- Synthesis and biological evaluation of bergenin derivatives as new immunosuppressants
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Bergenin, which is isolated from Bergenia species, exhibits various pharmacological properties. In the search for new types of immunosuppressants, a series of bergenin derivatives were designed and synthesized, and their immunosuppressive effects were eva
- Deng, Lihua,Li, Qin,Niu, Youhong,Song, Chengcheng,Wang, Meng,Wu, Yan-Fen,Ye, Xin-Shan
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supporting information
p. 1968 - 1976
(2021/12/31)
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- Method for synthesizing 4,11-diacyl bergenin derivative
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The invention discloses a method for synthesizing a 4,11-diacyl bergenin derivative, and belongs to the technical field of natural product synthesis. The method comprises the following steps: adding bergenin, benzyl halide or alkyl halide and potassium ca
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Paragraph 0037-0039; 0048-0050; 0059-0061
(2018/08/03)
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- Synthesis and in?vitro and in?vivo antitumour activity study of 11-hydroxyl esterified bergenin/cinnamic acid hybrids
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Fourteen bergenin/cinnamic acid hybrids were synthesized, characterized and evaluated for their antitumour activity both in?vitro and in?vivo. The most potent compound, 5c, arrested HepG2 cells (IC50?=?4.23?±?0.79?μM) in the G2/M phase and induced cellular apoptosis. Moreover, compound 5c was also found to suppress the tumour growth in Heps xenograft-bearing mice with low toxicity. In the mechanistic study, 5c administration ignited a mitochondria-mediated apoptosis pathway of HepG2 cell death. Furthermore, 5c activated Akt-dependent pathways and further decreased the expression of the Bcl-2 family of proteins. The downstream mitochondrial p53 translocation was also significantly activated, accompanied by an increase of the caspase-9, caspase-3 activation. These data imply that bergenin/cinnamic acid hybrids could serve as novel Akt/Bcl-2 inhibitors for further preclinical studies.
- Liang, Chengyuan,Pei, Shaomeng,Ju, Weihui,Jia, Minyi,Tian, Danni,Tang, Yonghong,Mao, Gennian
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p. 319 - 328
(2017/04/11)
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- Bergenin azacinnamate compound with anti-tumor activity and synthetic method thereof
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The invention discloses a bergenin azacinnamate compound with anti-tumor activity and a synthetic method thereof. The bergenin azacinnamate compound is synthesized from raw materials of bergenin, azacinnamic acid and derivatives thereof. The synthetic met
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Paragraph 0017; 0018; 0019; 0020; 0021; 0022; 0023-0053
(2017/08/29)
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- Cross-coupling reaction of saccharide-based alkenyl boronic acids with aryl halides: The synthesis of bergenin
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A convenient synthetic pathway enabling D-glucal and D-galactal pinacol boronates to be prepared in good isolated yields was achieved. Both pinacol boronates were tested in a series of cross-coupling reactions under Suzuki-Miyaura cross-coupling conditions to obtain the corresponding aryl, heteroaryl, and alkenyl derivatives in high isolated yields. This methodology was applied to the formal synthesis of the glucopyranoside moiety of papulacandin D and the first total synthesis of bergenin. Building blocks with boron: A convenient synthetic route to D-glucal and D-galactal pinacol boronates was developed, and the boronates were used in cross-coupling reactions to generate the corresponding aryl, heteroaryl, and alkenyl derivatives in high yields (see scheme). This methodology was applied to the formal synthesis of the glucopyranoside moiety of papulacandin D and the total synthesis of bergenin.
- Parkan, Kamil,Pohl, Radek,Kotora, Martin
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p. 4414 - 4419
(2014/05/06)
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- Synthesis and antiglycation potentials of bergenin derivatives
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Bergenin (1), major bioactive compound isolated from methanolic extract of Mallotus philippinensis, displayed moderate AGE inhibition activity (IC 50 = 186.73 μM). A series of derivatives of bergenin (3a-k) containing variety of aromatic acids
- Vijaya Kumar,Tiwari, Ashok K.,Robinson,Suresh Babu,Sateesh Chandra Kumar,Anand Kumar,Zehra,Madhusudna Rao
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scheme or table
p. 4928 - 4931
(2011/09/16)
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- Hypervalent iodine-mediated oxygenative phenol dearomatization reactions
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Both λ3- and λ5-iodanes have proven to be useful reagents in the oxygenative dearomatization of phenols, and exploitations of their chemistry in the conception of both substrate- and reagent-controlled asymmetric variants of such a transformation of great value for natural product synthesis have shown evident signs of success. Moreover, the use of stabilized IBX (i.e., SIBX) in our methodology for O-demethylation of 2-methoxyphenols, which relies on the same key oxygenating dearomatization event, is reported here to be much more efficacious than that of IBX itself in the chemoselective one-step conversion of homovanillyl alcohol into hydroxytyrosol, and bergenin into norbergenin.
- Pouységu, Laurent,Sylla, Tahiri,Garnier, Tony,Rojas, Luis B.,Charris, Jaime,Deffieux, Denis,Quideau, Stéphane
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experimental part
p. 5908 - 5917
(2010/09/09)
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