cas 66863-43-2, BOC-L-1,2,3,4-TETRAHYDRONORHARMAN-3-CARBOXYLIC ACID

Articles about 66863-43-2Total 26 be found

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Glucosamine modified pentacyclic piperazine diketone and preparation and application thereof (by machine translation)
Aminoglucose-modified pentacyclic piperazinedione, and preparation and application thereofCH in the following formula is disclosed. 2 CO- Aminoglucose-modified pentacyclic piperazinedione The invention discloses a synthetic method thereof, disc
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(2020/12/14)

Hexacyclic piperazinedione compound and preparation, biological activity and application thereof
The invention discloses a hexacyclic piperazinedione compound as shown in the following formula: tetrahydro-beta-carboline [3: 4] piperazine-2, 5-diketopiperidine [4: 5] imidazole. The invention discloses a preparation method and application thereof. The compound not only has an anti-tumor proliferation effect, but also can inhibit migration and invasion of tumor cells, and also has an in-vivo anti-metastasis effect.
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(2020/12/14)

Carboline ruthenium complex as well as preparation method and application thereof
The invention provides a carboline ruthenium complex as well as a preparation method and application thereof, and belongs to the technical field of biological medicines. The series of carboline ruthenium complexes provided by the invention not only can in
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(2020/10/14)

Indole-TEMPO conjugates alleviate ischemia-reperfusion injury via attenuation of oxidative stress and preservation of mitochondrial function
Mitochondrial oxidative damage contributes to a wide range of pathologies including ischemia/reperfusion injury. Accordingly, protecting mitochondria from oxidative damage should possess therapeutic relevance. In the present study, we have designed and synthesized a series of novel indole-TEMPO conjugates that manifested good anti-inflammatory properties in a murine model of xylene-induced ear edema. We have demonstrated that these compounds can protect cells from simulated ischemia/reperfusion (s-I/R)-induced reactive oxygen species (ROS) overproduction and mitochondrial dysfunction. Furthermore, we have demonstrated that indole-TEMPO conjugates can attenuate organ damage induced in rodents via intestinal I/R injury. We therefore propose that the pharmacological profile and mechanism of action of these indole-TEMPO conjugates involve convergent roles, including the ability to decrease free radical production via lipid peroxidation which couples to an associated decrease in ROS-mediated activation of the inflammatory process. We further hypothesize that the protective effects of indole-TEMPO conjugates partially reside in maintaining optimal mitochondrial function.
Bi, Wei,Bi, Yue,Gao, Xiang,Li, Pengfei,Hou, Shanshan,Zhang, Yanrong,Bammert, Cathy,Jockusch, Steffen,Legalley, Thomas D.,Michael Gibson,Bi, Lanrong
p. 2545 - 2568
(2017/04/04)

He krien-β- [...] multifunctional particle with two cholinesterase inhibitors
The invention relates to the field of medicinal chemistry, and particularly relates to tacrine-beta-carboline conjoined compounds (I, II and III). The pharmacodynamic test proves that the compound disclosed by the invention can be used as a multifunction cholinesterase inhibitor, and can be clinically applied to treatment of an alzheimer disease.
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Paragraph 0062-0064

(2017/02/09)

AUTOTAXIN INHIBITORS AND USES THEREOF
Described herein are methods and compositions for the treatment of conditions, diseases, or disorders associated with autotaxin activity. The methods and compositions disclosed herein include the use of at least one autotaxin inhibitor compound.
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(2016/12/22)

T3P-Promoted, Mild, One-Pot Syntheses of Constrained Polycyclic Lactam Dipeptide Analogues via Stereoselective Pictet-Spengler and Meyers Lactamization Reactions
A new convenient, mild, one-pot procedure is described for the diastereoselective synthesis of constrained 7,5- and 7,6-fused azabicycloalkanes. Using 2-formyl-L-tryptophan and 2-formyl-l-phenylalanine as bielectrophilic building blocks, T3P-mediated Pict
Jida, Mouhamad,Van Der Poorten, Olivier,Guillemyn, Karel,Urbanczyk-Lipkowska, Zofia,Tourwé, Dirk,Ballet, Steven
p. 4482 - 4485
(2015/09/28)

TETRACYCLIC AUTOTAXIN INHIBITORS
Described herein are compounds that are autotaxin inhibitors, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders associated with autotaxin activity.
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(2015/06/08)

Methods for the treatment of metabolic disorders by a selective small molecule autotaxin inhibitor
Described herein are methods and compositions for treatment or prevention of metabolic disorder(s) in an individual. The methods and compositions disclosed herein include the use of at least one autotaxin inhibitor compound.
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(2015/06/16)

