147666-82-8

Basic information

• Product Name: thunberginol F
• Synonyms: thunberginol F
• CAS NO: 147666-82-8
• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.2369
• Mol File: 147666-82-8.mol

Chemical Properties

• Boiling Point: 547.1°Cat760mmHg
• Flash Point: 213.7°C
• Appearance: /
• Density: 1.597g/cm³
• Vapor Pressure: 1.4E-12mmHg at 25°C
• Refractive Index: 1.793
• CAS DataBase Reference: thunberginol F(CAS DataBase Reference)
• NIST Chemistry Reference: thunberginol F(147666-82-8)
• EPA Substance Registry System: thunberginol F(147666-82-8)

Safety Data

• Hazardous Substances Data: 147666-82-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Thunberginol F is used as a bioactive compound for its potential therapeutic applications. The compound's unique structure and functional groups allow it to interact with various biological targets, making it a promising candidate for the development of new drugs and treatments.
Used in Anticancer Applications:
Similar to gallotannin, thunberginol F may be employed as an anticancer agent, targeting various types of cancer by modulating oncological signaling pathways. Its specific interactions with biopolymers and macromolecules could contribute to its inhibitory effects on tumor growth and progression.
Used in Drug Delivery Systems:
To enhance the bioavailability and therapeutic outcomes of thunberginol F, novel drug delivery systems can be developed. These systems may involve the use of organic and metallic nanoparticles as carriers, aiming to improve the compound's delivery and efficacy against cancer cells.

InChI:InChI=1/C15H10O5/c16-10-5-4-8(6-12(10)18)7-13-9-2-1-3-11(17)14(9)15(19)20-13/h1-7,16-18H/b13-7-

Upstream product

• 151698-58-7 N,N-diethyl-2-methoxy-6-[2-(3,4-dimethoxyphenyl)-1-oxoethyl]benzamide 
• 1212-35-7 2-(3,4-dimethoxyphenyl)-N,N-dimethylacetamide 
• 51674-10-3 N,N-diethyl-2-methoxybenzamide 
• 183619-72-9 2-[(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-6-methoxy-benzoic acid methyl ester 
• 155005-24-6 8,3',4'-trimethylstilbene-2-carboxylic acid 
• 73274-87-0 3-hydroxy-7-methoxy-3H-isobenzofuran-1-one 
• 147666-87-3 (3Z)-7-methoxy-3-[(3,4-dimethoxyphenyl)methylene]-1(3H)-isobenzofuranone 

Downstream Products

• 147666-87-3 (3Z)-7-methoxy-3-[(3,4-dimethoxyphenyl)methylene]-1(3H)-isobenzofuranone 

Relevant articles and documents

One-step synthesis of isocoumarins and 3-benzylidenephthalides via ligandless pd-catalyzed oxidative coupling of benzoic acids and vinylarenes

A straightforward synthetic method for the preparation of isocoumarins and 3-benzylidenephthalides via C-H olefination and oxidative coupling of readily available benzoic acids and vinylarenes was developed. The directing effect of the substituents on the benzoic acid allows for the synthesis of both types of lactone in pure form.

Development of bioactive functions in Hydrangeae Dulcis Folium. VI. Syntheses of thunberginols A and F and their 3'-deoxy-derivatives using regiospecific lactonization of stilbene carboxylic acid: Structures and inhibitory activity on histamine release of hydramacrophyllols A and B

Lactonization reaction of 2-carboxystilbene mediated by copper(II) chloride proceeded regiospecifically to give the five-membered lactone, while the bromolactonizations using N-bromosuccinimide and anodic oxidation were found to furnish the six-membered lactone. Using these regiospecific lactonization reactions as a key step, antiallergic and antimicrobial isocoumarins and the benzylidenephthalides thunberginols A and F and their 3'-deoxyanalogs were synthesized from phyllodulcin and hydrangenol. Two phthalides called hydramacrophyllols A and B were isolated from Hydrangeae Dulcis Folium and their stereostructures were determined on the basis of physicochemical and chemical evidence, which included the syntheses of hydramacrophyllols A and B from hydrangenol by the application of the lactonization method using copper(II) chloride. In addition, hydramacrophyllols A and B were found to exhibit an inhibitory effect on the histamine release from rat peritoneal exudate cells induced by antigen- antibody reaction.

Facile synthesis of thunberginol F

A new and convenient synthesis of (Z)-3-(3,4-dihydroxybenzylidene)-7-hydroxyphthalide (5) is described starting from 3-hydroxy-7-methoxyphthalide (1).

Chemical transformation from dihydroisocoumarin into benzylidene-phthalide by use of regiospecific oxidative lactonization mediated by copper chloride (H) - Syntheses of thunberginol F and hydramacrophyllol A and B

Oxidative lactonization of 2-carboxystilbene mediated by CuCl2 proceeded regiospecifically to give the five-membered lactone. By utilizing this lactonization as a key reaction, chemical transformation from dihydroisocoumarine into benzylideneph

Synthesis of 3-substituted isocoumarins and related natural products

Several N,N-diethyl-2-acylmethylbenzamides (6) were prepared from N,N- diethyl-2-toluamides (4), and the ketoamides (6) were easily cyclized to the corresponding 3-substituted isocoumarins (8) by heating in acetic acid or xylene. This simple procedure was