57543-56-3Relevant academic research and scientific papers
A novel chalcone derivative and composition for anticancer comprising the same
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Paragraph 0098-0101; 0104-0105, (2020/05/06)
The present invention relates to a novel chalcone derivative and an anticancer composition including the chalcone derivative. In the present invention, provided are an anticancer drug for treating ovarian cancer cells and another anticancer drug for treating ovarian cancer cells having resistance to cisplatin. For this, in the present invention, provided is a compound denoted by chemical formula 1 in which R^1 is H or OCH_3, R^2 is OCH_3 or H, R^3 is OCH_3, R^4 is H, R^5 is OCH_3, R^6 is H and R^7 is OCH_3.
Polyphenols bearing cinnamaldehyde scaffold showing cell growth inhibitory effects on the cisplatin-resistant A2780/Cis ovarian cancer cells
Shin, Soon Young,Jung, Hyeryoung,Ahn, Seunghyun,Hwang, Doseok,Yoon, Hyuk,Hyun, Jiye,Yong, Yeonjoong,Cho, Hi Jae,Koh, Dongsoo,Lee, Young Han,Lim, Yoongho
, p. 1809 - 1820 (2014/03/21)
Ovarian carcinoma remains the most lethal among gynecological cancers. Chemoresistance is a clinical problem that severely limits treatment success. To identify potent anticancer agents against the cisplatin-resistant human ovarian cancer cell line A2780/Cis, 26 polyphenols bearing a cinnamaldehyde scaffold were synthesized. Structural differences in their inhibitory effect on clonogenicity of A2780/Cis cells were elucidated using comparative molecular field analysis and comparative molecular similarity indices analysis. Structural conditions required for increased inhibitory activity can be derived based on the analysis of their contour maps. The two most active compounds (16 and 19) were selected and further characterized their biological activities. We found that compounds 16 and 19 trigger cell cycle arrest at the G2/M phase and apoptotic cell death in cisplatin-resistant A2780/Cis human ovarian cancer cells. The molecular mechanism of compound 16 was elucidated using in vitro aurora A kinase assay, and the binding mode between the compound 16 and aurora A kinase was interpreted using in silico docking experiments. The findings obtained here may help us develop novel plant-derived polyphenols used for potent chemotherapeutic agents. In conclusion, compounds 16 and 19 could be used as promising lead compounds for the development of novel anticancer therapies in the treatment of cisplatin-resistant ovarian cancers.
Catalytical promiscuity of α-amylase: Synthesis of 3-substituted 2H-chromene derivatives via biocatalytic domino oxa-Michael/aldol condensations
Zhou, Long-Hua,Wang, Na,Zhang, Wei,Xie, Zong-Bo,Yu, Xiao-Qi
, p. 37 - 43 (2013/05/21)
An facile and green one-pot route has been developed for the synthesis of chromenes using salicylaldehyde and α,β-unsaturated ketones. α-Amylase from Bacillus subtilis shows excellent catalytic activity and exerts good adaptability to different substrates in the reaction. This promiscuous enzyme-catalyzed domino reaction not only extends the application of α-amylase from B. subtilis for new chemical transformations, but also provided an alternative synthetic method for 2H-chromene derivatives.
