- Research on Crystal Structure and Fungicidal Activity of the Amide Derivatives Based on the Natural Products Sinapic Acid and Mycophenolic Acid
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Structural optimization based on natural products is an important and effective way to discover new green pesticides. Here, two series of amide derivatives based on sinapic acid and mycophenolic acid were designed in combination with the fungicidal natura
- Bazhanau, Dzmitry,Chen, Zhanfang,Chu, Pengfei,Fang, Hongbin,Hua, Xuewen,Liu, Wenrui,Liu, Yi,Ru, Jing,Wang, Bingxiang,Xue, Chenmeng,Yuan, Man,Zhu, Xiaohe
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- TOPICAL COMPOSITIONS CONTAINING SYNTHETIC ESTERS OF SINAPINIC ACID AND METHODS FOR TREATING KERATIN SURFACES
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A topical composition comprising a synthetic compound that is an ester of sinapinic acid, a method for treating skin to provide one or more benefits selected from (a) protecting against UV radiation, (b) inhibiting DNA damage in skin cells, (c) inhibiting skin inflammation, and (d) scavenging free radicals by topically applying a composition containing the synthetic compound and a method for synthesizing the compound.
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Page/Page column 14; 15
(2018/09/28)
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- Design and synthesis of cenocladamide analogues and their evaluation against breast cancer cell lines
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This work describes the total synthesis of the alkaloid cenocladamide and a concise library of nine structural analogues aiming at their evaluation against the breast cancer cell line MDA-MB-231. The most promising compound (3; IC50 = 6.6 μM) was also evaluated in a panel of seven breast cancer cell lines and two non-tumorigenic cell lines. We further conducted an initial investigation on the mechanism of action of analogue 3, which lacks the endocyclic double bond when compared to cenocladamide. The present study presents the discovery of a cenocladamide analogue with interesting cytotoxic activity, which could be useful for further optimization towards new chemotherapeutic agents for breast cancer treatment.
- Santos, Carla C. F.,Paradela, Luciana S.,Novaes, Luiz F. T.,Dias, Sandra M. G.,Pastre, Julio C.
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supporting information
p. 755 - 766
(2017/04/27)
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- Design, Synthesis and Pharmacological Evaluation of Novel Piperlongumine derivatives as Potential Antiplatelet Aggregation Candidate
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A series of novel piperlongumine derivatives (4a-i, 6a-i) were designed and synthesized. The inhibitory activities of platelet aggregation induced by ADP and AA in vitro have been evaluated by bron turbidimetry and liver microsomal incubated assay. The assay results show that compounds 4e and 6e exhibited remarkable potency to that of the positive control piplartine and aspirin.
- Wang, Yujun,Wang, Jie,Li, Jiaming,Zhang, Yanchun,Huang, Weijun,Zuo, Jian,Liu, Huicai,Xie, Di,Zhu, Panhu
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p. 833 - 840
(2016/05/19)
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- Synthesis and DPPH radical scavenging activity of novel compounds obtained from tyrosol and cinnamic acid derivatives
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Tyrosol, a naturally occurring phenolic compound poorly attractive as an antioxidant because of its weak efficacy, was used as starting material to obtain novel compounds. The synthesis is based on a trifluoroacetic acid-mediated hydroarylation of cinnamic esters with tyrosol to produce 4-aryl-3,4-dihydrocoumarins, molecules of biological interest, followed by a basic hydrolysis to give the corresponding ring opening products. Unreported mechanistic investigations confirmed that the first step resulted from an electrophilic aromatic substitution and an intramolecular transesterification. Final products exhibited DPPH radical scavenging activity significantly higher than tyrosol.
- Barontini, Maurizio,Bernini, Roberta,Carastro, Isabella,Gentili, Patrizia,Romani, Annalisa
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p. 809 - 816
(2014/02/14)
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- Studies on the total synthesis of tenuifoliside B
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An efficient synthesis of tenuifoliside B, which shows potential cognitive improvement and cerebral protective effects that may be further developed to become an anti-AD lead compound, has been developed starting from commercial available starting materials. Regioselective introductions of acyl groups to the OH-3′ and OH-6 of sucrose play the key steps by metal chelate-directed acylation and Mitsunobu esterification, respectively.