Design, synthesis and evaluation of novel tacrine-(β-carboline) hybrids as multifunctional agents for the treatment of Alzheimer's disease
A series of tacrine-(β-carboline) hybrids (11a-q) were designed, synthesized and evaluated as multifunctional cholinesterase inhibitors against Alzheimer's disease (AD). In vitro studies showed that most of them exhibited significant potency to inhibit acetylcholinesterase (eeAChE and hAChE), butyrylcholinesterase (BuChE) and self-induced β-amyloid (Aβ) aggregation, Cu2+-induced Aβ (1-42) aggregation, and to chelate metal ions. Especially, 11l presented the greatest ability to inhibit cholinesterase (IC50, 21.6 nM for eeAChE, 63.2 nM for hAChE and 39.8 nM for BuChE), good inhibition of Aβ aggregation (65.8% at 20 μM) and good antioxidant activity (1.57 trolox equivalents). Kinetic and molecular modeling studies indicated that 11l was a mixed-type inhibitor, binding simultaneously to the catalytic anionic site (CAS) and the peripheral anionic site (PAS) of AChE. In addition, 11l could chelate metal ions, reduce PC12 cells death induced by oxidative stress and penetrate the blood-brain barrier (BBB). These results suggested that 11l might be an excellent multifunctional agent for AD treatment.
Lan, Jin-Shuai,Xie, Sai-Sai,Li, Su-Yi,Pan, Long-Fei,Wang, Xiao-Bing,Kong, Ling-Yi
p. 6089 - 6104
(2015/02/02)

Copper(II)-containing C2-symmetric bistetracarboline amides in enantioselective Henry reactions
A series of new C2-symmetric chiral diamides were synthesized from l-tryptophan and used as chiral ligands chelated with Cu(II) in enantioselective Henry reactions. Ligand 4a with CuCl2·2H2O (5%) showed effective catalytic
Li, Jin-Liang,Liu, Li,Pei, Yu-Ning,Zhu, Hua-Jie
p. 9077 - 9083
(2015/03/05)

Highly diastereoselective synthesis of 1-carbamoyl-4-aminoindoloazepinone derivatives via the Ugi reaction
A one-pot procedure for the highly diastereoselective synthesis of 1-carbamoyl-4-amino-1,2,4,5-tetrahydroindolo[2,3-c]azepin-3-one derivatives is described. Using 2-formyl-L-tryptophan as a bifunctional building block, a catalyst-free Ugi-three-component
Jida, Mouhamad,Betti, Cecilia,Urbanczyk-Lipkowska, Zofia,Tourwe, Dirk,Ballet, Steven
p. 5866 - 5869
(2013/12/04)

Design, synthesis, and evaluation of a novel class of 2,3-disubstituted- tetrahydro-β-carboline derivatives
Several novel tetrahydro-β-carboline derivatives with amino acid residues at the 2-position and a glucosamine group at the 3-position of the tetrahydro-β-carboline nucleus were synthesized from a readily available starting material, tryptophane, and were evaluated for their anti-inflammatory activity in the present study. Our results showed that all of the derivatives tested exhibited a significant inhibition of xylene-induced inflammation in mice.
Zeng, Li,Zhang, Jianwei
p. 3718 - 3722
(2012/07/17)

Novel β-carboline-tripeptide conjugates attenuate mesenteric ischemia/reperfusion injury in the rat
We have synthesized a series of new β-carboline-tripeptide conjugates, and examined their anti-inflammatory properties in a mouse model of xylene-induced ear edema. The analgesic capacity of these compounds was further evaluated in a rodent tail flick ass
Bi, Wei,Bi, Yue,Xue, Ping,Zhang, Yanrong,Gao, Xiang,Wang, Zhibo,Li, Meng,Baudy-Floc'H, Michele,Ngerebara, Nathaniel,Li, Xiaoxu,Gibson, K. Michael,Bi, Lanrong
p. 2441 - 2452
(2011/06/21)

Benzyl 1,2,3,5,11,11a-hexahydro-3,3-dimethyl-1-oxo-6H-imidazo[3′,4′:1,2]pyridin[3,4-b]indole-2-substituted acetates: One-pot-preparation, anti-tumor activity, docking toward DNA and 3D QSAR analysis
To discover the anti-tumoral indoles a series of benzyl 1,2,3,5,11,11a-hexahydro-3,3-dimethyl-1-oxo-6H-imidazo[3′,4′:1,2]pyridin[3,4-b]indole-2-substituted acetates (2a-n) are prepared via one-pot-preparation. The IC50 values of 2a-n in vitro a
Liu, Jiawang,Zhao, Ming,Qian, Keduo,Zhang, Xiaoyi,Lee, Kuo-Hsiung,Wu, Jianhui,Liu, Yi-Nan,Peng, Shiqi
experimental part
p. 1910 - 1917
(2010/05/17)

