181644-49-5Relevant academic research and scientific papers
Platinum(IV) complexes conjugated with chalcone analogs as dual targeting anticancer agents: In vitro and in vivo studies
Huang, Xiaochao,Liu, Zhikun,Wang, Meng,Yin, Xiulian,Wang, Yanming,Dai, Lumei,Wang, Hengshan
, (2020)
For the sake to develop novel platinum(IV) complexes to reverse cisplatin (CDDP) resistence, four multifunctional platinum(IV) prodrugs via conjugating chalcones with the related platinum(IV) complexes derived from cisplatin were designed and evaluated fo
Anti-tumor activity evaluation of novel tubulin and HDAC dual-targeting inhibitors
Wang, Baolei,Chen, Xuehong,Gao, Jianjun,Su, Li,Zhang, Li,Xu, Hongwei,Luan, Yepeng
, p. 2638 - 2645 (2019)
Histone deacetylases (HDACs) have proven to be promising targets for the development of anti-cancer drugs. In this study, we reported a series of novel chalcone based tubulin and HDAC dual-targeting inhibitors. Three compounds inhibited the activities of
Dual-target platinum(IV) complexes exhibit antiproliferative activity through DNA damage and induce ER-stress-mediated apoptosis in A549 cells
Wang, Meng,Liu, Zhikun,Huang, Xiaochao,Chen, Yuanhang,Wang, Yanming,Kong, Jing,Yang, Yong,Yu, Chunhao,Li, Jin,Wang, Xu,Wang, Hengshan
, (2021)
Platinum(II)-based chemotherapeutics are commonly used to treat various types of solid tumors, such as lung cancers. However, these compounds can cause serious side effects, including nephrotoxicity and ototoxicity, which affect the quality of life of pat
Synthesis and pharmacological evaluation of combretastatin-A4 analogs of pyrazoline and pyridine derivatives as anticancer, anti-inflammatory and antioxidant agents
Shringare, Sadanand N.,Chavan, Hemant V.,Bhale, Pravin S.,Dongare, Sakharam B.,Mule, Yoginath B.,Patil, Sandeep B.,Bandgar, Babasaheb P.
, p. 1226 - 1237 (2018)
Three category of N1-phenyl pyrazoline (5a–e), N1-phenyl-sulfonyl pyrazoline (6a–e), and pyridine analogs (8a–d) of combretastatin-A4 were synthesized. The structures of compounds were verified by spectroscopic techniques. All the compounds were screened for their anticancer activity against MCF-7 cell line, antioxidant (DPPH, NO, SOR and H2O2), and anti-inflammatory activity while compounds (8a–d) additionally tested against K562 cell line. Compounds 8a and 8b showed substantial anticancer activity against MCF-7 cell line (GI50 = 5.59 and 11.70 μM), although not comparable with adriamycin (GI50 ? 0.1 μM). However, none of the compound was active against the K562 cell line. Nevertheless, compound 8a displayed better cytostatic activity (TGI = 69.2 μM) than the standard drug adriamycin (TGI = 75.8 μM). Most of the compounds 5a, 5b, 5c, 5e, 6a, 6b, 6c, 6d, 6e 8a, and 8b have excellently inhibited all of the free radicals better than standard drug ascorbic acid, whereas compound 5c and 5b demonstrated significant anti-inflammatory activity comparable with diclofenac sodium, a standard anti-inflammatory drug.
Microtubule inhibitors containing immunostimulatory agents promote cancer immunochemotherapy by inhibiting tubulin polymerization and tryptophan-2,3-dioxygenase
Hua, Shixian,Chen, Feihong,Gou, Shaohua
, (2019/12/11)
A combination therapeutic regimen via introducing tryptophan 2,3-dioxygenase inhibitors into microtubule inhibitors was performed and evaluated for their antitumor activity. Thereinto, HT2, composed of combretastatin A-4 (CA-4) and tryptophan-2,3-dioxygenase (TDO) inhibitor by a linker, displayed the most potent activity with 10-fold higher than its parent CA-4 against HepG2, A549 and HCT-116 cancer cell lines. Mechanism studies suggested that HT2 inhibited tubulin polymerization and cell migration, caused G2 phase arrest, induced apoptosis by mitochondrial mediated apoptotic pathway, concurrent depolarized the mitochondria membrane potentials and caused reactive oxygen species (ROS) production in HepG2 cells. Moreover, HT2 could enhance T-cell immune responses in vitro by releasing a TDO inhibitor to suppress TDO expression and blockade kynurenine production. As expected, HT2 could remarkably promote the antitumor activity of CA-4 in either immunocompetent H22 or immunodeficient A549 tumor xenograft models without observable toxic effects. More importantly, HT2 increased the level of splenic and tumor-infiltrated T cells and in turn effectively boosted the inhibition effect in H22 xenografted tumor growth. Collectively, this immunochemotherapeutic strategy can be applied to promote chemotherapeutic effect.
