252292-65-2

Upstream product

• 146886-61-5 3-Dimethylaminomethyl-4-amino-1-triisopropylsilylindole 
• 146886-51-3 1-(N-triisopropylsilyl-1H-indol-3-yl)-N,N-dimethylmethanamine 
• 111437-25-3 benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate 
• 7622-21-1 (R)-benzyl mandelate 
• 110815-32-2 (S)-(2-(4-amino-1H-indol-3-yl)-1-(hydroxymethyl)ethyl)carbamic acid, phenylmethyl ester 
• 87-52-5 3-(Dimethylaminomethyl)indole 
• 252288-59-8 2-benzyloxycarbonylamino-3-(4-tert-butoxycarbonylamino-1H-indol-3-yl)-propionic acid 
• 252289-08-0 (S)-N-Benzyloxycarbonyl-4-(N-tert-butyloxycarbonyl)aminotryptophan methyl ester 
• 252288-57-6 4-(N-tert-Butyloxycarbonyl)amino-N-phenylacetyltryptophan 
• 252288-55-4 3-Dimethylaminomethyl-4-(N-tert-butyloxycarbonyl)amino-1-triisopropylsilylindole 
• 252289-09-1 (S)-N-Benzyloxycarbonyl-4-aminotryptophan methyl ester 
• 252288-58-7 (S)-4-(N-tert-Butyloxycarbonyl)aminotryptophan 
• 319921-87-4 Phenylmethyl (S,S)-2-{4-[1-(Phenylmethyloxycarbonyl)-2-phenylethylamino]-1H-indol-3-yl}-1-(hydroxymethyl)ethylcarbamate 
• 319921-01-2 Bis(allyl) [4-(N-tert-butyloxycarbonyl)amino-1H-indol-3yl]methylphenylacetamidomalonate 

Downstream Products

• 319922-14-0 6-((10S,13S)-10-Benzyl-11-oxo-3,9,12-triaza-tricyclo[6.6.1.0^4,15]pentadeca-1,4,6,8⁽¹⁵⁾-tetraen-13-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester 
• 252289-06-8 6-((10S,13S)-10-Benzyl-11-oxo-3,9,12-triaza-tricyclo[6.6.1.0^4,15]pentadeca-1,4,6,8⁽¹⁵⁾-tetraen-13-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid 

Relevant academic research and scientific papers

Solid-phase synthesis and biological evaluation of a teleocidin library - Discovery of a selective PKCδ down regulator

Protein kinase C (PKC) is linked to the signal-induced modulation of a wide variety of cellular processes, such as growth, differentiation, secretion, apoptosis, and tumor development. The design and synthesis of small molecules that regulate these different cellular signaling systems is at the forefront of modern drug design. Herein we report a) an efficient method for the synthesis of indolactam V (6), a PKC activator, and its N13-des(methyl) analogues (19) using a regioselective organometallic transformation, a convenient aminomalonate derivative (10) to introduce the appropriate functionality and an enantiospecific enzymic hydrolysis as key steps; b) the use of this method in the first solid-phase synthesis of a teleocidin library modifying the N-13, C-12 and C-7 alkyl chains, and, therefore, producing a library of potential activators and/or inhibitors of PKC of the general structure (32); c) the activation of PKC by selected members of the library using a MARCKS translocation in vivo assay system; d) the observation that some of these analogues are nearly as effective as the natural PKC activators phorbol dibutyrate and (-)-indolactam V (6), and e) the observation that some of these analogues have different potential to induce down-regulation of members of the PKC gene family after chronic stimulation.

Natural product synthesis on polymeric supports - Synthesis and biological evaluation of an indolactam library

Potent activators of protein kinase C in fibroblasts: This property was determined for several indolactam V analogues (1) with a new cell-based assay system. This tumor-promoting indole alkaloid and analogues thereof can be synthesized efficiently on the solid phase. The key steps of the combinatorial approach are a regioselective amination of the indole ring and an enantioselective enzymatic reaction.