- Development of curcumin-based amyloid β aggregation inhibitors for Alzheimer's disease using the SAR matrix approach
-
Amyloid β (Aβ) aggregation inhibitor activity cliff involving a curcumin structure was predicted using the SAR Matrix method on the basis of 697 known Aβ inhibitors from ChEMBL (data set 2487). Among the compounds predicted, compound B was found to posses
- Asawa, Yasunobu,Ban, Hyun Seung,Nakamura, Hiroyuki,Okada, Satoshi,Yoshimori, Atsushi,Yudi Utomo, Rohmad,Bajorath, Jürgen
-
-
Read Online
- Click chemistry approach to characterize curcumin-protein interactions in vitro and in vivo
-
Curcumin, a bis-α, β-unsaturated β-diketon dietary compound from turmeric, is among the most promising dietary compounds for preventing chronic diseases. Previous research has shown that curcumin is highly reactive toward protein thiols to form curcumin-p
- Yang, Haixia,Sukamtoh, Elvira,Du, Zheyuan,Wang, Weicang,Ando, Manami,Kwakwa, Yaa Nyamekye,Zhang, Jianan,Zhang, Guodong
-
-
Read Online
- Feruloyloacetone can be the main curcumin transformation product
-
Curcumin is a phenolic compound produced by some plants, among which Curcuma longa is the reachest in this principal curcuminoid. At elevated temperature curcumin degrades to trans-6-(4′-hydroxy-3′-methoxyphenyl)-2,4-dioxo-5-hexenal, vanillin, ferulic aci
- Typek, Rafa?,Dawidowicz, Andrzej L.,Bernacik, Katarzyna,Stankevi?, Marek
-
-
Read Online
- Mitochondrial-targeting curcumin derivative as well as preparation method and medical application thereof
-
The invention relates to the field of natural medicines and medicinal chemistry, in particular to a mitochondria-targeting curcumin derivative. The invention also discloses a preparation method of the curcumin derivative and application of the curcumin de
- -
-
Paragraph 0074-0076; 0078; 0081-0084; 0085-0088; 0104; ...
(2021/07/21)
-
- Curcumin histone deacetylase inhibitor and preparation method and medical application thereof
-
The invention relates to the fields of medicinal chemistry and biology, in particular to a curcumin histone deacetylase inhibitor. The invention also discloses a preparation method of the inhibitor and an application of the inhibitor in exerting anti-tumor activity by inhibiting histone deacetylase.
- -
-
Paragraph 0034-0037
(2021/07/24)
-
- Lys modification of curcumin derivatives, their synthesis and use
-
The present invention discloses pseudo-peptides as the following formula, and further discloses a preparation method and applications of the pseudo-peptides. The pseudo-peptides in the invention have an excellent thrombolytic activity, an antithrombotic a
- -
-
Paragraph 0037; 0038; 0039
(2018/11/03)
-
- Discovery of novel anti-tumor curcumin analogues from the optimization of curcumin scaffold
-
A series of novel curcumin analogues were synthesized by optimization of its aromatic ring. The antiproliferative activities of these analogues were screened against four human cancer cell lines by MTT assay and some displayed significant improvement in a
- Zhang, Laiyin,Zong, Haiyang,Lu, Huiping,Gong, Jingru,Ma, Fenfen
-
p. 2468 - 2476
(2017/10/05)
-
- Pharmacological protection of mitochondrial function mitigates acute limb ischemia/reperfusion injury
-
We describe several novel curcumin analogues that possess both anti-inflammatory antioxidant properties and thrombolytic activities. The therapeutic efficacy of these curcumin analogues was verified in a mouse ear edema model, a rat arterial thrombosis as
- Bi, Wei,Bi, Yue,Gao, Xiang,Yan, Xin,Zhang, Yanrong,Harris, Jackie,Legalley, Thomas D.,Gibson, K. Michael,Bi, Lanrong
-
supporting information
p. 4042 - 4051
(2016/08/01)
-
- Design and synthesis of curcumin derivatives as tau and amyloid β dual aggregation inhibitors
-
Alzheimer's disease (AD) is the most common form of dementia. In an AD patient's brain, senile plaques and neurofibrillary tangles, the abnormal aggregates of amyloid β (Aβ) peptide and tau protein, are observed as the two major hallmarks of this disease.
