142272-76-2

Upstream product

• 21511-45-5 9-methyl-1-phenyl-9H-pyrano[3,4-b]indol-3-one 
• 623-49-4 ethyl cyanoformate 
• 1375081-70-1 ethyl 1-phenyl-9H-pyrido [3,4-b]indole-3-carboxylate 
• 50302-58-4 1-Phenyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid 
• 100-52-7 benzaldehyde 
• 73-22-3 L-Tryptophan 
• 6519-66-0 DL-tryptophan ethyl ester 
• 54-12-6 Trp 
• 74-88-4 methyl iodide 

Relevant academic research and scientific papers

Design, synthesis and evaluation of diarylpiperazine derivatives as potent anti-tubercular agents

Molecular hybridization is an emerging approach to design novel ligands by combination of two or more pharmacophoric subunits of known bioactive compounds. In the present study, we have designed a novel series of diarylpiperazine analogues, synthesized, characterized using FTIR, 1H NMR, Mass, Elemental analysis and evaluated their in-vitro anti-tubercular activity. Among the reported sixteen diarylpiperazines, eleven analogues exhibited significant anti-tubercular activity against Mycobacterium tuberculosis H37Rv strain with MIC values below 6.25 μg/mL and good selectivity index. Structure activity relationship studies concluded that, ortho-para directing group (except para chloro) substitution on ortho and para position of piperazine attached phenyl ring favored anti-tubercular activity.

3-di-amine β- carboline base compound, preparation method and pharmaceutical composition and application thereof

The invention discloses a 3-position diamine connected beta-carboline alkali compound, and a preparation method, a medicinal composition and a use thereof. The above di-beta-carboline alkali compound and its medicinal salt are represented by general formu

Biological evaluation and structure activity relationship of 9-methyl-1-phenyl-9H-pyrido[3,4-b]indole derivatives as anti-leishmanial agents

A series of piperazinyl-β-carboline-3-carboxamide derivatives were designed through a molecular hybridization approach. Designed analogues were synthesized, characterized and evaluated for anti-leishmanial activity against Leishmania infantum and Leishmania donovani. In L. infantum inhibition assay, compounds 7d, 7g and 7c displayed potent inhibition of promastigotes (EC50 1.59, 1.47 and 3.73 μM respectively) and amastigotes (EC50 1.4, 1.9 and 2.6 μM respectively). SAR studies revealed that, para substitution of methoxy, chloro groups and methyl group on ortho position favored anti-leishmanial activity against L. infantum. Among these analogues 7d, 7h, 7n and 7g exhibited potent inhibition against L. donovani promastigotes (EC50 0.91, 4.0, 4.57 and 5.02 μM respectively), axenic amastigotes (EC50 0.9, 3.5, 2.2 and 3.8 μM respectively) and intracellular amastigotes (EC50 1.3, 7.8, 5.6 and 6.3 μM respectively). SAR studies suggested that, para substitution of methoxy group, para and meta substitution of chloro groups and benzyl replacement recommended for significant anti-leishmanial against L. donovani.

3-bit piperazine bridge connected di-beta-carboline alkali type compound and pharmaceutical application thereof

The invention discloses a 3-bit piperazine bridge connected di-beta-carboline alkali type compound, a preparation method and a medicine composition thereof, as well as application of the 3-bit piperazine bridge connected di-beta-carboline alkali type comp

Synthesis and preliminary evaluation of novel alkyl diamine linked bivalent β-carbolines as angiogenesis inhibitors

A series of novel bivalent β-carbolines linked with an alkyl diamine spacer at the C-3 position were synthesized and evaluated as potent angiogenesis inhibitors. The results demonstrated that most bivalent β-carbolines displayed significant anti-proliferative effects against EA.HY926 human umbilical vein cell lines. Compound 8z was found to be the most potent anti-proliferative agent with an IC50 value of 1.10 μM against EA.HY926 cell lines. Preliminary investigations on the mechanisms of action revealed that compound 8z could dramatically inhibit EA.HY926 cell migration and tube formation in a dose-dependent manner. Moreover, compound 8z exhibited significant angiogenesis inhibitory effects in CAM assay, and the anti-angiogenic potency was comparable with that of the reference drug Endostar. These molecules might serve as candidates for further development into vascular-targeting antitumor drugs.

Design, synthesis of new β-carboline derivatives and their selective anti-HIV-2 activity

In the present study, a new series of β-carboline derivatives were synthesized and evaluated for inhibition activity against both HIV-1 and HIV-2 strains. Among these reported analogues, surprisingly (1-phenyl-9H-pyrido[3,4-b]indol-3-yl)(4-p-tolylpiperazin-1-yl)methanone (7b), (4-(2-methoxyphenyl)piperazin-1-yl)(1-phenyl-9H-pyrido[3,4-b]indol-3-yl)methanone (7f), (4-(4-fluorophenyl)piperazin-1-yl)(1-phenyl-9H-pyrido[3,4-b]indol-3-yl)methanone (7k), (4-(2-fluorophenyl)piperazin-1-yl)(1-phenyl-9H-pyrido[3,4-b]indol-3-yl)methanone (7l) displayed selective inhibition of HIV-2 strain with EC50 values of 3.3, 3.2, 2.6 and 5.4 μM, respectively, which are comparable with nucleoside reverse transcriptase inhibitors lamivudine and dideoxyinosine. As these analogues have not shown in vitro HIV-2 reverse transcriptase inhibition, it could be excluded as potential target for their specific anti-HIV-2 activity.

Synthesis and biological evaluation of piperazine group-linked bivalent β-carbolines as potential antitumor agents

A series of novel bivalent β-carbolines with a piperazine group spacer between 3-methylene units were synthesized and evaluated as antitumor agents. The results demonstrated that compounds 7e and 7g exhibited the most potent cytotoxic activities against ten tumor cell lines. Structure-activity relationships analysis indicated that (1) the substituents in positions 1 and 9 of the β-carboline ring played a significant role in modulating the antitumor activity; (2) the introduction of alkyl groups into position-9 of the β-carboline nucleus enhanced their cytotoxic potencies and the butyl substituent was the optimal group. Investigation of the preliminary mechanism of action demonstrated that compound 7g showed obvious anti-angiogenic activity in the in vivo CAM assay, and the potency was similar to that of CA4P (200 μM).

Reaction of 3H-pyrano[3,4-b]indol-3-ones and 3H-2-benzopyran-3-ones with heterodienophiles: A two step synthesis for some 9H-pyrido[3,4-b]indoles and isoquinolines

A short synthetic method for 3-substituted 9H-pyrido[3,4-b]indoles 3 and isoquinolines 7 is proposed using cycloaddition-elimination reactions between 3H-pyrano[3,4-b]indol-3-ones 1 or 3H-2-benzopyran-3-ones 6 and electron-poor nitriles as ethyl cyanoformate and p-toluenesulfonyl cyanide. Extension of the method is possible neither with benzoyl cyanide nor with imines.The diene system undergoes cycloaddition with the carbonyl function of the former compound; subsequent elimination of carbon dioxide followed by an electrocyclic reaction involving the C-O bond gives ring opened ketonic compounds. Imines attack the lactone function of the pyranone system yielding ultimately a β-lactam in some cases.