- Wu, Yongjiang,Shi, Qiyuan,Lei, Houliang,Liu, Xuesong,Luan, Lianjun
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p. 3757 - 3761
(2014/05/20)
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- Synthesis of hydroxyethyl starch derivatives with phenylpropanoid fragments attached through ester or sulfide bonds
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Approaches to the synthesis of hydroxyethyl starch derivatives containing phenylpropanoic acid fragments with various degree of substitution were suggested. Esterification of hydroxyethyl starch in heterogeneous aqueous organic medium gave rise to the cor
- Torlopov,Udoratina,Belyaev
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p. 2130 - 2135
(2015/06/08)
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- Use of Derivatives of Sinapinic Acid and Compositions Comprising Such Derivatives
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The present invention relates to substances which can be used as cosmetic ingredients, especially for skin whitening and as cosmetic agents against signs of ageing skin. The present invention also relates to the use of such substances for the manufacture of a medicament for the treatment of disorders related to the pigmentation of the skin. The invention furthermore relates to specific substances.
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- Straightforward total synthesis of 2-O-feruloyl-L-malate, 2-O-sinapoyl-L-malate and 2-O-5-hydroxyferuloyl-L-malate
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A synthetic method for the preparation of 2-O-feruloylL-malic acid, 2-O-sinapoyl-L-malic acid and 2-O-5-hydroxyferuloyl-L-malic acid from malic acid and ferulic, sinapic, and hydroxyferulic acids, respectively, using Steglich esterification is described.
- Allais, Florent,Martinet, Sophie,Ducrot, Paul-Henri
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experimental part
p. 3571 - 3578
(2010/03/02)
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- USE OF DERIVATIVES OF SINAPINIC ACID AND COMPOSITIONS COMPRISING SUCH DERIVATIVES
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The present invention relates to substances which can be used as cosmetic ingredients, especially for skin whitening and as cosmetic agents against signs of ageing skin. The present invention also relates to the use of such substances for the manufacture of a medicament for the treatment of disorders related to the pigmentation of the skin. The invention furthermore relates to specific substances.
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Page/Page column 15
(2008/12/07)
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- Use of derivatives of sinapinic acid and compositions comprising such derivatives
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The present invention relates to substances which can be used as cosmetic ingredients, especially for skin whitening and as cosmetic agents against signs of ageing skin. The present invention also relates to the use of such substances for the manufacture of a medicament for the treatment of disorders related to the pigmentation of the skin. The invention furthermore relates to specific substances.
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Page/Page column 10
(2008/12/08)
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- 2-ACYLAMINOBENZAMIDE DERIVATIVES AND PREVENTIVE AND REMEDY FOR DISEASES CAUSED BY THE SUPERMULTIPLICATION OF VASCULAR INTIMAL CELLS
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The present invention relates to 2-acylaminobenzamide derivatives represented by the general formula: wherein R1, R2, R3, R4and R5represent each a hydrogen atom etc.; X represents a vinylene group etc.; B represents a group represented by the general formula: -N(R6)(R7)wherein R6and R7represent each a hydrogen atom etc., a group represented by the general formula: -NH-(CH2)n-A-R8wherein A represents a single bond etc.; R8represents a hydroxy group etc. or a hydroxyamino group which are useful as agents for the prevention and treatment of diseases caused by excessive proliferation of vascular intimal cells.
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- Synthesis and Structural Elucidation of Coumarinolignans
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Coumarinolignans are a relatively new class of natural products combining a coumarin skeleton with a phenylpropene moiety.We describe here details of the first biomimetic syntheses of compounds in this series (1-16) utilizing both chemical and enzymatic approaches and the application of the selective INEPT nmr technique for unambiguous structure assignment.Chemical oxidation using silver oxide as an oxidizing agent typically produced two regioisomeric trans-substituted coumarinolignans.Enzymatic oxidation on the other hand normally gave rise to a single regioisomer.Almost all of the known natural coumarinolignans and several new compounds which may subsequently be obtained as natural products were synthesized.Three nmr strategies are described for the structure elucidation of the coumarinolignans, but only one of these techniques, the selective INEPT method, affords an unambiguous structure when only one regioisomer is present.Using this technique the structures and complete proton and carbon-13 chemical shift assignments of sixteen synthetic coumarinolignans were established.The described nmr strategy should prove useful for the unambiguous structure determination of all natural 2-aryl benzodioxanes, including the flavonolignans, the xanthonolignans and certain neolignans.
- Lin, Lee-Juian,Cordell, Geoffrey A.
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p. 3052 - 3080
(2007/10/02)
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- SIDE REACTIONS IN THE PHASE TRANSFER CATALYZED WITTIG-HORNER SYNTHESIS. A CONVENIENT METHOD OF PREPARATION OF HYDROXYCINNAMIC ACIDS.
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Reaction between triethylphosphonoacetate and acetylated hydroxy aromatic aldehydes gives hydroxycinnamic acids except for ortho acetylated componds where the Knoevenagel product is sometimes obtained.
- Chenault, J.,Dupin, J. F. E.
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p. 1059 - 1066
(2007/10/02)
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