15485-69-5Relevant academic research and scientific papers
Genistein and fluorinated analogs suppress agonist-induced airway smooth muscle contraction
Bois, Frederic,Desfougeres, Aline,Boumendjel, Ahcene,Mariotte, Anne-Marie,Bessard, Germain,Caron, Francoise,Devillier, Philippe
, p. 1323 - 1326 (1997)
4'-fluoro-5,7-dihydroxyisoflavone (DHIF), 2',4'-difluoro-5,7-DHIF and 3',4'-difluoro-5,7-DHIF were synthesized as analogs of the naturally occuring 5,7,4'-trihydroxyisonavone (genistein). On guinea-pig trachea, genistein exhibited potent relaxant effect on strips precontracted with acetylcholine, KCl and histamine and a potent inhibitory effect on KCl-induced contraction. Fluorinated compounds showed less activity.
Synthesis and Bio-evaluation of 2-Alkyl Substituted Fluorinated Genistein Analogues against Breast Cancer
Liu, Xiaohe,Xiao, Can,Yao, Xu,Zeng, Wenbin,Zheng, Fan,Zhu, Yingli
, p. 589 - 601 (2022/03/09)
Background: Breast cancer is the leading cause of cancer death in women. The current methods of chemotherapy for breast cancer generally have strong adverse reactions and drug resistance. Therefore, the discovery of novel anti-breast cancer lead compounds is urgently needed. Objective: This study aimed to design and synthesize a series of 2-alkyl substituted fluorinated genistein analogues and evaluate their anti-breast cancer activity. Methods: Target compounds were obtained in a multistep reaction synthesis. The anti-tumor activity of compounds I-1~I-35 was evaluated with MCF-7, MDA-MB-231, MDA-MB-435, and MCF-10A cell lines in vitro, with tamoxifen as the positive control. Molecular docking was used to study the interaction between the synthesized compounds and PI3K-gamma. Results: A series of 2-alkyl substituted fluorinated genistein analogues was designed, synthesized, and screened for their bioactivity. Most of the compounds displayed better selectivity toward breast cancer cell lines as compared to tamoxifen. Among these analogues, I-2, I-3, I-4, I-9, I-15, and I-17 have the strongest selective inhibition of breast cancer cells. Compounds I-10, I-13, I-15, I-17, and I-33 were found to have significant inhibitory effects on breast cancer cells. Molecular docking studies have shown that these compounds may act as PI3Kγ inhibitors and may further exhibit anti-breast cancer effects. Conclusion: Most of the newly synthesized compounds could highly, selectively inhibit breast cancer cell lines. The experimental results indicate that the synthesized analogs may also have obvious selective inhibitory effects on other malignant proliferation cancer cells.
Polycyclic benzodifuran compound and application thereof as anti-RSV drug
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Paragraph 0033, (2021/01/04)
The invention discloses a polycyclic benzodifuran compound with a formula (I), a preparation method thereof and an application of the polycyclic benzodifuran compound as an anti-respiratory syncytialvirus (RSV) drug. The polycyclic benzodifuran compound d
A Direct Synthesis of 2-(ω-Carboxyalkyl)isoflavones from ortho-Hydroxylated Deoxybenzoins
Mrug, Galyna P.,Demydchuk, Bohdan A.,Bondarenko, Svitlana P.,Sviripa, Vitaliy M.,Wyrebek, Przemyslaw,Mohler, James L.,Fiandalo, Michael V.,Liu, Chunming,Frasinyuk, Mykhaylo S.,Watt, David S.
supporting information, p. 5460 - 5463 (2018/10/20)
As part of a program focused on the development of new antineoplastic agents based on scaffolds found in natural products, we explored the isoflavone family as potential enzyme inhibitors. We required biotin-modified isoflavones to identify potential biological targets, and we selected the C-2 position in isoflavones as an attachment site for an alkyl group bearing a terminal carboxylic acid to which we could attach a biotin derivative. The base-catalyzed condensation of 2,4-dihydroxy-substituted deoxybenzoins with cyclic anhydrides mediated by a combination of triethylamine and 1,8-diazabicyclo[5.4.0]undec-7-ene led to an efficient synthesis of the desired 2-(ω-carboxyalkyl)isoflavones with functional groups at C-5, 6 and 7 and with various substituents in the C-3 phenyl group.
Synthesis, Characterization, and Antioxidant Activities of Genistein, Biochanin A, and Their Analogues
Hamza Sherif, Salah,Gebreyohannes, BerihuTekluu
, (2018/04/30)
A series of naturally occurring genistein (3) and biochanin A (4) compounds and their analogues were synthesized from phloroglucinol. The structures of all the synthesized compounds were established by the combined use of 1HNMR, 13CNMR, IR spectral data, and mass spectrometry; their antioxidant activities were investigated. Most of the synthesized compounds show moderate-to-high activity; only two compounds exhibit no significant activity.
Synthesis and aminomethylation of 7-hydroxy-5-methoxyisoflavones
Mrug,Bondarenko,Khilya,Frasinyuk
, p. 235 - 241 (2013/07/26)
A synthetic method for 7-hydroxy-5-methoxyisoflavones starting from 5,7-dihydroxyisoflavones was developed. Dimethylcarbamoylchloride was proposed for protection of the 7-hydroxy group. Aminomethylation of the synthesized 7-hydroxy-5-methoxyisoflavones by formaldehyde aminals was studied.
2H-1-benzopyran derivatives, processes for their preparation and pharmaceutical compositions thereof
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Page 22, (2010/01/31)
2H-1-benzopyran derivatives, processes for their preparation and use thereof for the preparation of pharmaceutical compositions for the prevention and treatment of postmenopausal pathologies.