1H and 13C NMR spectral assignments of novel chromenylchalcones
Yoon, Hyuk,Ahn, Seunghyun,Hwang, Doseok,Jo, Geunhyeong,Kim, Dong Woon,Kim, Sang Ho,Koh, Dongsoo,Lim, Yoongho
, p. 759 - 764 (2012/11/13)
Several types of chalcones containing 2H-chromen group were synthesized. Claisen-Schmidt condensation of 2H-chromen-3-carbaldehydes (I) with methoxy substituted acetophenones afforded (E)-3-(2H-chromen-3-yl)-1-(methoxyphenyl) prop-2-en-1-ones (chromenylchalcones, 1-7). Other types of chromenylchalcone, (E)-1-(6-methoxy-2H-chromen-3-yl)-3-(methoxyphenyl)prop-2-en-1-ones (8-13) were also obtained between reaction of methoxy substituted benzaldehydes and 1-(6-methoxy-2H-chromen-3-yl)ethanone (II). Dichromenylchalcones (14-16) were also synthesized through the same reaction between aldehydes (I) and ketone (II). Their complete 1H-NMR and 13C-NMR assignments are reported here and more polysubstituted chromenylchalcones synthesized or isolated from the natural sources in the future can be identified on the basis of the NMR data reported here. Copyright
Cytotoxic activity evaluation and QSAR study of chromene-based chalcones
Firoozpour, Loghman,Edraki, Najmeh,Nakhjiri, Maryam,Emami, Saeed,Safavi, Maliheh,Ardestani, Sussan Kabudanian,Khoshneviszadeh, Mehdi,Shafiee, Abbas,Foroumadi, Alireza
, p. 2117 - 2125 (2013/08/25)
Chalcone and chromene motifs are synthetic or naturally occurring scaffolds with significant cytotoxic profile. Two types of novel regioisomeric chromene-chalcone hybrids, namely 1-(6-chloro or 6-methoxy-2H-chromen-3-yl)-3- phenylprop-2-en-1-one (Type A) and 3-(6-chloro or 6-methoxy-2H-chromen-3-yl)-1- phenylprop-2-en-1-one (Type B), both with different substituents on the phenyl ring attached to propenone linkage, have been evaluated for their cytotoxic activity against breast cancer cell lines (MCF-7 and MDA-MB-231). The results indicate that type A of chromene-chalcones demonstrated better cytotoxic profile than type B especially in MDA-MB-231 cell line. In addition, the growth inhibitory activity of most of the target compounds is higher than Etoposide as a reference drug. QSAR analysis of these novel compounds demonstrated that topological and geometrical parameters are among the important descriptors that influence the cytotoxic activity profile of compounds.
Identification of novel molecular scaffolds for the design of MMP-13 inhibitors: A first round of lead optimization
La Pietra, Valeria,Marinelli, Luciana,Cosconati, Sandro,Di Leva, Francesco Saverio,Nuti, Elisa,Santamaria, Salvatore,Pugliesi, Isabella,Morelli, Matteo,Casalini, Francesca,Rossello, Armando,La Motta, Concettina,Taliani, Sabrina,Visse, Robert,Nagase, Hideaki,Da Settimo, Federico,Novellino, Ettore
scheme or table, p. 143 - 152 (2012/03/09)
Osteoarthritis (OA) is the leading cause of joint pain and disability in middle-aged and elderly patients, and is characterized by progressive loss of articular cartilage. Among the various matrix metalloproteinases (MMPs), MMP-13 is specifically expresse
Chromene-based synthetic chalcones as potent antileishmanial agents: Synthesis and biological activity
Foroumadi, Alireza,Emami, Saeed,Sorkhi, Maedeh,Nakhjiri, Maryam,Nazarian, Zohreh,Heydari, Samaneh,Ardestani, Sussan K.,Poorrajab, Fatemeh,Shafiee, Abbas
experimental part, p. 590 - 596 (2011/04/17)
Two types of regioisomeric chromene-based chalcones namely, 1-(6-methoxy-2H-chromen-3-yl)-3-phenylpropen-1-ones and 3-(6-methoxy-2H-chromen- 3-yl)-1-phenylpropen-1-ones were prepared and investigated for their antileishmanial activity against promastigotes form of Leishmania major. The obtained results from in vitro biological assays indicated that chloro-substituted 1-(6-methoxy-2H-chromen-3-yl)-3-phenylpropen-1-ones exhibited excellent activity against Leishmania major at non-cytotoxic concentrations.
New heteroarotinoid compounds
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, (2008/06/13)
Compounds of general formula (I): STR1 in which: R denotes a hydrogen atom, a halogen atom or a hydroxy, lower alkyl, lower alkyloxy, carboxyl, (lower alkyloxy)carbonyl, (lower arylalkyloxy)carbonyl, aminocarbonyl, (lower mono- or dialkyl)aminocarbonyl or (lower arylalkyl)aminocarbonyl group, an aminocarbonyl group N-substituted with a heterocyclic radical, or a thio, (lower alkyl)thio, sulfonyl or (lower alkyl)sulfonyl group, R1, R2, R3 and R4, which may be identical or different, denote a hydrogen atom, a halogen atom or a lower alkyl, lower alkenyl, lower alkyloxy or lower alkenyloxy group, optionally substituted with one or more halogen atoms, their isomers, enantiomers, diastereoisomers and also, when R denotes a carboxyl, their addition salts with a pharmaceutically acceptable base and, when R contains a basic group, their addition salts with a pharmaceutically acceptable acid.
