52601-06-6Relevant academic research and scientific papers
Novel 3′,5′-diprenylated chalcones inhibited the proliferation of cancer cells in?vitro by inducing cell apoptosis and arresting cell cycle phase
Wen, Zhonghang,Zhang, Yongqiang,Wang, Xinghui,Zeng, Xiaoping,Hu, Zhanxing,Liu, Yi,Xie, Yuxin,Liang, Guangyi,Zhu, Jianguo,Luo, Heng,Xu, Bixue
, p. 227 - 239 (2017)
A double Claisen rearrangements synthetic strategy was established for the total synthesis of 4,4′-dimethyl medicagenin (compound 6c). A series of its analogs also were prepared, including two novel 3′,5′-diprenylated chalcones, in which ring B was replaced by azaheterocycle. The structures of the twenty-two newly synthesized compounds were confirmed by 1H NMR, 13C NMR and ESI-MS. In?vitro, the cytotoxicity of the target compounds was evaluated using cancer cells. Noticeably, compound 10 exhibited broad-spectrum cytotoxicity on PC3 prostate cancer cells, MDA-MB-231 breast cancer cells (MDA), HEL and K562 erythroleukemia cells with IC50 values of 2.92, 3.14, 1.85 and 2.64?μM, respectively. Further studies indicated that compound 10 induced apoptosis and arrested the cell cycle phase of the above mentioned four cancer cell lines. By contrast, compound 6g selectively displayed potent inhibitory activity against the proliferation of HEL cells with an IC50 value of 4.35?μM. Compound 6g slightly induced apoptosis and arrested cell cycle phase of HEL cells. Preliminary structure-activity relationship studies indicated that, in all cancer cell lines evaluated, the 3-pyridinyl group was essential for cytotoxicity.
Preparation method and application of natural product Xanthoangelol D and derivative thereof
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Paragraph 0008, (2019/11/28)
The invention discloses a preparation method and application of an isopentenyl chalcone natural product and a derivative thereof. The structural general formula (I) and (II) of the isopentenyl chalcone natural product and the derivative thereof are as follows. Compared with a novel isopentenyl chalcone derivative, the obtained natural product Xanthoangelol D has inhibitory activity improved to a certain degree on bacillus subtilis. The preparation rout of the preparation method has fewer process steps, raw materials are easily available, and the preparation method is suitable for industrial production.
Synthesizing method of isoamylene-based chalcone derivative and application of isoamylene-based chalcone derivative in pharmaceutical industry
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, (2019/06/27)
The invention discloses a synthesizing method of an isoamylene-based chalcone derivative and application of the isoamylene-based chalcone derivative in pharmaceutical industry. The derivative involvedin the method is synthesized in the steps that 1, a com
Synthesis and antibacterial activity of chalcones bearing prenyl or geranyl groups from Angelica keiskei
Sugamoto, Kazuhiro,Matsusita, Yoh-Ichi,Matsui, Kana,Kurogi, Chiaki,Matsui, Takanao
experimental part, p. 5346 - 5359 (2011/08/04)
Chalcones bearing prenyl or geranyl groups from Angelica keiskei, such as 4-hydroxyderricin (1a), xanthoangelol (1e), xanthoangelol F (1f), xanthoangelol H (2), deoxyxanthoangelol H (3), and deoxydihydroxanthoangelol H (4) and their derivatives were synthesized. From the evaluation of antibacterial activity of the synthesized chalcones, 1a, isobavachalcone (1b), 1e, 1f, bavachalcone (5a), and broussochalcone B (5b) were found to inhibit Gram-positive bacteria.
Synthesis of 4-hydroxyderricin and related derivatives
Sugamoto, Kazuhiro,Kurogi, Chiaki,Matsushita, Yoh-ichi,Matsui, Takanao
scheme or table, p. 6639 - 6641 (2009/04/07)
Naturally occurring chalcones, namely 4-hydroxyderricin (1), xanthoangelol H (2), deoxyxanthoangelol H (3), and deoxydihydroxanthoangelol H (4), were first synthesized and evaluated for antibacterial activities.
THERAPEUTIC AGENT
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Page/Page column 58, (2010/11/08)
A therapeutic agent and prophylactic agent for a disease accompanying an abnormality in an amount of insulin or insulin response, an agent for an insulin-mimetic action, a food, beverage and feed, an agent for enhancing glucose uptake into a cell, and an agent for inducing differentiation into an adipocyte, characterized in that each comprises as an effective ingredient at least one compound selected from the group consisting of a chalcone compound, an acetophenone compound, a coumarin compound, a phthalide compound, derivatives thereof, and pharmacologically acceptable salts thereof.
Anti-ulcer agent comprising chalcone derivative as effective ingredient and novel chalcone derivative
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, (2008/06/13)
The present invention relates to an anti-ulcer agent comprising a compound represented by the following general formula I as the effective ingredient, and a novel chalcone derivative included in the compound represented by this general formula I: STR1 wherein X and Y independently stand for a hydrogen atom or together form a single bond, R1 stands for a hydroxyl group, an acetoxy group, a carboxymethoxy group or a methoxycarbonylmethoxy group, R2 stands for a hydrogen atom, an isoprenyl group, isopentyl group or a propyl group, R3 stands for hydroxyl group or a methoxy group, R4 stands for a hydrogen atom, a hydroxyl group or a methoxy group, R5 stands for a hydrogen atom, a hydroxyl group, a methoxy group or an isopentyl group, R6 stands for a hydroxyl group, a methoxy group or a carboxymethoxy group, and R7 stands for a hydrogen atom or a methoxy group.
Synthesis of new dihydropyrano-1,3-diphenylprop-2-enones: Revision of structure of flemistricin-F
Parmar, V. S.,Sharma, V. K.,Malhotra, Sunita
, p. 547 - 550 (2007/10/02)
Four new dihydropyranochalcones, viz. 4',5''-dihydroxy-6'',6''-dimethyldihydropyrano(2',3':2'',3'')chalcone (1), 5''-hydroxy-4'-methoxy-6'',6''-dimethyldihydropyrano(2',3':2'',3'')chalcone (5), 4'-benzyloxy-5''-hydroxy-6'',6''-dimethyldihydropyrano(2',3':
The First Synthesis of Nuclear Prenylated Coumestans as Analogues of Psoralidin
Jain, A. C.,Jain, S. M.,Gupta, S. M.,Singh, K. V.
, p. 1028 - 1029 (2007/10/02)
3,8,9-Trimethoxy-4-C-prenylcoumestan (7) has been synthesized starting from 2-hydroxy-4-methoxy-3-C-prenylacetophenone (4b) in steps consisting of 4-hydroxycoumarin (5) formation followed by oxidative coupling of the latter (5) with catechol and O-methyla
A Study of Partial Demethylation of Isopentenylated Methoxyacetophenones with Trimethylsilyl Iodide
Jain, A. C.,Gupta, S. M.,Gupta, Atul
, p. 274 - 275 (2007/10/02)
Demethylation of 2,4-dimethoxy-5-C-(II) and 3-C-(V) prenylacetophenones and 6-acetyl-5-methoxy-(VIII) and 7-methoxy-(X)-2,2-dimethylchromenes according to the method of Morita et al affords the corresponding hydroxy compounds (II
