114916-05-1

Basic information

• Product Name: N1,N10-Bis(p-coumaroyl)spermidine
• Synonyms: N1,N10-Bis(p-coumaroyl)spermidine
• CAS NO: 114916-05-1
• Molecular Formula: C₂₅H₃₁N₃O₄
• Molecular Weight: 437.53134
• Mol File: 114916-05-1.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N1,N10-Bis(p-coumaroyl)spermidine(CAS DataBase Reference)
• NIST Chemistry Reference: N1,N10-Bis(p-coumaroyl)spermidine(114916-05-1)
• EPA Substance Registry System: N1,N10-Bis(p-coumaroyl)spermidine(114916-05-1)

Safety Data

• Hazardous Substances Data: 114916-05-1(Hazardous Substances Data)

Usage

General Description

N1,N10-Bis(p-coumaroyl)spermidine is a polyamine compound that belongs to the spermidine family. It is an acylated derivative of spermidine, which is a naturally occurring polyamine involved in cell growth and proliferation. N1,N10-Bis(p-coumaroyl)spermidine has two p-coumaroyl (hydroxycinnamic acid) groups attached to the spermidine molecule, and it is found in various plant species, including spinach, wheat, and soybeans. N1,N10-Bis(p-coumaroyl)spermidine has been studied for its potential anti-inflammatory, antioxidant, and anti-cancer properties, as well as its ability to modulate plant defense responses against pathogens. Its acylated structure allows it to interact with and modulate various cellular processes, making it a subject of interest for medicinal and agricultural research.

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Relevant articles and documents

Bis(p-coumaroyl)spermidine, the penultimate precursor of the alkaloid lunarine

The alkaloid lunarine occurring in Lunaria annua seeds was shown to be synthesized by stereoselective phenoloxidative coupling from synthetic bis(p-coumaroyl)spermidine.

Antifungal Polyamides of Hydroxycinnamic Acids from Sunflower Bee Pollen

The aim of the bioassay-guided fractionation was the selection of the most potent group of compounds responsible for the protection of sunflower bee pollen grains. Synthesis of prospective antifungal polyamides of hydroxycinnamic acids was based on previo

The biosynthesis of lunarine in seeds of Lunaria annua

Using an optimized precursor feeding system, the biosynthesis of the alkaloid lunarine in Lunaria annua seeds was investigated. The synthesis of radioactively labelled precursors for the application experiments is described. Lunarine was shown to be synthesized by stereo-selective phenol- oxidative coupling of N1,N10-bis(p-coumaroyl)spermidine. p-Coumaric acid for the biosynthesis of this dimer is formed from L-phenylalanine via trans- cinnamic acid. The polyamine moiety of lunarine, spermidine, and its immediate precursor putrescine are preferentially synthesized from arginine. Enzyme studies with microsomes of Lunaria annua seeds indicated that a cytochrome P-450 enzyme might be responsible for the phenol-oxidative coupling of N1,N10-bis (p-coumaroyl)spermidine yielding the hexahydrodibenzofuran ring of lunarine.