- A New Series of Salicylic Acid Derivatives as Non-saccharide α-Glucosidase Inhibitors and Antioxidants
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In this study, a series of salicylic acid derivatives were designed and synthesized as novel non-saccharide α-glucosidase inhibitors. Biological evaluation indicated that when compared to acarbose, compounds T9, T10, and T32 exhibited a higher potency of α-glucosidase inhibitory activity with IC50 values of 0.15±0.01, 0.086±0.01 and 0.32±0.02mM, respectively. Evaluation of the inhibition kinetics indicated that T9, T10, T32, and acarbose interacted with α-glucosidase in a mixed non-competitive inhibitory manner. Moreover, T9, T10, and T32 statically quenched the fluorescence of α-glucosidase by formation of an inhibitor-α-glucosidase complex. The docking results showed that hydrogen bonds were generated between the test compounds and α-glucosidase. The antioxidant study revealed that compound T10 exhibited a higher antioxidant activity via scavenging 1,1-diphenyl-2-picrylhydrazyl free radical (DPPH), thereby inhibiting lipid peroxidation and the total reduction capacity. In brief, the salicylic acid derivatives identified in this study were promising candidates for development as novel non-saccharide α-glucosidase inhibitors.
- Chen, Jiangang,Lu, Wenfang,Chen, Hao,Bian, Xiaoli,Yang, Guangde
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p. 231 - 246
(2019/02/19)
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- Synthesis of acyl analogues of coniferyl alcohol and their antimycobacterial activity
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In search of new anti-mycobacterial agents seven acyl and one benzyl derivatives of coniferyl alcohol were synthesized and evaluated along with coniferyl alcohol for antitubercular activity against Mycobacterium tuberculosis H37Rv (Mtb) in vitro. Four com
- Bhatti, Huma Aslam,Uddin, Nizam,Begum, Sabira,Siddiqui, Bina Shaheen
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p. 886 - 889
(2013/07/26)
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- Asymmetric synthesis of the natural erythro-(1R,2S)-8-O-4′-neolignan myrislignan
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An efficient and practical asymmetric synthesis of erythro-(1R,2S)-8-O- 4′-neolignan myrislignan was achieved by using vanillin and pyrogallic acid as the starting materials. Two key steps are involved: preparation of an enantiopure threo alcohol of predictable stereochemistry by dihydroxylation with AD-mix-β, and inversion of the absolute configuration from the threo to the erythro isomer using a Mitsunobu reaction. The route illustrates a new methodology for the synthesis of erythro-8-O-4′-neolignan. Graphical abstract: [Figure not available: see fulltext.]
- Xia,Wang, Wei
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- Asymmetric synthesis of erythro-8-O-4'-neolignan Machilin C
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A new methodology for the synthesis of the erythro-8-O-4'-neolignan Machilin C based on the Sharpless asymmetric dihydroxylation reaction and the Mitsunobu reaction as two key steps is described.
- Xia, Yamu,Chang, Liang,Ding, Yining,Jiao, Bin
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p. 151 - 152
(2011/07/08)
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- Asymmetric synthesis of machilin C and its analogue
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Full details of the asymmetric total synthesis of erythro-8-O-4′-neolignan, machilin C, and its analogue perseal A are reported. The synthesis was involved in the Sharpless dihydroxylation reaction that occurred with excellent asymmetric induction, and the Mitsunobu reaction which occurred with inversion of the absolute configuration from the threo to the erythro isomer. The synthesis was achieved from simple vanillin in eight to twelve steps.
- Xia, Yamu,Wang, Wei
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p. 630 - 636
(2011/10/19)
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- Asymmetric synthesis of 8-O-4′-neolignan perseal B
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Full details of an enantioselective total synthesis of 8-O-4'-neolignan perseal B are presented for the first time. The synthesis was achieved in 8 steps from vanillin and involved the asymmetric dihydroxylation reaction using AD-mix-α to give the key intermedium (1S,2S)-1-(4-(benzyloxy)-3- methoxyphenyl)propane-1,2,3-triol, and the Mitsunobu reaction between phenylpropanoid and vanillin formed perseal B. The synthetic method of perseal B exhibits a new route for 8-O-4'-neolignan. TUBITAK.