- Okuda, Michiaki,Hijikuro, Ichiro,Fujita, Yuki,Teruya, Takayuki,Kawakami, Hirochika,Takahashi, Takashi,Sugimoto, Hachiro
-
p. 5024 - 5028
(2016/10/05)
-
- Synthesis and evaluation of curcumin derivatives toward an inhibitor of beta-site amyloid precursor protein cleaving enzyme 1
-
To research a new non-peptidyl inhibitor of beta-site amyloid precursor protein cleaving enzyme 1, we focused on the curcumin framework, two phenolic groups combined with an sp2 carbon spacer for low-molecular and high lipophilicity. The structure-activity relationship study of curcumin derivatives is described. Our results indicate that phenolic hydroxy groups and an alkenyl spacer are important structural factors for the inhibition of beta-site amyloid precursor protein cleaving enzyme 1 and, furthermore, non-competitive inhibition of enzyme activity is anticipated from an inhibitory kinetics experiment and docking simulation.
- Konno, Hiroyuki,Endo, Hitoshi,Ise, Satomi,Miyazaki, Keiki,Aoki, Hideo,Sanjoh, Akira,Kobayashi, Kazuya,Hattori, Yasunao,Akaji, Kenichi
-
supporting information
p. 685 - 690
(2014/01/23)
-
- Feruloylacetone as the model compound of half-curcumin: Synthesis and antioxidant properties
-
In order to clarify the contribution of phenolic and enolic hydroxyl group to the antioxidant capacity of feruloylacetone, a model compound of half-curcumin, 6-(p-hydroxy-m-methoxyphenyl)-5-hexene-2,4-dione (FT), 6-(p-benzyloxy-m-methoxyphenyl)-5-hexene-2,4-dione (BMFT), 6-(m,p- dihydroxyphenyl)-5-hexene-2,4-dione (DDFT), 6-(p-hydroxy-m-methoxyphenyl)hexane- 2,4-dione (DHFT), 6-(p-hydroxy-m-methoxyphenyl)-5-hexene-2,4-diol (THFT), and ethyl 2-(p-hydroxy-m-methoxybenzylidene)-3-oxobutanoate (EOFT) were synthesized. The radical-scavenging abilities of these compounds were tested by trapping 2,2′-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical (ABTS+), 2,2′-diphenyl-1-picrylhydrazyl (DPPH), and galvinoxyl radicals. The reductive capacities were screened by quenching singlet oxygen and by inhibiting the oxidation of linoleic acid. They were also employed to inhibit the oxidation of DNA mediated by hydroxyl radical and 2,2′-azobis(2-amidinopropane hydrochloride) (AAPH). In addition, they were applied to protect erythrocytes against AAPH- and hemin-induced hemolysis. The obtained results revealed that the antioxidant capacity of half-curcumin was derived from the phenolic-OH and the conjugated linkage between phenolic and enolic-OH. The enolic-OH itself cannot trap radicals.
- Feng, Jian-Ying,Liu, Zai-Qun
-
experimental part
p. 1198 - 1206
(2011/04/22)
-
- Bisdemethylcurcumin and structurally related hispolon analogues of curcumin exhibit enhanced prooxidant, anti-proliferative and anti-inflammatory activities in vitro
-
Curcumin, a component of turmeric (Curcuma longa), exhibits anti-inflammatory and anti-proliferative activities through the generation of reactive oxygen species (ROS). Curcumin (diferuloylmethane) contains two hydroxyl, two methoxy and two phenyl groups but how these groups contribute to its activity is poorly understood. We synthesized analogues that varied in inclusion of these groups and compared their activity. We found that bisdemethylcurcumin (BDC) was more potent than curcumin as an anti-inflammatory agent as indicated by suppression of TNF-induced NF-κB activation, more potent as an anti-proliferative agent, and more potent in inducing ROS. Hispolon, which lacks one aromatic unit in relation to curcumin, also exhibited enhanced anti-inflammatory and anti-proliferative activities. When synthetic curcumin (Cur-S) was compared with bisdemethylcurcumin (BDC), hispolon, hispolon methyl ether (HME), dehydroxy hispolon (DH), hydroxy hispolon (HH), methoxy hispolon methyl ether (MHME), and methoxy hispolon (MH), we found that following order of anti-inflammatory activity: BDC=Hispolon>HME>HH>Cur-S>MHME>MH>DH; for anti-proliferative: Hispolon>BDC>MHME>Cur-S>MH>HME=HH>DH; and for prooxidant: BDC>Cur-S=MHME>HH>MH+HME>DH (254-1414 mean fluorescence intensity). Thus, dehydroxy hispolon was least potent for all three activities. Overall the results indicate that the substitution of a hydroxyl group for a methoxy group at the meta positions of the phenyl rings in curcumin significantly enhanced the anti-inflammatory activity, and the removal of phenyl ring at the 7th position of the heptadiene back bone and addition of hydroxyl group significantly increased the anti-proliferative activity of curcumin.
