29700-20-7

Basic information

• Product Name: perlolyrine
• Synonyms: perlolyrine;5-(9H-Pyrido[3,4-b]indol-1-yl)-2-furanmethanol
• CAS NO: 29700-20-7
• Molecular Formula: C16H12N2O2
• Molecular Weight: 264.28
• Mol File: 29700-20-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: 179-181 °C(Solv: ethanol (64-17-5))
• Boiling Point: 533.9°Cat760mmHg
• Flash Point: 276.7°C
• Appearance: /
• Density: 1.382g/cm³
• Vapor Pressure: 3.16E-12mmHg at 25°C
• Refractive Index: 1.749
• PKA: 13.85±0.10(Predicted)
• CAS DataBase Reference: perlolyrine(CAS DataBase Reference)
• NIST Chemistry Reference: perlolyrine(29700-20-7)
• EPA Substance Registry System: perlolyrine(29700-20-7)

Safety Data

• Hazardous Substances Data: 29700-20-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H12N2O2/c19-9-10-5-6-14(20-10)16-15-12(7-8-17-16)11-3-1-2-4-13(11)18-15/h1-8,18-19H,9H2

Upstream product

• 10551-58-3 5-acetoxymethyl-2-furaldehyde 
• 54-12-6 Trp 
• 256489-73-3 5-(9H-β-Carbolin-1-yl)-furan-2-carbaldehyde 
• 1613335-90-2 N,N-dimethyl-9H-pyrido[3,4-b]indole-9-carboxamide 
• 1613335-72-0 9-(dimethylcarbamoyl)-9H-pyrido[3,4-b]indole 2-oxide 
• 1613335-84-4 1-(5-(hydroxymethyl)furan-2-yl)-N,N-dimethyl-9H-pyrido[3,4-b]indole-9-carboxamide 
• 244-63-3 betacarboline 
• 50-00-0 formaldehyd 
• 50892-81-4 1-(2-furyl)-pyrido<3,4-b>indole 
• 5912-11-8 1-(furan-2-yl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole 
• 98-01-1 furfural 
• 470-23-5 D-fructose 
• 73-22-3 L-Tryptophan 
• 59862-83-8 tert-butyl 5-bromofuran-2-carboxylate 

Relevant articles and documents

Application of metal free aromatization to total synthesis of perlolyrin, flazin, eudistomin U and harmane

Application of our recently reported metal free reaction conditions to the total synthesis of the four different and selective biologically interesting β-carboline natural products is reported. Using this simple methodology, flazin, perlolyrine, eudistomin U and harmane containing heteroaryl and alkyl substituents at C1 position were synthesized in good yields. (Figure presented.).

Cu-catalyzed mild and efficient oxidation of THβCs using air: Application in practical total syntheses of perlolyrine and flazin

A mild, efficient and environmentally benign method for synthesis of aromatic β-carbolines via Cu(ii)-catalyzed oxidation of 1,2,3,4-tetrahydro-β-carbolines (THβCs) was developed, in which air (O2) was used as the clean oxidant. This method has advantages such as environmentally friendliness, mildness, very good tolerance of functional groups, high yielding and easy experiment operation. In addition, this new methodology was successfully applied in the efficient and practical total syntheses of β-carboline alkaloids perlolyrine and flazin.

Isolation and Identification of an Antiproliferative Compound from Fructose-Tryptophan Maillard Reaction Products

This study was performed to isolate and identify a compound with antiproliferative activity against human stomach cancer cell lines, from fructose-tryptophan Maillard reaction products (MRPs). The MRPs, prepared from a fructose-tryptophan solution heated at 130 °C for 2 h, were fractionated into five solvent fractions: n-hexane, chloroform, ethyl acetate, butanol, and water. The highest antiproliferative activity was found in the chloroform fraction (85.93% at 200 μg/mL), and the active compound from this chloroform fraction was purified by silica gel column chromatography, TLC, and preparative HPLC. The antiproliferative activity (IC50) of the active compound was 42.24 μg/mL, and the active compound was identified as perlolyrine (C16H10N2O2) by 1H/13C NMR, DEPT, HMBC, and LC-ESI-MS. Therefore, this research may be useful in developing perlolyrine as a functional therapeutic agent.