97465-82-2

Basic information

• Product Name: 5-O-Methylhierochin D
• Synonyms: 5-O-Methylhierochin D
• CAS NO: 97465-82-2
• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.38508
• Mol File: 97465-82-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 562.0±50.0 °C(Predicted)
• Appearance: /
• Density: 1.292±0.06 g/cm3(Predicted)
• PKA: 9.79±0.35(Predicted)
• CAS DataBase Reference: 5-O-Methylhierochin D(CAS DataBase Reference)
• NIST Chemistry Reference: 5-O-Methylhierochin D(97465-82-2)
• EPA Substance Registry System: 5-O-Methylhierochin D(97465-82-2)

Safety Data

• Hazardous Substances Data: 97465-82-2(Hazardous Substances Data)

Usage

General Description

5-O-Methylhierochin D is a natural product derived from the fungus Penicillium sp. It is a bioactive compound with potential therapeutic properties, including antifungal and antibacterial activity. Studies have shown that 5-O-Methylhierochin D exhibits strong inhibitory effects against various pathogenic bacteria and fungi, making it a promising candidate for the development of new antimicrobial agents. Additionally, it has been found to have inhibitory effects on the enzyme nitric oxide synthase, which may have implications for the treatment of inflammatory conditions and neurodegenerative diseases. Overall, 5-O-Methylhierochin D shows potential for therapeutic applications and further research is needed to explore its diverse biological activities.

Upstream product

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• 107870-89-3 (2S,3R)-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-7-methoxybenzofuran-5-(trans)propen-1-ol-3-O-β-glucoside 
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• 215319-47-4 (E)-3-[(2S,3R)-2,3-dihydro-2-(4'-hydroxy-3'-methoxyphenyl)-3-hydroxymethyl-7-methoxy-1-benzo[b]furan-5-yl]-2-propenal 
• 352020-02-1 (2S,3R)-5-[(E)-2-ethoxycarbonylvinyl]-2,3-dihydro-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-7-methoxybenzo[b]furan 

Downstream Products

• 14049-57-1 2α,3β-7-O-methylcedrusin 
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• 118916-57-7 (E)-3-[2-(4-Hydroxy-3-methoxyphenyl)-3-hydroxymethyl-7-methoxy-2,3-dihydrobenzo[b]furan-5-yl]-2-propenal 
• 168751-78-8 dihydrodehydrodiconiferyl alcohol triacetate 

Relevant articles and documents

Chemical constituents of Brazilian propolis and their cytotoxic activities

The EtOAc-soluble fraction of the MeOH extract of propalia afforded a new prenylated chromane derivative, 3-hydroxy-2,2-dimethyl-8-prenylchromane- 6-propenoic acid (1), along with 22 known compounds, 2-23. Of the known compounds, 4, 7, 12-19, and 22 were isolated for the first time from propolis, and the absolute configuration of 23 was established as (2S,3R). Investigation suggested that Baccharis spp. are a significant source of tropical Brazilian propalia, in addition to Clusia minor, Clusia major, and Araucaria heterophylla. All the compounds were tested for their cytotoxicity toward human HT-1080 fibrosarcoma and murine colon 26-L5 carcinoma cells. Among these compounds, 9 and 19-21 showed potent cytotoxicity, having ED50 values equal to or less than 10 μg/mL.

Electrochemical Dimerization of Phenylpropenoids and the Surprising Antioxidant Activity of the Resultant Quinone Methide Dimers

A simple method for the dimerization of phenylpropenoid derivatives is reported. It leverages electrochemical oxidation of p-unsaturated phenols to access the dimeric materials in a biomimetic fashion. The mild nature of the transformation provides excellent functional group tolerance, resulting in a unified approach for the synthesis of a range of natural products and related analogues with excellent regiocontrol. The operational simplicity of the method allows for greater efficiency in the synthesis of complex natural products. Interestingly, the quinone methide dimer intermediates are potent radical-trapping antioxidants; more so than the phenols from which they are derived—or transformed to—despite the fact that they do not possess a labile H-atom for transfer to the peroxyl radicals that propagate autoxidation.

Asymmetric biomimetic oxidations of phenols using oxazolidines as chiral auxiliaries: The enantioselective synthesis of (+)- and (-)-dehydrodiconiferyl alcohol

Stereoselective bimolecular radical coupling reactions of phenylpropenoid phenols are described. Evans's 2-oxazolidinone 11a-d derivatives of ferulic acid were prepared and oxidized to give dimeric benzofuran neolignan structures 12-13a-d in 40-50% overal