- Xia, Ya-Mu,Wang, Wei,Guo, Ying-Lan,Li, Jun-Feng
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experimental part
p. 375 - 380
(2010/11/03)
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- A novel and efficient procedure for the preparation of allylic alcohols from α,β-unsaturated carboxylic esters using LiAlH4/BnCl
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A new and efficient method for the reduction of α,β-unsaturated carboxylic esters to allylic alcohols utilizing LiAlH4/BnCl is described. Various α,β-unsaturated esters, including the coumarins bearing α,β-unsaturated lactone skeleton, can be converted smoothly into their corresponding allylic alcohols in high yields under mild conditions with short reaction times.
- Wang, Xiaolong,Li, Xiaodong,Xue, Jijun,Zhao, Yuling,Zhang, Yumei
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experimental part
p. 413 - 415
(2009/05/11)
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- Histamine H3-receptor ligands and their therapeutic application
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The present patent application concerns new compounds of formula (I) with R 1 and R 2 taken together with the nitrogen atom to which they are attached, form a saturated nitrogen-containing ring, A is a saturated C1-4 alkylene and B a C3-4 alkylene or alkenylene chain; their preparation and their use as a H3 receptor ligand for treating e.g. CNS disorders like Alzheimer's disease.
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Page/Page column 17
(2010/11/24)
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- Highly Efficient and Convenient Deprotection of Methoxymethyl Ethers and Esters Using Bismuth Triflate in an Aqueous Medium
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A simple and efficient method has been developed for the hydrolysis of methoxymethyl (MOM) ethers and esters to the corresponding alcohols and acids employing a catalytic amount of bismuth triflate in an aqueous medium. The conversions occur at ambient temperature and the yields of the deprotected alcohols are very good. The reaction was highly selective in the presence of other protecting groups such as TBDMS, TBDPS, benzyl, and allyl ethers.
- Venkat Reddy,Jagadeeshwar Rao,Sampath Kumar,Madhusudana Rao
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p. 1038 - 1039
(2007/10/03)
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- A new approach for synthesis of erythro 8-0-4′ neolignans
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Erythro- 1-(4-hydroxy-3-methoxyphenyl)-2- (4-formyl-2-methoxy-phenoxy)-propane-1,3-diol, a 8-0-4′ norneolignan, has been stereoselectively synthesized in eight steps from ferulic acid. In this new route to prepare erythro 8-0-4′ neolignans the cis addition of mCPBA to a double bond with high regioselectivity was a key step, and its mechanism is discussed.
- Chen, XiaoChuan,Gu, WenXin,Jing, XiaoBi,Pan, XinFu
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p. 557 - 564
(2007/10/03)
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- Radical cyclisation based approach to lignans. Synthesis of 4-arylmethyldihydrofuran-2-ones
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Bromoacetalisation of the cinnamyl alcohols 7a-d, obtained from the corresponding benzaldehydes, generated the bromoacetals 10a-d. The 5-exo trig radical cyclisation of the bromoacetals 10a-d followed by one step hydrolysis-oxidation of the resulting cyclic acetals 11a-d furnished the title compounds 6a-d, respectively, well-established intermediates of a variety of lignans.
- Srikrishna,Danieldoss
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p. 2357 - 2364
(2007/10/03)
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- First enantioselective syntheses of (2R,3R)- and (2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-1,4-benzodioxan-6-carbaldehyde
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An enantioselective and regioselective total synthesis approach to chiral 1,4-benzodioxane lignans (2R,3R)- and (2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-1,4-benzodioxan-6-carbaldehyde is reported. Copyright (C) 2000 Elsevier Science Ltd.
- Gu, Wenxin,Chen, Xiaochuan,Pan, Xinfu,Chan, Albert S. C.,Yang, Teng-Kuei
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p. 2801 - 2807
(2007/10/03)
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- First asymmetric synthesis of chiral 1,4-benzodioxane lignans
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An asymmetric and regioselective total synthesis approach to 1,4-benzodioxane lignans was reported in which (2R,3R)- and (2S,3S)-3-(4-hydroxy-3-methoxyphenyl)-2-hydroxymethyl-1,4-benzodi oxan-6-carbaldehyde were synthesized firstly. A natural 1,4-benzodioxane neolignan was synthesized firstly by the synthesis approach. (C) 2000 Elsevier Science Ltd.
- Gu,Jing,Pan,Chan,Yang
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p. 6079 - 6082
(2007/10/03)
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