97399-95-6

Usage

Uses

Used in Pharmaceutical Industry:
Paniculidine C is used as a bioactive compound for its potential anti-inflammatory and anti-tumor properties. Its ability to modulate biological processes associated with inflammation and tumor growth makes it a valuable asset in the development of new medications for treating various diseases, including cancer.
Used in Drug Development:
Paniculidine C serves as a lead compound in drug discovery, guiding the synthesis and design of novel therapeutic agents. Its unique structure and biological activities provide a foundation for creating new drugs with improved efficacy and selectivity in targeting specific disease pathways.
Used in Research:
Paniculidine C is utilized as a subject of study in biological and chemical research to better understand its mechanisms of action, potential side effects, and interactions with other compounds. This research is crucial for optimizing its use in medicine and pharmacology, ensuring safety and effectiveness in clinical applications.

Upstream product

• 129112-07-8 (R)-3-<4-(2-tetrahydropyranyloxy)-3-methylbutyl>indole 
• 97399-94-5 paniculidine B 
• 97399-93-4 paniculidine A 
• 22644-30-0 (R)-2-methylbut-3-en-1-ol 
• 66261-26-5 (R)-4-(2-tetrahydropyranyloxy)-3-methyl-1-bromobutane 
• 129172-72-1 (R)-4-(2-tetrahydropyranyloxy)-3-methylbutene 
• 97399-94-5 2-methyl-4-(1-methoxyindol-3-yl)-1-butanol 
• 97399-93-4 methyl 2-methyl-4-(indol-3-yl)-butyrate 

Relevant academic research and scientific papers

Three new indole alkaloid derivatives from the roots of Murraya paniculata

Three new indole alkaloid derivatives, named paniculidines D?F (1?3), and six known analogs (4?9) were isolated from the roots of Murraya paniculata. The structures were elucidated on the basis of comprehensive HRESIMS, UV, IR, and NMR spectroscopic data

SYNTHESIS OF THE (S)-ENANTIOMER OF PANICULIDINE A. ABSOLUTE CONFIGURATION OF NATURAL PANICULIDINES

The (S)-enantiomer of paniculidine A (an indole alkaloid from the plant Murraya paniculata) was synthesized from (R)-5-acetoxy-4-methylpentanoic acid by its oxidative transformation into (S)-methyl 2-methyl-3-acetoxypropionate, substitution of the acetoxy group by bromine, Wittig reaction of (R)-2-methoxycarbonylpropyltriphenylphosphonium bromide with 1-tosyl-3-formylindole, hydrogenation of the side chain of (Z,S)-3-(3-methoxycarbonyl-1-butenyl)-tosylindole and reductive desulfonylation of (S)-3-(3-methoxycarbonylbutyl)-1-tosylindole.Comparison of the D values of the synthesized (S)-paniculidine A with published data for the natural product showed that the latter has the (R) configuration.Condensation of the (R)-4-(2-tetrahydropyranyloxy)-3-methylbromobutane obtained from (R)-5-acetoxy-4-methylpentanoic acid with β-indolylmagnesium iodide followed by removal of the tetrahydropyranyl protecting group gave the (R)-enantiomer of paniculidinol .Its (S)-enantiomer was prepared by hydride reduction of (S)-paniculidine A.

3-PRENYLINDOLES FROM MURRAYA PANICULATA AND THEIR BIOGENETIC SIGNIFICANCE

Three new 3-prenylindoles named paniculidines A, B and C were isolated from the root bark of Murraya paniculata together with the known coumarins murralongin and osthol.Their stuctures were elucidated as methyl 2-(R)-methyl-4-(3-indolyl)-butyrate, 2-(R)-methyl-4-(1-methoxy-3-indolyl)-1-butanol and 2-(R)-methyl-4-(3-indolyl)-1-butanol, respectively, based on the spectroscopic and chemical evidence.The chemotaxonomic and biogenetic aspects of 3-prenylindole in Murraya has been discussed in conjunction with carbazole biogenesis.Key Word Index - Murraya paniculata; Rutaceae; 3-prenylindole; 1-methoxyindole; coumarin; chemotaxonomy; biogenesis.