- Design, synthesis and antitumor evaluation of novel celastrol derivatives
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On the basis of the hybridization strategy of natural products, a total of 32 novel celastrol hybrids were designed, synthesized and evaluated for their antitumor activities. Most of these derivatives exihibited significant antiproliferative activities compared to celastrol, among which compound 29 displayed the strongest inhibitory capability [IC50 = 0.15 ± 0.03 μM (A549),0.17 ± 0.03 μM (MCF-7), 0.26 ± 0.02 μM (HepG2)], which exhibited equal or superior anti-cancer activities in comparison to 2-cyano-3,12-dioxoolean-1,9 (11)-dien-28-oic acid methyl ester (CDDO-Me). The mechanism of pharmacological research indicated that 29 possessed the ability to disrupt Hsp90-Cdc37 complex which was stronger than celastrol. Meanwhile, compound 29 could induce abnormal regulation of clients (p-Akt and Cdk4) of Hsp90 and cell cycle arrest at G0/G1 phase in a concentration-dependent manner. In addition, compound 29 could also induce cell apoptosis through the death receptor pathway on A549 cells. Taken together, our results demonstrated that 29 might be a promising novel candidate for further druggability research.
- Xu, Manyi,Li, Na,Zhao, Zihao,Shi, Zhixian,Sun, Jianbo,Chen, Li
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p. 265 - 276
(2019/05/04)
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- Synthesis and anticancer activities of glycyrrhetinic acid derivatives
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A total of forty novel glycyrrhetinic acid (GA) derivatives were designed and synthesized. The cytotoxic activity of the novel compounds was tested against two human breast cancer cell lines (MCF-7, MDA-MB-231) in vitro by the MTT method. The evaluation results revealed that, in comparison with GA, compound 42 shows the most promising anticancer activity (IC50 1.88 ± 0.20 and 1.37 ± 0.18 μM for MCF-7 and MDA-MB-231, respectively) and merits further exploration as a new anticancer agent.
- Li, Yang,Feng, Ling,Song, Zhi-Fang,Li, Hai-Bei,Huai, Qi-Yong
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- Gram-scale enantioselective formal synthesis of morphine through an orth?para oxidative phenolic coupling strategy
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A gram-scale catalytic enantioselective formal synthesis of morphine is described. The key steps of the synthesis involve an orth?para oxidative phenolic coupling and a highly diastereoselective "desymmetrization" of the resulting cyclohexadienone that generates three of the four morphinan ring junction stereocenters in one step. The stereochemistry is controlled from a single carbinol center installed through catalytic enantioselective hydrogenation. These transformations enabled the preparation of large quantities of key intermediates and could support a practical and scalable synthesis of morphine and related derivatives.
- Tissot, Matthieu,Phipps, Robert J.,Lucas, Catherine,Leon, Rafael M.,Pace, Robert D.M.,Ngouansavanh, Tifelle,Gaunt, Matthew J.
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supporting information
p. 13498 - 13501
(2015/02/19)
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- Synthesis and antimicrobial activities of 4-aryl-3,4-dihydrocoumarins and 4-arylcoumarins
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A new series of 4-aryl-3,4-dihydrocoumarins and 4-arylcoumarins were synthesized by the reaction of substituted cinnamic acids and 3-arylpropiolic acid with the corresponding phenols. These compounds were evaluated for antibacterial activity in vitro. The
- Sun, Jie,Ding, Wei-Xian,Hong, Xiao-Ping,Zhang, Ke-Yun,Zou, Yong
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experimental part
p. 16 - 22
(2012/07/28)
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- A new approach to combretastatin D2
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A concise and convergent route to combretastatin D2 is described together with some preliminary biological data. The Royal Society of Chemistry 2006.
- Cousin, David,Mann, John,Nieuwenhuyzen, Mark,Van Den Berg, Hendrik
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- A facile and practical synthesis of capsazepine, a vanilloid receptor antagonist
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A facile and practical synthesis of capsazepine, a vanilloid receptor antagonist, has been accomplished from isovanillin in 8 steps via an efficient intramolecular Mannich cyclization.
- Lee, Jeewoo,Lee, Jiyoun
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p. 4127 - 4140
(2007/10/03)
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