- Ravindran, Jayaraj,Subbaraju, Gottumukkala V.,Ramani, Modukuri V.,Sung, Bokyung,Aggarwal, Bharat B.
-
experimental part
p. 1658 - 1666
(2011/11/29)
-
- Synthesis and biological evaluation of curcuminoid pyrazoles as new therapeutic agents in inflammatory bowel disease: Effect on matrix metalloproteinases
-
Seven N-unsubstituted curcuminoid pyrazoles have been synthesized from the corresponding β-diketones (including curcumin). We evaluated the possibility of curcuminoid pyrazoles regulating the activity of matrix metalloproteinases (MMPs) by human intestinal epithelial cells in vitro. Zymographic analysis revealed that three compounds significantly down-regulated MMP-9 activity on inflammation-induced intestinal epithelial cells, making them original candidates for the treatment of inflammatory bowel disease (IBD).
- Claramunt,Bouissane,Cabildo,Cornago,Elguero,Radziwon,Medina
-
experimental part
p. 1290 - 1296
(2009/07/04)
-
- Synthesis and complexation properties of two new curcuminoid molecules bearing a diphenylmethane linkage
-
Bis-curcuminoids 3 and 4, bearing a diphenylmethane bridge for both compounds and a crown ether chain adapted to complex Li+ for compound 4, were synthesized and characterized by mass and NMR spectroscopies. By their preorganized geometry, they represent a new class of curcuminoids able to complex transition metal cations. Their absorption spectra in DMF by comparison with those of curcumin 1 and dimethylcurcumin 2 have shown that the phenolate forms in the two halves are in interaction in compound 3 and are independent in compound 4. Complexation studies have revealed a poor selectivity of curcuminoids for transition metals. Nevertheless complexation of Cu (II), studied by UV-visible absorption spectroscopy, has shown subtle differences between curcumin 1 and bis-curcuminoid 3. These observations were supported by quantum mechanic calculations to establish the most probable structures of non- and complexed compounds.
- Sundaryono, Agus,Nourmamode, Aziz,Gardrat, Christian,Fritsch, Alain,Castellan, Alain
-
p. 177 - 190
(2007/10/03)
-
- Metal chelates of 6-aryl-5-hexene-2,4-diones
-
A series of 6-aryl-5-hexene-2,4-diones and their NiII, CuII, ZnII and PdII chelates of composition ML2 have been synthesised. The metal ion replaces the enol proton of the ligands with the formation o
- Venugopalan,Krishnankutty
-
p. 472 - 473
(2007/10/03)
-
- Synthesis of (+/-)-cassumunins A and B, new curcuminoid antioxidants having protective activity of the living cell against oxidative damage.
-
A chemical synthesis of cassumunins A (1) and B (2), natural curcuminoid antioxidants, was developed. The synthesis was started from o-vanillin and after nine reaction steps resulted in 20% and 26% overall yields of 1 and 2, respectively. The synthetic ca
- Masuda,Matsumura,Oyama,Takeda,Jitoe,Kida,Hidaka
-
p. 609 - 613
(2007/10/03)
-
- Process of preparing pyrazoles, isoxazoles and analogs thereof having activity as 5-lipoxygenase inhibitors
-
The present invention is 3,5-substituted, isoxazoles, pyrazoles, isothiazoles, and analogs thereof having 5-lipoxygenase or cyclooxygenase inhibiting activity or as a sunscreen.
- -
-
-