1162-82-9

Usage

Uses

Used in Cancer Treatment:
Genistein trimethyl ether is used as an anticancer agent for its potential to inhibit the growth of cancer cells and its potential as a treatment for certain types of cancer. It modulates various biological pathways, making it a promising candidate for cancer therapy.
Used in Anti-Inflammatory Applications:
Due to its anti-inflammatory properties, genistein trimethyl ether is used in applications targeting the reduction of inflammation, which can be beneficial in treating various inflammatory conditions.
Used in Anti-Angiogenic Applications:
Genistein trimethyl ether is used as an anti-angiogenic agent, which can help prevent the formation of new blood vessels in tumors, thereby inhibiting their growth and spread.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, genistein trimethyl ether is used as a potential therapeutic agent for its various health benefits, including its anticancer, anti-inflammatory, and anti-angiogenic properties. Ongoing research focuses on its potential use in cancer treatment and its effects on various biological pathways.
Used in Nutraceutical Industry:
In the nutraceutical industry, genistein trimethyl ether is used as a dietary supplement or functional food ingredient for its potential health benefits, including its antioxidant and anticancer properties. It can be incorporated into products that promote overall health and well-being.

InChI:InChI=1/C18H16O5/c1-20-12-6-4-11(5-7-12)14-10-23-16-9-13(21-2)8-15(22-3)17(16)18(14)19/h4-10H,1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 446-72-0 5,7-Dihydroxy-3-(4-hydroxy-phenyl)-chromen-4-on 
• 77-78-1 dimethyl sulfate 
• 491-80-5 5,7-Dihydroxy-3-(4-methoxy-phenyl)-chromen-4-on 
• 552-59-0 prunetin 
• 74-88-4 methyl iodide 
• 39604-68-7 2'-hydroxy-4',6-dimethoxy-2-(p-methoxyphenyl)acetophenone 
• 109-94-4 formic acid ethyl ester 
• 4569-98-6 7-hydroxy-3-(4-hydroxy-phenyl)-5-methoxy-chromen-4-one 
• 66074-95-1 4',5,7-trimethoxyflavanone 
• 76436-30-1 2,4,6-Trihydroxy-benzoic acid 2-hydroxy-3-(2-hydroxy-4,6-dimethoxy-phenyl)-1-(4-methoxy-phenyl)-3-oxo-propyl ester 
• 76436-29-8 2-Hydroxy-4,6-dimethoxy-benzoic acid 2-hydroxy-3-(2-hydroxy-4,6-dimethoxy-phenyl)-1-(4-methoxy-phenyl)-3-oxo-propyl ester 
• 153489-01-1 3-allyloxycarbonyl-5,7-dimethoxy-3-(4-methoxyphenyl)chroman-4-one 
• 18107-18-1 diazomethyl-trimethyl-silane 

Downstream Products

• 68939-22-0 7-hydroxy-5-methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one 
• 552-59-0 prunetin 
• 34086-51-6 4',7-dimethoxy-5-hydroxyisoflavone 
• 21554-70-1 4',5,7-trimethoxyisoflavanone 
• 67901-25-1 7-acetoxy-5,4'-dimethoxyisoflavone 
• 98822-35-6 4'-acetoxy-7,4'-dimethoxyisoflavone 
• 39604-68-7 2'-hydroxy-4',6-dimethoxy-2-(p-methoxyphenyl)acetophenone 
• 1179998-22-1 2-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)-pyrimido[1,2-a]benzimidazole 
• 1233943-85-5 1-[4-(2-hydroxy-4,6-dimethoxyphenyl)-5-(4-methoxyphenyl)pyrimidin-2-yl]thiourea 
• 1357294-44-0 5-(2-hydroxy-4,6-dimethoxyphenyl)-6-(4-methoxyphenyl)imidazo[1,2-a]pyrimidine 
• 1365659-28-4 3-cyano-6-(4-methoxyphenyl)-7-(2-hydroxyl-4,6-dimethoxyphenyl)pyrazolo[1,5-a]pyrimidine 

Relevant academic research and scientific papers

Isoflavones as potentiators of antibacterial activity

Isoflavones isolated from Lupinus argenteus were found to potentiate the antibacterial activity of α-linolenic acid, also found in the same plant. The isoflavones also potentiated the activity of the natural plant antibiotic berberine and the synthetic fluoroquinoline antibiotic norfloxacin. The isoflavones increased the uptake of berberine into Staphylococcus aureus cells, indicating that they may be inhibiting a multidrug resistance pump (MDR). Thus, L. argenteus contains a weak antibacterial and also MDR pump inhibitors, which increase its potency.

Trifluoromethylation of flavonoids and anti-tumor activity of the trifluoromethylated flavonoid derivatives

3-Trifluoromethylflavonoid derivatives were prepared for the first time by trifluoromethylation of 3-iodoflavonoid derivatives. Other C ring and B ring trifluoromethylated flavonoid derivatives were also prepared. All the compounds were tested for their effect on the U2OS cell cycle in vitro. Bistrifluoromethylated apigenin derivative 13 showed the strongest activity against the cell growth.

