477-85-0

Usage

Uses

Used in Pharmaceutical Industry:
Obtusifolin is used as a pharmaceutical agent for its potential therapeutic properties. It is valued for its ability to modulate various biological pathways and exhibit inhibitory effects on certain conditions, making it a promising candidate for drug development and treatment of specific diseases.
Used in Research and Development:
In the research and development sector, Obtusifolin serves as a crucial reference substance. Its assigned absolute purity makes it an essential tool for scientists and researchers to conduct experiments and develop new drugs or therapies with a high level of accuracy and reliability.
Used in Quality Control and Standardization:
Obtusifolin is utilized in quality control processes to ensure the consistency and standardization of products in the pharmaceutical and related industries. Its assigned purity value helps in maintaining the quality of drugs and other products by providing a benchmark for comparison and assessment.
Used in Drug Delivery Systems:
Similar to gallotannin, Obtusifolin can also be employed in the development of novel drug delivery systems. These systems aim to enhance the delivery, bioavailability, and therapeutic outcomes of the substance by using various organic and metallic nanoparticles as carriers.

InChI:InChI=1/C16H12O5/c1-7-6-9-12(16(21-2)13(7)18)15(20)11-8(14(9)19)4-3-5-10(11)17/h3-6,17-18H,1-2H3

Upstream product

• 481-39-0 5-hydroxynaphtho-1,4-quinone 
• 108637-73-6 1-Methoxy-3-methyl-1,2-bis(trimethylsiloxy)-1,3-butadiene 
• 108637-73-6 (E)-1-Methoxy-3-methyl-1,2-bis-trimethylsilanyloxy-buta-1,3-diene 
• 108637-77-0 (1S,4aR,9aS)-8-Hydroxy-1-methoxy-3-methyl-1,2-bis-trimethylsilanyloxy-1,4,4a,9a-tetrahydro-anthraquinone 
• 127042-37-9 (3R,4S,4aS,9aR)-4a,9a-Dichloro-4,8-dimethoxy-3-methyl-3,4,4a,9a-tetrahydro-1H-anthracene-2,9,10-trione 
• 72476-03-0 (E)-3-methyl-4-methoxy-2-[(trimethylsilyl)oxy]-1,3-butadiene 
• 71700-71-5 2,3-dichloro-5-methoxy-1,4-naphthoquinone 
• 108637-71-4 Methyl 3-methyl-2-trimethylsiloxy-2-butenoate 
• 127042-39-1 (3R,4S,4aS,9aR)-4a,9a-Dichloro-8-hydroxy-4-methoxy-3-methyl-3,4,4a,9a-tetrahydro-1H-anthracene-2,9,10-trione 
• 108637-81-6 (1R,4aS,9aR)-9a-Chloro-8-hydroxy-1-methoxy-3-methyl-1,2-bis-trimethylsilanyloxy-1,4,4a,9a-tetrahydro-anthraquinone 

Downstream Products

• 38393-67-8 Hallachrome 
• 58322-78-4 2-hydroxychrysophanol 

Relevant academic research and scientific papers

Acetylated anthraquinone glycosides from Cassia obtusifolia

Three new acetylated anthraquinone glycosides (1-3) were isolated from the seed of Cassia obtusifolia, together with one parent anthraquinone glycoside (1a). Their structures were determined on the basis of spectroscopic methods and physicochemical properties as obtusifoline-2-O-β-d-2, 6-di-O- acetylglucopyranoside (1), obtusifoline-2-O-β-d-glucopyranoside (1a), obtusifoline-2-O-β-d-3, 6-di-O-acetylglucopyranoside (2), and obtusifoline-2-O-β-d-4, 6-di-O-acetylglucopyranoside (3).

Transition Metal-Catalyzed Oxidations, 6. Total Synthesis of Hallachrome and Related 1,2-Anthraquinones

9,10-Anthraquinones 3b-3k are prepared by Diels-Alder reaction of juglone (5a) and 7-methyljuglone (5b) with the dienes 4a and 4b, then reduced to the corresponding 1-anthracenols 2b-2d, 2f and 2i that are immediately oxygenated to the ortho-anthraquinones 1b-1d, 1f and 1i with *py*HMPT.The 1,2-anthraquinones dimerize in solution or upon BBr3 treatment.The naturally occurring 1,2-anthraquinone hallachrome (1a) is prepared by selective protection of the bisphenol 3h as monosilyl ether 3i, oxygenation to the silylated ortho-anthraquinone 1i and fluoride-mediated deprotection to 1a. Key words: Hallachrome; 1,2-anthraquinones; 9,10-anthraquinones; oxygenation; 1-anthracenols; Mimoun complex.

DICHLORO QUINONES AS DIENOPHILES; SYNTHESIS OF ALIZARIN DERIVATIVES

2,3-Dichloro quinonoid dienophiles react with 1,3-dioxy butadienes to give cycloadducts, which aromatise with uptake of external nucleophile to give 1,2-disubstitution in the newly formed aromatic ring.With oxy nucleophiles this has led to synthesis of natural alizarin derivatives.

SYNTHESIS OF SPECIFICALLY O-ALKYLATED ANTHRAQUINONES BY CYCLOADDITION

Cycloadducts from naphthoquinonoid dienophiles and 1-methoxy-1-trimethylsilyloxy butadienes undergo controlled aromatisation to form chiefly α-hydroxy- or α-methoxy-anthraquinones; this has led to synthesis of several natural O-methyl polyoxyanthraquinones.