Methyl (11aS)-1,2,3,5,11,11a-hexahydro-3,3-dimethyl-1-oxo-6H-imidazo- [3′,4′:1,2]pyridin[3,4-b]-indol-2-substituted acetates: Synthesis and three-dimensional quantitative structure-activity relationship investigation as a class of novel vasodilators
To find selective inhibitor of phosphodiesterase type 5 (PDE5), the essential structure elements of clinically used drugs sildenafil, vardenafil, and tadalafil were combined and a tetracyclic parent was constructed to which in 2-positions substituted acet
Liu, Jiawang,Zhao, Ming,Cui, Guohui,Zhang, Xiaoyi,Wang, Jun,Peng, Shiqi
scheme or table
p. 4715 - 4723
(2009/06/17)

Histone deacetylase inhibitors
Histone deacetylase inhibitors and uses thereof are provided that have the general formula: wherein R1, R2, R3, R4, R5, R6, R7, R8, M and L have the definitions as described herein.
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Page/Page column 49-50

(2010/11/28)

Toward breast cancer resistance protein (BCRP) inhibitors: design, synthesis of a series of new simplified fumitremorgin C analogues
In this study, we report the design and synthesis of a series of new simplified fumitremorgin C analogues. The preliminary biological study indicated some of these simplified fumitremorgin C might be developed into breast cancer resistance inhibitors.
Wu, Guofeng,Liu, Jiawang,Bi, Lanrong,Zhao, Ming,Wang, Chao,Baudy-Floc'h, Miche?le,Ju, Jingfang,Peng, Shiqi
p. 5510 - 5528
(2008/02/07)

Dual-acting agents that possess reversing resistance and anticancer activities: Design, synthesis, MES-SA/Dx5 cell assay, and SAR of Benzyl 1,2,3,5,11,11a-hexahydro-3,3-dimethyl-1-oxo-6H-imidazo[3′,4′:1,2]pyridin[3,4-b]indol-2-substitutedacetates
Based on the structural analysis of fumitremorgin C (FTC), imidazoline and β-carboline amino acid benzylester, 14 novel 2-substitutedtetracyclic derivatives of tetrahydrocarboline 4a-n were prepared. We demonstrated that the exposure of MES-SA/Dx5 cells to some of 4a-n resulted in significant reduction of resistance of the cells against doxorubicin. This reduced resistance was accompanied by lowering of IC50 value to doxorubicin from 1.55 ± 0.26 μmol/L to 0.33 ± 0.05 μmol/L for 2-(2-butyl)-derivative 4c, to 1.03 ± 0.22 μmol/L for 2-methyl-derivative 4d, to 0.46 ± 0.04 μmol/L for 2-benzyl-derivative 4f, to 0.98 ± 0.25 μmol/L for 2-indole-3-yl-methyl-derivative 4h, to 0.36 ± 0.03 μmol/L for 2-benzyloxycarbonylmethyl-derivative 4i, to 0.77 ± 0.08 μmol/L for 2-benzyloxycarbonylethyl-derivative 4j, and to 0.77 ± 0.08 μmol/L for 2-benzyloxycarbonylamino-n-butyl-derivative 4l. Proliferation assays of 4a-n indicated 4c,f,i,j were able to inhibit the proliferation of doxorubicin resistant MES-SA/Dx5 cells. The SAR analysis revealed that the benzylester form and the tetracyclic structure of 4a-n were critical for both sensitizing doxorubicin and the cellular anti-proliferative effect.
Liu, Jiawang,Cui, Guohui,Zhao, Ming,Cui, Chunying,Ju, Jingfang,Peng, Shiqi
p. 7773 - 7788
(2008/03/15)

