cas 23121-32-6, 2-HYDROXY-4,6-DIMETHOXY-3-METHYLACETOPHENONE

Articles about 23121-32-6Total 11 be found

3-site piperazinylchalcone derivative, and pharmaceutical composition and applications thereof
The present invention relates to a 3-site piperazinylchalcone derivative, which has a structure formula represented by a general formula (I) defined in the specification, wherein R is one selected from a substituted or unsubstituted phenyl group, a fused ring group and substituted or a unsubstituted heterocyclic group. The present invention further provides a pharmaceutical composition of the3-site piperazinylchalcone derivative, and applications thereof. According to the present invention, the results of the activity test based on P-gp target show that the 3-site piperazinylchalcone derivative and the pharmaceutical composition have good activity, can provide practical value in the treatment of the multidrug resistance of tumors, can solve the technical problems of difficult synthesis and high cost in the synthesis of the reversing agent used in the prior art, and is meaningful.
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Paragraph 0084-0086; 0089; 0090

(2019/02/04)

Design, synthesis and biological evaluation of chalcones as reversers of P-glycoprotein-mediated multidrug resistance
Overexpression of P-glycoprotein (P-gp) is one of the major causes for multidrug resistance (MDR), which has become a major obstacle in cancer therapy. One hopeful approach to reverse the MDR is to develop inhibitors of P-gp in expression and/or function. Here, we designed and synthesized a series of chalcone derivatives as P-gp inhibitors and evaluated their potential reversal activities against MDR. Among them, the most active compound MY3 had little intrinsic cytotoxicity and showed the highest activity (RF = 50.19) in reversing DOX resistance in MCF-7/DOX cells. Further studies demonstrated that MY3 could increase intracellular accumulation of DOX and inhibit expression of P-gp at mRNA and protein levels. More importantly, MY3 significantly enhanced the efficacy of DOX against the tumor xenografts bearing MCF-7/DOX cells with the precondition of unchanged body weight. Therefore, MY3 might represent a promising lead to develop MDR reversal agents for cancer chemotherapy.
Yin, Huanhuan,Dong, Jingjing,Cai, Yingchun,Shi, Ximeng,Wang, Hao,Liu, Guixia,Tang, Yun,Liu, Jianwen,Ma, Lei
p. 350 - 366
(2019/07/19)

Concise synthesis and cellular evaluation of 3′-formyl-4′,6′-dihydroxy-2′-methoxy-5′-methylchalcone (FMC) and its analogues
3′-Formyl-4′,6′-dihydroxy-2′-methoxy-5′-methylchalcone (FMC) was a natural product isolated from Cleistocalyx operculatus. A four-step synthetic strategy toward FMC and its four analogues (1b-1e) was first developed. All compounds were synthesized from commercially available 2,4,6-trihydroxyacetophenone; formylation at 3′ position under Vilsmeier-Haack conditions was followed by the introduction of a methyl group at 5′ position. The key step of selective methylation at 2′ position was achieved by trimethylsilyldiazomethane (TMSCHN2). Then substituted aromatic aldehydes were condensed through Claisen-Schmidt reaction in the presence of potassium hydroxide. All structures were confirmed by 1H NMR, 13C NMR, and high-resolution mass spectra. FMC and analogues were screened for their antiproliferative activity.
Zhuo, Xiang,En-Zhen, Li,Hai, Liang,Hong-Ju, Guo,Ning, Shi,Xue-Hui, Zhang,Qi-Fang, Qian,Jiu-Hong, Wu
p. 3139 - 3147
(2015/10/06)

Synthetic Flavonoids and Pharmaceutical Compositions and Therapeutic Methods of Treatment of HIV infection and other pathologies
A compound, pharmaceutical composition and method for the treatment of mammals wherein the active therapeutic agent is a compound having the structure: wherein: R1 is an electronegative substituent, R2 is R1 or alkyl,R3 is H or O-alkyl,R4 and R5 are the same or different and are alkyl andR6 is H or OH.
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Page/Page column 4

(2012/10/23)

