74161-25-4

Usage

Uses

Used in Pharmaceutical Industry:
Gancaonin M is used as a therapeutic agent for its potential antibacterial properties, making it a candidate for the development of new antibiotics to combat resistant bacteria.
Used in Anti-Inflammatory Applications:
In the field of medicine, Gancaonin M is utilized for its anti-inflammatory effects, which can be beneficial in treating various inflammatory conditions and reducing inflammation-related symptoms.
Used in Anticancer Research:
Gancaonin M is employed in oncology research as a potential anticancer agent. Its effects are currently under investigation to understand its role in inhibiting cancer cell growth and its potential synergistic effects with existing cancer treatments.
Used in Antioxidant Formulations:
In the health and wellness industry, Gancaonin M is used as an antioxidant, which may help protect the body from oxidative stress and reduce the risk of various diseases associated with free radicals.
Used in Nutraceutical Development:
Gancaonin M is also used in the development of nutraceuticals, where its potential health benefits are leveraged to create supplements and functional foods that promote overall health and well-being.

InChI:InChI=1/C20H18O6/c1-10(2)3-5-13-16(23)8-17(24)18-19(25)14(9-26-20(13)18)12-6-4-11(21)7-15(12)22/h3-4,6-9,21-24H,5H2,1-2H3

Upstream product

• 160154-71-2 2'-acetoxy-2,4,4',6'-tetrakis(benzyloxy)-3'-iodochalcone 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 160154-76-7 2',4',5,7-tetrakis(benzoyloxy)-8-(3-methyl-2-butenyl)isoflavone 
• 160154-72-3 1-<2-acetoxy-4,6-bis(benzyloxy)-3-iodophenyl>-2-<2,4-bis(benzyloxy)phenyl>-3,3-dimethoxypropan-1-one 
• 160154-75-6 2',4',5,7-tetrakis(benzoyloxy)-8-(3-hydroxy-3-methylbutyl)isoflavone 
• 160154-74-5 2',4',5,7-tetrakis(benzyloxy)-8-(3-hydroxy-3-methyl-1-butynyl)isoflavone 
• 160154-73-4 2',4',5,7-tetrakis(benzyloxy)-8-iodoisoflavone 
• 104691-93-2 2',4',5,7-tetrahydroxy-8-(3-hydroxy-3-methylbutyl)isoflavone 

Downstream Products

• 111930-14-4 3-(2,4-Dihydroxy-phenyl)-5-hydroxy-8-(1-hydroxy-1-methyl-ethyl)-8,9-dihydro-furo[2,3-h]chromen-4-one 
• 122551-74-0 7-O-methyl-2,3-dehydrokievitone-(-)-epoxide 
• 122551-73-9 7-O-methyl-2,3-dehydrokievitone 

Relevant academic research and scientific papers

Regioselective synthesis of prenylisoflavones. Syntheses of allolicoisoflavone A, 2,3-dehydrokievitone, and related compounds

The palladium-catalyzed coupling reaction of 2',4',5,7- tetrakis(benzyloxy)-5'-iodolsoflavone (12), synthesized from the 5- iodochalcone 9, with 2-methyl-3-butyn-2-ol gave the corresponding 5'-(3- hydroxy-3-methyl-1-butynyl)isoflavone 13. The catalytic hydrogenation of 13 gave 2',4',5,7-tetrahydroxy-5'-(3-hydroxy-3-methylbutyl)isoflavone (2). Dehydration of the benzoate 14 of 2 afforded a mixture of 5'-(3-methyl-2- butenyl)isoflavone 15 and the isomer 5'-(3-methyl-3-butenyl)isoflavone 16. The separation of 15 was accomplished by a treatment of the mixture (15 and 16) with mercury(II) nitrate. Hydrolysis of 15 afforded 2',4',5,7- tetrahydroxy-5'-prenylisoflavone (allolicoisoflavone A) (1). In a similar manner, 2',4',5,7-tetrahydroxy-8-prenylisoflavone (2,3-dehydrokievitone) (3) and 2',4',5,7-tetrahydroxy-8-(3-hydroxy-3-methylbutyl)isoflavone (2,3- dehydrokievitone hydrate) (4) were synthesized from the corresponding 8- iodoisoflavone 22. The tetramethyl ether 5 of 3 was also prepared from the 8- iodotetramethoxyisoflavone 32.

Regioselective Synthesis of Prenylisoflavones. Syntheses of 2,3-Dehydrokievitone and Related Compounds

The palladium-catalyzed coupling reaction of 2',4',5,7-tetrakis(benzyloxy)-8-iodoisoflavone with 2-methyl-3-butyn-2-ol gave the corresponding 8-(3-hydroxy-3-methylbutynyl)isoflavone 8.Dehydration of the benzoate obtained from 8 in two steps gave a mixture