Enhancement of hydrosolubility and in vitro antiproliferative properties of chalcones following encapsulation into β-cyclodextrin/cellulose-nanocrystal complexes
Rioux, Benjamin,Pouget, Christelle,Ndong-Ntoutoume, Gautier M.A.,Granet, Robert,Gamond, Aurélie,Laurent, Aurélie,Pinon, Aline,Champavier, Yves,Liagre, Bertrand,Fagnère, Catherine,Sol, Vincent
supporting information, p. 1895 - 1898 (2019/06/05)
This paper describes the preparation of two chalcone/β-cyclodextrin/cellulose-nanocrystals complexes and the study of their antiproliferative activities against two colorectal and two prostatic cancer cell lines. The aim of this work was to enhance hydros
Histone deacetylase and microtubule dual target inhibitor and preparation method thereof
-
Paragraph 0059; 0063-0066; 0072; 0077; 0079, (2019/04/30)
The invention discloses a histone deacetylase and microtubule dual target inhibitor and a preparation method thereof. The inhibitor is as shown in I) or II) in description, and the inhibitor has the dual inhibitory activity of microtubules and histone dea
Synthesis and Pharmacological Evaluation of Pyrazoline and Pyrimidine Analogs of Combretastatin-A4 as Anticancer, Anti-inflammatory and Antioxidant Agents
Shringare, Sadanand N.,Chavan, Hemant V.,Bhale, Pravin S.,Dongare, Sakharam B.,Mule, Yoginath B.,Kolekar, Nishikant D.,Bandgar, Babasaheb P.
, p. 357 - 366 (2019/03/14)
A library of 3,5-diaryl-1-carbothioamide-pyrazoline (5a–j), N1-phenyl sulfonyl pyrazoline (6a–e) and pyrimidine (7a) analogs of combretastatin-A4 were synthesized and evaluated for their invitro anticancer, anti-inflammatory and antioxidant act
Sea Urchin Embryo Model As a Reliable in Vivo Phenotypic Screen to Characterize Selective Antimitotic Molecules. Comparative evaluation of Combretapyrazoles, -isoxazoles, -1,2,3-triazoles, and -pyrroles as Tubulin-Binding Agents
Semenova, Marina N.,Demchuk, Dmitry V.,Tsyganov, Dmitry V.,Chernysheva, Natalia B.,Samet, Alexander V.,Silyanova, Eugenia A.,Kislyi, Victor P.,Maksimenko, Anna S.,Varakutin, Alexander E.,Konyushkin, Leonid D.,Raihstat, Mikhail M.,Kiselyov, Alex S.,Semenov, Victor V.
, p. 700 - 721 (2019/01/03)
A series of both novel and reported combretastatin analogues, including diarylpyrazoles, -isoxazoles, -1,2,3-triazoles, and -pyrroles, were synthesized via improved protocols to evaluate their antimitotic antitubulin activity using in vivo sea urchin embryo assay and a panel of human cancer cells. A systematic comparative structure-activity relationship studies of these compounds were conducted. Pyrazoles 1i and 1p, isoxazole 3a, and triazole 7b were found to be the most potent antimitotics across all tested compounds causing cleavage alteration of the sea urchin embryo at 1, 0.25, 1, and 0.5 nM, respectively. These agents exhibited comparable cytotoxicity against human cancer cells. Structure-activity relationship studies revealed that compounds substituted with 3,4,5-trimethoxyphenyl ring A and 4-methoxyphenyl ring B displayed the highest activity. 3-Hydroxy group in the ring B was essential for the antiproliferative activity in the diarylisoxazole series, whereas it was not required for potency of diarylpyrazoles. Isoxazoles 3 with 3,4,5-trimethoxy-substituted ring A and 3-hydroxy-4-methoxy-substituted ring B were more active than the respective pyrazoles 1. Of the azoles substituted with the same set of other aryl pharmacophores, diarylpyrazoles 1, 4,5-diarylisoxazoles 3, and 4,5-diaryl-1,2,3-triazoles 7 displayed similar strongest antimitotic antitubulin effect followed by 3,4-diarylisoxazoles 5, 1,5-diaryl-1,2,3-triazoles 8, and pyrroles 10 that showed the lowest activity. Introduction of the amino group into the heterocyclic core decreased the antimitotic antitubulin effect of pyrazoles, triazoles, and to a lesser degree of 4,5-diarylisoxazoles, whereas potency of the respective 3,4-diarylisoxazoles was increased.
Synthesis and antimitotic properties of ortho-substituted polymethoxydiarylazolopyrimidines
Chernyshova, Natalia B.,Tsyganov, Dmitry V.,Khrustalev, Victor N.,Raihstat, Mikhail M.,Konyushkin, Leonid D.,Semenov, Roman V.,Semenova, Marina N.,Semenov, Victor V.
, p. 151 - 165 (2017/07/05)
Ortho-substituted polymethoxydiarylazolopyrimidines were synthesized using polymethoxysubstituted benzaldehydes and acetophenones as starting material. X-ray crystallography data clearly confirmed that the subsequent cyclization of 3-amino-1,2,4-triazole