Synthesis, cytotoxicity, and antioxidative activity of minor prenylated chalcones from Humulus lupulus
The minor hop (Humulus lupulus) chalcones 3′-geranylchalconaringenin (3), 5′-prenylxanthohuraol (4), flavokawin (5), xanthohumol H (8), xanthohumol C (9), and 1″,2″-dihydroxanthohumol C (10) were synthesized. The non-natural chalcones 3′-geranyl-6′-O- methylchalconaringenin (2), 3′-methylflavokawin (6), and 2′-0-methyl-3′-prenylchalconaringenin (7) were also synthesized. Cytotoxicity was investigated in HeLa cells, and these compounds all had IC 50 values comparable to xanthohumol (8.2-19.2 μM). The ORAC-fluorescein assay revealed potent antioxidative activity for 7 and 8 with 5.2 and 4.8 Trolox equivalents, respectively.
Vogel, Susanne,Heilmann, Joerg
experimental part
p. 1237 - 1241
(2009/07/04)

Anti-AIDS agents 68. The first total synthesis of a unique potent anti-HIV chalcone from genus Desmos
The first total synthesis of a unique highly functionalized and potent anti-HIV chalcone 1, isolated from genus Desmos, was achieved from commercially available 2,4,6-trihydroxytoluene (3) or 2,4,6-trihydroxybenzaldehyde (2) in five (from 3) or six steps (from 2).
Nakagawa-Goto, Kyoko,Lee, Kuo-Hsiung
p. 8263 - 8266
(2007/10/03)

Synthesis of novel flavonoid derivatives as potential HIV-integrase inhibitors
Eighteen novel flavonoid derivatives - substituted chalcones and flavones were synthesized and characterized by using NMR, IR, UV/Vis spectroscopy and elemental analysis. The target compounds were achieved by using a sequence of simple and effective reactions starting from phloroglucinol. The initial hydroxyl groups were protected by methylation and in the final flavones the 5-OH group was selectively demethylated by means of AlBr3. 5-methoxy flavones exhibit a strong fluorescence, which was quenched after the removal of the methyl group.
Mateeva, Nelly N.,Kode, Rao N.,Redda, Kinfe K.
p. 1251 - 1258
(2007/10/03)

Synthesis of aurentiacin
Aurentiacin 7 has been isolated from Pityrogramma triangularis var. pallida and synthesised from phloroacetophenone 1 in several steps. All the new products have been characterised on the basis of spectral data and micro analysis.
Hossain, M. Amzad
p. 324 - 326
(2007/10/03)

Studies of the selective O-alkylation and dealkylation of flavonoids. XVI. Demethylation of 2'-methoxyacetophenones with anhydrous aluminum chloride or bromide in acetonitrile
Demethylation of 2'-methoxyacetophenones with anhydrous aluminum chloride in acetonitrile was studied to survey its scope and limitations. The mechanism which the reaction proceeds via sterically constrained intermediates was proposed from the substituent effects. Additionally, dealkylation of 2'-benzyloxy-, 2'-ethoxy-, and 2'-isopropoxyacetophenones with two demethylating reagents, hydrochloric acid in acetic acid and anhydrous aluminum bromide in acetonitrile, was studied. It was found that the reactivity was greatly affected by the steric factor between the alkoxyl group and reagent. This behavior may have wide application in selection of protecting groups in organic synthesis.
Kawamura,Takatsuki,Torii,Horie
p. 511 - 515
(2007/10/02)

Certain 3,4-dihydro 4-oxospiro [2H-1 benzopyrans] useful for treating hyperuricemia
A novel heterocyclic compound capable of lowering the uric acid levels in plasma and urine having the formula (I): STR1 wherein R1 and R2 are independently hydrogen, lower alkyl, phenyl or substituted phenyl, or R1 and Rs
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(2008/06/13)

STUDIES ON THE CONSTITUENTS OF OPHIOPOGONIS TUBERS. VII. SYNTHETIC STUDIES OF HOMOISOFLAVONIDS.
Several homoisoflavonoidal compounds, namely the monomethyl ethers ((IIIb) and (IVb)) of methylophiopogonones A and B, isoophiopogonone A monomethyl ether (VIIIb) and desmethylisoophiopogonone B (IXa), which were derived from the constituents of Ophiopogo
Tada, Akihiro,Saitoh, Tamotsu,Shoji, Junzo
p. 2487 - 2493
(2007/10/02)