3,5-diaryl pyrazole or 3,4-diaryl pyrazole derivative and application thereof

The invention discloses 3,5-diaryl pyrazole or 3,4-diaryl pyrazole derivative and application thereof. The 3,5-diaryl pyrazole or 3,4-diaryl pyrazole derivative is prepared from compound which is shown in a formula (I), a formula (II), a formula (III) or a formula (IV) or pharmaceutical-acceptable salt of the compound. A formula of the 3,5-diaryl pyrazole or 3,4-diaryl pyrazole derivative is shownin a following image, wherein R1, R2, R3, R4 and R5 are respectively and independently chosen from hydrogen atom, hydroxy, nitro, amino, alkoxy or ester group with a C1 to C10 alkyl substituent group; alkyl in the alkoxy is a C1 to C10 alkyl; R is independently chosen from hydrogen atom, 2-ethoxy, acetyl, phenyl, benzoyl, p-methoxyphenyl, 4-trifluoromethoxy, 2-cyanoethyl or C1 to C10 alkyl. The 3,5-diaryl pyrazole derivative or the 3,4-diaryl pyrazole derivative can be applied to preventing and treating fungal infection; especially, application in treating candida albicans infection and reversing fluconazole drug resistance has good development value.

Diversity-oriented synthesis of pyrazoles derivatives from flavones and isoflavones leads to the discovery of promising reversal agents of fluconazole resistance in Candida albicans

Diversity-oriented synthesis of derivatives of natural products is an important approach for the discovery of novel drugs. In this paper, a series of novel 3,4-diaryl-1H-pyrazoles and 3,5-diaryl-1H-pyrazoles derivatives were synthesized through the one-po

Synthesis and cytotoxic activity of genistein derivatives

A series of genistein derivatives was prepared and tested in vitro against leukocythemia (HL-60), colorectal adenocarcinoma (HT-29), and human gastric adenocarcinoma (SGC-7901) cell lines. Among these derivatives, 4′,5-di-n-octoxy-7-gem-difluoromethylenegenistein, 9f, had the strongest activity against HL-60, HT-29, and SGC-7901 cells.[Figure not available: see fulltext.]

Synthesis, crystal structure and antimicrobial activity of deoxybenzoin derivatives from genistein

A series of deoxybenzoin derivatives from genistein were synthesized and their structures were elucidated by 1H NMR, mass spectral data and micro analyses. The structures of 2, 7 and 10 were determined by single-crystal X-ray analysis. These obtained compounds were evaluated for their assayed antibacterial (Bacillus subtilis, Escherichia coli, Pseudomonas fluorescence and Staphylococcus aureus) and antifungal (Aspergillus niger, Candida albicans and Trichophyton rubrum) activities by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) method. Most compounds have displayed comparable antibacterial activity against bacterial. On the basis of the biological results, structure-activity relationships are discussed.

Biotransformation of isoflavones by the larvae of the common cutworm (Spodoptera litura)

Biotransformation of the 5,7,4′-trimethoxyisoflavone (1), 6,7,4′-trimethoxyisoflavone (2), and 7,4′-dimethoxyisoflavone (3) by insects, Spodoptera litura was investigated. Compound 1 was transformed to 5-hydroxy-7,4′-dimethoxyisoflavone (4), 7-hydroxy-5,4

Synthesis of isoflavones containing naturally occurring substitution pattern by oxidative rearrangement of respective flavanones using thallium(III) p-tosylate

Claisen condensation of substituted 2′-hydroxyacetophenones 1a-c with aromatic aldehydes affords respective substituted 2′-hydroxychalcones 2a-n which on base catalyzed cyclization in pyridine:methanol:water (1:1:1) give respective flavanones 3a-n. The oxidative rearrangement of flavanones with thallium(III) p-tosylate furnishes respective isoflavones 4a-n in overall 62-72% yields starting from 1. The present methodology has been successfully applied for the synthesis of naturally occurring isoflavones such as di-O-methyldaidzein 4a, cabruvin 4b, pseudobabtigenin methylether 4d, 5,7-dimethoxyisoflavone 4f, 5,7,4′-trimethoxyisoflavone 4g, derrustone 4i, 7,8,3′,4′- tetramethoxyisoflavone 41, purpuranin-A 4m and 7,8,3′,4′,5′- pentamethoxyisoflavone 4n and thus the first synthesis of 4n is reported.

Genistein derivatives as selective estrogen receptor modulators: Sonochemical synthesis and in vivo anti-osteoporotic action

Genistein derivatives were synthesized from genistein through a facile sonochemical approach in high yields. The bioassay was performed on ovariectomized (OVX) rats in terms of bone mineral density (BMD) and the weight of bone ash (WBA) to lead to the discovery of eight novel genistein-based selective estrogen receptor modulators. Attention to the structure-activity relationship disclosed that the newly introduced 2-hydroxyethylthio scaffolds were essential for the anti-osteoporotic activity. Moreover, the anti-osteoporotic action of genistein, deprivable by methylation, could be restored and enhanced by subsequent sulfonation. The most promising compound was 4′,5,7-tri[3-(2-hydroxyethylthio)propoxy]isoflavone, displaying 24% (or 8%) increment in BMD and 31% (or 11%) increase in WBA of the femora relative to those discerned with the OVX (or genistein) group. Acute toxicity test showed that none of the active compounds was acutely toxic.