73069-26-8

Basic information

• Product Name: (+/-)-Praeruptorin B
• Synonyms: Praeruptorin D/(±)-Praeruptorin B;2-Butenoic acid, 2-methyl-, (9R,10R)-9,10-dihydro-8,8-dimethyl-2-oxo-2H,8H-benzo[1,2-b:3,4-b']dipyran-9,10-diyl ester, (2Z,2'Z)-rel-
• CAS NO: 73069-26-8
• Molecular Formula: C₂₄H₂₆O₇
• Molecular Weight: 426.46
• Mol File: 73069-26-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 122-123 °C(Solv: methanol (67-56-1))
• Boiling Point: 524.8±50.0 °C(Predicted)
• Appearance: /
• Density: 1.24±0.1 g/cm3(Predicted)
• CAS DataBase Reference: (+/-)-Praeruptorin B(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-Praeruptorin B(73069-26-8)
• EPA Substance Registry System: (+/-)-Praeruptorin B(73069-26-8)

Safety Data

• Hazardous Substances Data: 73069-26-8(Hazardous Substances Data)

Usage

General Description

(+/-)-Praeruptorin B is a naturally occurring chemical compound derived from the root of Peucedanum praeruptorum. It belongs to the class of coumarins and has been found to have various biological activities, including anti-inflammatory, antitumor, and antiviral properties. Studies have shown that (+/-)-Praeruptorin B exhibits inhibitory activity against the growth of cancer cells and has potential for the treatment of various inflammatory diseases. Additionally, it has been reported to have antiviral effects against respiratory syncytial virus (RSV) and herpes simplex virus (HSV). The compound's diverse pharmacological activities make it a promising candidate for the development of new therapeutic agents for a range of diseases.

Upstream product

• 35660-94-7 (E)-2-methylbut-2-enoyl chloride 
• 518-76-3 (±)-cis-khellactone 
• 4970-26-7 (+/-)-praeruptorins B 

Downstream Products

• 518-76-3 (+)-(3'S,4'R)-trans-khellactone 
• 54712-23-1 (-)-cis-(3'S,4'S)-khellactone 
• 4970-26-7 anomalin 
• 73069-28-0 (+)-cis-(3'S,4'S)-3',4'-diangeloylkhellactone 
• 565-63-9 Angelic acid 

Relevant articles and documents

Enantioseparation and absolute configuration determination of angular-type pyranocoumarins from Peucedani radix using enzymatic hydrolysis and chiral HPLC-MS/MS analysis

Angular-type pyranocoumarins from Peucedani Radix (Chinese name: Qian-hu) have exhibited potential for use on treatment of cancer and pulmonary hypertension. Due to the existence of C-3′ and C-4′ chiral centers, compounds belonging to this chemical type commonly exist in enantiomers and/or diastereoisomers, which may elicit distinct activities during their interactions with the human body. In the present study, a new method, which combines enzymatic hydrolysis with chiral LC-MS/MS analysis, has been developed to determine the absolute configurations of these angular-type pyranocoumarins. Pyranocoumarins isolated from Qian-hu, their enantiomers, or metabolites were individually incubated with rat liver microsomes. As the common end product from enzymatic hydrolysis of all tested pyranocoumarins, cis-khellactone was collected and its absolute configuration was determined by comparison with (+)-cis-khellactone and (-)-cis-khellactone using chiral LC-MS/MS. The absolute configurations of all tested parent pyranocoumarins were determined by combination of LC-MS/MS, NMR and polarimetric analysis. The results revealed that the metabolite cis-khellactone retained the same absolute configurations of the stereogenic carbons as the respective parent compound. This method was proven to be rapid and sensitive and also has advantages in discriminating single enantiomers and mixtures of optical isomers with different ratios.

The antagonist effects of compounds derived from khellactone on platelet-activating factor

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