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

Synthesis of 13C-dilabeled 4-coumaroylspermidines

Five 13C-dilabeled constitution isomers of 4-coumaroylspermidines were prepared in nine to eleven steps: N1,4-di[(E)-4-coumaroyl]-(5,8- 13C2)spermidine (13b), N1-[(E)-4-coumaroyl]-(5,8-13C2)spermidine (17b), N1,8-di[(E)-4-coumaroyl]-(1,4-13C2)spermidine (20b), N4-[(E)-4- coumaroyl]-(1,4-13C2)spermidine (24b) and N1,4,8-tri[(E)-4-coumaroyl]- (5,8-13C2)spermidine (26). The two 13C-atoms were subsequently introduced using labeled potassium cyanide. The synthesis proceeds through stepwise construction of the polyamine backbone including protection and deprotection steps of the amino functions. Based on 1H-1H NOE interactions, the preliminary study of their binding reveals that 20b binds to tRNA in the same way as spermidine does, whereas 24b and 26 do not show any NOE effects with the tRNA protons.