69586-96-5

Basic information

• Product Name: Tupichilignan A
• Synonyms: Tupichilignan A;5-Allohydroxymatairesinol dimethyl ether
• CAS NO: 69586-96-5
• Molecular Formula: C₂₂H₂₆O₇
• Molecular Weight: 402.43764
• Mol File: 69586-96-5.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Tupichilignan A(CAS DataBase Reference)
• NIST Chemistry Reference: Tupichilignan A(69586-96-5)
• EPA Substance Registry System: Tupichilignan A(69586-96-5)

Safety Data

• Hazardous Substances Data: 69586-96-5(Hazardous Substances Data)

Usage

General Description

Tupichilignan A is a biphenyl compound isolated from the bark of T. tupidanthus which exhibits various biological activities. It has been found to possess potent cytotoxic activity against various cancer cell lines, including lung, breast, and colon cancer cells. Additionally, it has demonstrated inhibitory effects on nitric oxide production, indicating potential anti-inflammatory properties. Its unique chemical structure and promising pharmacological activities make it a potential candidate for the development of novel anticancer and anti-inflammatory drugs. Further research is necessary to fully understand its mechanisms of action and potential therapeutic applications.

Upstream product

• 186581-53-3 diazomethane 
• 81623-30-5 (-)-(7R,8R,8'R)-4,4',7-trihydroxy-3,3'-dimethoxylidnano-9,9'-lactone 

Downstream Products

• 74892-45-8 5-acetoxymatairesinol dimethyl ether 

Relevant articles and documents

Introduction of an Alcoholic Hydroxyl Group into 2,3-Dibenzylbutyrolactone Lignans with Oxidizing Agents and Carbon-13 Nuclear Magnetic Resonance Spectra of the Oxidation Products

Attempts were made to introduce an alcoholic hydroxyl group stereospecifically at the C-5 or C-6 position of 2,3-dibenzylbutyrolactone lignans with lead tetraacetate and osmic acid as oxidizing agents. 5-Acetoxyarctigenin monoacetate (III) was obtained from arctigenin monoacetate (II), 5-acetoxyisoarctigenin monoacetate (XIII) from isoarctigenin monoacetate (XII) and 5-acetoxytrachelogenin diacetate (XXIII) from trachelogenin diacetate (XXII) by oxidation with lead tetraacetate in acetic acid. 6-Hydroxyisomethyltrachelogenin (XXXII) was obtained from 3-(3,4-dimethoxybenzyl)-2-(3,4-dimethoxybenzylidene)butyrolactone (XXXI) by oxidation with osmic acid.The 13C-NMR spectra of these oxidation products and analogs are discussed with regard to the differences of the chemical shifts resulting from changes in the substituents and the stereochemistry of the 2,3-dibenzylbutyrolactone skeleton.Keywords - 2,3-dibenzylbutyrolactone lignans; reaction with oxidizing agents; introduction of an alcoholic hydroxyl group; 5-hydroxy-2,3-dibenzylbutyrolactone lignans; 2,5-dihydroxy-2,3-dibenzylbutyrolactone lignans; 2,6-dihydroxy-2,3-dibenzylbutyrolactone lignans; 13C-NMR