52309-82-7

Basic information

• Product Name: 4′-O-benzylapigenin
• Synonyms: 4′-O-benzylapigenin
• CAS NO: 52309-82-7
• Molecular Weight: 360.366
• Mol File: 52309-82-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4′-O-benzylapigenin(CAS DataBase Reference)
• NIST Chemistry Reference: 4′-O-benzylapigenin(52309-82-7)
• EPA Substance Registry System: 4′-O-benzylapigenin(52309-82-7)

Safety Data

• Hazardous Substances Data: 52309-82-7(Hazardous Substances Data)

Upstream product

• 10236-47-2 naringin 
• 100-44-7 benzyl chloride 
• 1486-51-7 p-(benzyloxy)benzoic acid 
• 120-47-8 Ethyl 4-hydroxybenzoate 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 1486-49-3 p-(benzyloxy)benzoic acid anhydride 

Downstream Products

• 1389307-14-5 apigenin-7-O-β-D-lactoside 
• 1389307-04-3 apigenin-7-O-β-D-tetra-O-acetylgalactoside 
• 1389307-07-6 apigenin-7-O-β-D-hepta-O-acetyllactoside 
• 578-74-5 apigenin 7-O-glucoside 
• 119249-30-8 7-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)apigenin 
• 23598-19-8 4'-O-benzylapigenin-7-O-β-D-tetra-O-acetylglucoside 
• 23598-19-8 4'-O-benzylapigenin-7-O-β-D-tetra-O-acetylgalactoside 
• 16280-23-2 4',5,-diacetoxy-7-methoxyflavone 
• 437-64-9 genkwanin 
• 857787-83-8 2-(4-benzyloxy-phenyl)-5-hydroxy-7-methoxy-chromen-4-one 

Relevant articles and documents

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.