflavones, flavanone, and flavonol was achieved under mild conditions using K2CO3 in a 1:1 mixture of CH3OH–CH2Cl2. The resulting 7-OH flavonoids are valuable intermediates for the synthesis of flavonoid 7-O-glycosides via phase-transfer-catalyzed (PTC) glycosylation.
- Zheng, Zhiwei,Han, Ziyi,Cai, Li,Zhou, Dandan,Chavis, Bryson R.,Li, Changsheng,Sui, Qiang,Jiang, Kaiyuan,Gao, Qi
-
supporting information
p. 4442 - 4447
(2018/11/23)
-
- The invention relates to a raw material to synthesize the tin setose thistle glucoside naringin method (by machine translation)
-
The invention discloses a to naringin as raw material synthetic tin setose thistle glucoside method, comprises the following steps: S1, synthesis of wild lacquer tree glucoside; S2, compound 5, 7 - dihydroxy - 2 - (4 - methoxyphenyl) - 4 H - chromen - 4 - one synthesis; acetoxy methyl) - 6 - ((5 - hydroxy - 2 - (4 - methoxyphenyl) - 4 - oxo - 4 H - chromen - 7 - yl) oxy) tetrahydro - 2 H - pyran - 3, 4, 5 - [...] acetate synthesis; S4, compound 5 - hydroxy - 2 - (4 - methoxyphenyl) - 7 - (( (2 S, 3 R, 4 S, 5 S, 6 R) - 3, 4, 5 - trihydroxy - 6 - (hydroxymethyl) tetrahydro - 2 H - pyran - 2 - Kiki) oxy) - 4 H - benzopyran - 4 - one synthesis. The invention to naringin as raw materials, by oxidation, methylation, hydrolysis reaction to synthesize tian jigan. (by machine translation)
- -
-
Paragraph 0017; 0026; 0027
(2018/11/22)
-
- FLAVOR COMPOSITION CONTAINING FLAVONE GLYCOSIDES
-
The present invention has discovered that flavone glycosides represented by Formula I set forth below have unexpected and advantageous flavor enhancement and modification properties: wherein R1 is selected from the group consisting of H and CH3, R2 is selected from the group consisting of H and OH, and R3 is a 7-O-glycoside. Thus, the flavone glycosides of the present invention can be used to enhance or modify the flavor of orally consumable compositions, such as foodstuff, chewing gums, dental and oral hygiene products, and medicinal products.
- -
-
-
- Facile synthesis of acacetin-7-O-β-d-galactopyranoside
-
Acacetin-7-O-β-d-galactopyranoside (1), a natural flavonoid isolated from flower heads of Chrysanthemum morifolium, has been reported to inhibit the replication of HIV in H9 cells. We achieved the total synthesis of compound 1 by employing a one-pot synthesis of the aglycon. The key reactions in this approach include the modified Baker-Venkataraman reaction and regio- and stereoselective O-glycosylations.
- Zacharia, James T.,Hayashi, Masahiko
-
-
- Semisynthesis of apigenin and acacetin-7-O-β-d-glycosides from naringin and their cytotoxic activities
-
Apigenin-7-O-β-d-glycosides 1-8 and acacetin-7-O-β-d-glycosides 9-16 were semisynthesized from 4′-O-benzyl apigenin 17 and acacetin 18 by glycosidation and deprotection with the corresponding α-acetylglycosyl bromide, respectively. Compounds 17 and 18 were prepared by iodination followed by base-induced elimination, 4′-O-benzylation, or 4′-O-methylation and acid hydrolysis using naringin as starting material which is readily available and cheap. Their cytotoxic potential against five human cancer cell lines (HL-60, SMMC-7721, A-549, MCF-7, and SW480) was evaluated by standard MTT method. The results show that compounds 2, 9, and 19 exhibit moderate cytotoxicity against HL-60, SMMC-7721, A-549, MCF-7, and SW480, while compound 3 exhibits potent cytotoxicity against MCF-7 selectively. Among the synthesized target compounds, 3, 4, 7, 11, 12, 15, and 16 were new compounds, the natural product 8 was the first synthesized and the synthesis of natural products 5, 6, 13, and 14 was efficiently improved by the new synthetic routes.
- Liu, Jidan,Chen, Ling,Cai, Shuanglian,Wang, Qiuan
-
-
- ACACETIN 7-O-β-D-GALACTOPYRANOSIDE FROM CHRYSANTHEMUM INDICUM
-
Key Word Index - Chrysanthemum indicum; Compositae; acacetin 7-O-β-D-galactopyranoside. From the yellow flowers of Chrysanthemum indicum, a new flavone glycoside, acacetin 7-O-β-D-galactopyranoside was isolated and its structure established from spectral evidence and synthesis.
- Chatterjee, A.,Sarkar, S.,Saha, S. K.
-
p. 1760 - 1761
(2007/10/02)
-