A new class of anti-thrombosis hexahydropyrazino-[1′,2′:1,6]pyrido-[3,4-b]-indole-1,4-dions: Design, synthesis, log K determination, and QSAR analysis
Based on the fact that the cyclization of N-[(3S)]-1,2,3,4-tetrahydro-β-carboline-3-carboxyl]-l-lysine in both of acetic acid aqueous (5%) and rat plasma gave the same product and the hypothesis that the cyclization product is antithrombotic active, we report the synthesis, in vitro anti-aggregation, and in vivo anti-thrombosis activity of 20 hexahydropyrazino[1′,2′:1,6]pyrido[3,4-b]indole-1,4-dions (5a-t) as potential anti-thrombosis agents in this study. Two intermediates (tetrahydro-β-carboline-3-carboxy-l-amino acid benzylesters, 2-aminoacyltetrahydro-β-carboline-3-carboxylic acid benzylesters) were prepared and used for the cyclization to form 5a-t. Coupling hydrochloric acid salt of tetrahydro-β-carboline-3-carboxylic acid esters and Boc-amino acids in the reported literature usually generates very low yield products accompanied by racemization. However, in our case, the free base of tetrahydro-β-carboline-3-carboxylic acid benzylester produced the desired products in high yields and without racemization. The anti-thrombosis results from both in vitro and in vivo studies revealed that 5a-t may be a new class of anti-thrombosis agents with potent effective concentration at 0.5 μmol/kg with oral administration. Moreover, a QSAR analysis was performed on these 20 compounds by using molecular descriptors generated by e-dragon server. Although the activities of these compounds are weakly correlated with the log P values, the current QSAR analysis revealed that the anti-thrombotic activity of these compounds can be explained by their steric and electrostatic effects.
Liu, Jiawang,Wu, Guofeng,Cui, Guohui,Wang, Wei-Xuan,Zhao, Ming,Wang, Chao,Zhang, Ziding,Peng, Shiqi
p. 5672 - 5693
(2008/03/18)

Synthesis of new class dipeptide analogues with improved permeability and antithrombotic activity
3-(S)-1,2,3,4-Tetrahydro-β-carboline-3-carboxylic acid isolated from A. Chinese G. Don was found to possess moderate anti-aggregation activity, but with poor bioavailability. To improve its pharmacological property, we designed and synthesized a series of
Zhao, Ming,Bi, Lanrong,Bi, Wei,Wang, Chao,Yang, Zhe,Ju, Jingfang,Peng, Shiqi
p. 4761 - 4774
(2007/10/03)

Carboline-3-carboxylic acid modified related sequences of Ala-Arg-Pro-Ala-Lys, their synthesis and use as thromobolytic agent
The present invention relates to the protected intermediates and the deprotected products of P6A, related to the protected pseudopeptides introducing the protected intermediateds of P6A to 3S-(2-Boc)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid and the deprotected pseudopeptides, related to the protected pseudopeptides introducing the protected intermediateds of P6A to 3S-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid benzyl ester, related to the methods for their preparation, and related to their use as the thrombolytic agents.
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Page/Page column 4

(2010/02/11)

Design, synthesis, and biological evaluation of non-peptidic ligands at the Xenopus laevis skin-melanocortin receptor
Taking the tripeptide D-Trp-Arg-Leu-NH2 as a lead for a Xenopus laevis skin-melanocortin (MC) receptor antagonist, thirteen non-peptidic compounds were synthesized and biologically evaluated at Xenopus laevis melanophores. Six competitive antagonists (shown by Schild analysis) and one partial agonist were identified with moderate activity (IC50: 5-10 μM). Tryptophanamides with aliphatic side chains were inactive whereas basic residues restored activity. Introducing an imidazole residue yielded partial agonist activity (EC50: 32 μM). Interestingly, constraining the inactive S-tryptophan-isoamylamide to a β-carboline ring yielded an MC receptor antagonist (42). The specificity for MC receptors was tested at various G-protein coupled receptors. In conclusion, the synthesis of non-peptidic MC receptor antagonists is described which may serve as lead compounds for further studies.
Tammler, Ursula,Quillan, J. Mark,Lehmann, Jochen,Sadee, Wolfgang,Kassack, Matthias U.
p. 481 - 493
(2007/10/03)

Synthesis and thrombolytic activity of pseudopeptides related to fibrinogen fragment
Two kinds of linkers consisting of 3-(S)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid, ARPAK, GRPAK and QRPAK were synthesized. The thrombolytic activities in vivo indicated that the coupling position of 3-(S)-1,2,3,4-tetrahydro-β-carboline-3-carboxyl
Wu, Yanfen,Zhao, Ming,Wang, Chao,Peng, Shiqi
p. 2331 - 2333
(2007/10/03)

Synthesis and antithrombotic activity of carbolinecarboxyl RGD sequence.
3S-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid, RGDS, RGDV, RGDF and their linkers were synthesized. The anti-aggregation and adhesion of platelet indicated that the in vitro activities of the linkers remained at the same level as RGDS, RGDV, and
Lin,Zhao, Ming,Wang, Chao,Peng, Shiqi
p. 585 - 587
(2007/10/03)

DI-(D-TRYPTOPHYL AND/OR TETRAHYDROPYRIDOINDOLYLCARBONYL)-CONTAINING PEPTIDE AMIDES AND PROCESS FOR PREPARATION THEREOF
Di(D-tryptophyl and/or tetrahydropyridoindolylcarbonyl)-containing peptide amides useful as Substance P agonists and/or antagonists and as antihypertensives and/or analgesics and a process for preparing them are disclosed.
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(2008/06/13)