97980-71-7Relevant academic research and scientific papers
Inhibiting epidermal growth factor receptor signalling potentiates mesenchymal–epithelial transition of breast cancer stem cells and their responsiveness to anticancer drugs
Manupati, Kanakaraju,Dhoke, Neha R.,Debnath, Tanusree,Yeeravalli, Ragini,Guguloth, Kalpana,Saeidpour, Shahrzad,De, Utpal Chandra,Debnath, Sudhan,Das, Amitava
, p. 1830 - 1854 (2017)
The recurrence of breast cancer in patients is a persistent challenge to the medical fraternity. Breast tumor contains a small population of cells with high tumor initiating and metastatic potential, known as cancer stem cells (CSCs), which are resistant to existing chemotherapeutics. CSCs contribute to the aggressiveness of triple negative breast cancers (TNBCs), thereby necessitating the identification of molecular targets on breast CSCs. TNBC cell line MDA-MB-231, in comparison with MCF-7, demonstrated a higher expression of epidermal growth factor receptor (EGFR). Thus, the naturally occurring flavanone, chrysin, with limited potential as a chemotherapeutic agent, was structurally modified by designing an analog with EGFR binding affinity using a molecular docking approach and subsequently synthesised. Chrysin analog CHM-09 and known EGFR inhibitors demonstrated a comparable anti-proliferative, anti-migratory activity along with the induction of apoptosis and cell cycle arrest in MDA-MB-231. Furthermore, sorted CD24?/CD44+-breast CSCs and CD24+-breast cancer cells from MDA-MB-231 demonstrated a markedly high expression of EGFR in the former than in the latter. CHM-09 and EGFR inhibitors could perturb EGF-induced EGFR signalling of breast CSC proliferation, migration, mammosphere formation and mesenchymal tri-lineage differentiation. CHM-09 or EGFR inhibitors not only led to inactivation of EGFR downstream signalling pathways such as Akt, extracellular signal regulated kinase and signal transducer and activator of transcription 3, but also induction of mesenchymal–epithelial transition as confirmed by decreased N-cadherin and increased E-cadherin expression. Finally, combinatorial treatment of EGFR inhibitors and doxorubicin led to significant increase in breast CSCs responsiveness to a chemotherapeutic drug. The results of the present study suggest that EGFR is a therapeutic target in breast CSCs and that abrogation of EGFR signalling along with chemotherapeutic drugs is an effective approach against breast cancer.
Synthesis of Novel Vindoline-Chrysin Hybrids
Mayer, Szabolcs,Nagy, Nóra,Keglevich, Péter,Szigetvári, áron,Dékány, Miklós,Szántay Junior, Csaba,Hazai, László
, (2021/12/09)
Vinca alkaloids are well-known microtubule targeting agents, which are used against some types of cancer. Vindoline is one of the monomeric Vinca alkaloids which does not have anti-tumor effect, although its derivatives have serious impact on the field of
Long-chain primary amide white poplar derivative as well as preparation method and application thereof
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, (2021/09/01)
The invention belongs to the field of medicines, and relates to a long-chain primary amide chrysin derivative and a preparation method and application thereof. The long-chain primary amide white poplar derivative has the structure shown I, and in the form
NO donor compounds, compositions, preparation method and application thereof
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Paragraph 0270; 0275-0276, (2019/11/13)
The object of the present invention is to provide NO donor compounds, compositions, a preparation method and application thereof. The compounds and the compositions show high anticancer activity in in-vitro anticancer activity tests, and have inhibitory a
Chrysin amide derivative as well as preparation method and medical application thereof
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, (2019/06/07)
The invention relates to the technical field of pharmaceutical chemistry and in particular relates to a chrysin amide derivative as well as a preparation method and medical application of the derivative. A structural formula of the chrysin amide derivativ
Design and biological evaluation of novel hybrids of 1, 5-diarylpyrazole and Chrysin for selective COX-2 inhibition
Ren, Shen-Zhen,Wang, Zhong-Chang,Zhu, Xiao-Hua,Zhu, Dan,Li, Zhang,Shen, Fa-Qian,Duan, Yong-Tao,Cao, Han,Zhao, Jing,Zhu, Hai-Liang
, p. 4264 - 4275 (2018/07/21)
The overexpress of COX-2 was clearly associated with carcinogenesis and COX-2 as a possible target has long been exploited for cancer therapy. In this work, we described the design and synthesis of a series of diarylpyrazole derivatives integrating with c
C-7 modified flavonoids as novel tyrosyl-tRNA synthetase inhibitors
Xiao, Zhu-Ping,Wei, Wei,Liu, Qi,Wang, Peng-Fei,Luo, Xing,Chen, Fang-Yuan,Cao, Yang,Huang, Hong-Xia,Liu, Mi-Mi,Zhu, Hai-Liang
, p. 6193 - 6201 (2017/02/05)
Twenty C-7 modified flavonoids were designed and synthesized. Biological evaluation in vitro indicated that compounds generated by SYBYL-X with high scores also showed good inhibitory activities against TyrRS. Compounds containing the nargenin core exhibi
A chrysin preparation of amino acid derivatives (by machine translation)
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Paragraph 0045-0047; 0054; 0056, (2017/08/23)
The invention discloses a chrysin amino acid derivative and its preparation method, dialogue chrysin 7 bit synthesizing different series of chrysin derivatives, the specific synthetic route for chrysin first with supplies immunoglobulin molecules thickener of ester reaction, obtained after the hydrolysis of 7 - O - carboxysomes alkylation chrysin derivatives, with different types of amino acid alkyl ester salt reaction, through the amide condensation to obtain chrysin amino acid alkyl esters, then hydrolyze chrysin amino acid derivatives. The invention relates to amino acid with the chrysin molecule, on the one hand improve the solubility of the chrysin, on the one hand and the killing effect of the normal cell; amino acid is the basic unit of a protein, as an important active molecule in the human body, the process involved in various life activities, non-toxic and harmless to the human body; amino acid has good solubility, and tumor cells to amino acid than normal cell high demand. (by machine translation)
Synthesis and anti-inflammatory in vitro, in silico, and in vivo studies of flavone analogues
Khanapur, Manjulatha,Pinna, Nishal K.,Badiger, Jaishree
, p. 2656 - 2669 (2015/02/05)
Chrysin and 7-hydroxy flavone were prepared by Baker-Venkatraman rearrangement followed by esterification at 7th position and replacement of ester with acetamide linking to different heterocyclic moieties synthesized 13a-g and 14a-g series of flavones analogues. These were screened against COX-2 and COX-1 enzymes for inhibition by in vitro assay and COX-2 for in silico docking studies. The compound 14a was found to be most active with IC50 of 3.11 μM concentration, with highest binding energy of -12.4 kcal/mole and 77.2 and 80.5 % inhibition at 3 and 5 h post-carrageenan induced in paw oedema.
