480-37-5 Usage
Description
Pinostrobin is a flavonoid characterized by its diverse biological activities, such as antioxidant, anti-inflammatory, and anticancer properties. It is a monohydroxyflavanone with a hydroxy group at position 5 and a methoxy group at position 7, derived from (2S)-flavanone. Pinostrobin has demonstrated the ability to induce quinone reductase in murine hepatoma cells and inhibit the production of TNF-α and IL-1β in various settings, including RAW 264.7 macrophages and LPS-stimulated rats. Additionally, it exhibits selective cytotoxicity for CCRF-CEM leukemia cells.
Uses
Used in Pharmaceutical Applications:
Pinostrobin is used as an anti-inflammatory agent for its ability to inhibit TNF-α and IL-1β production in RAW 264.7 macrophages and LPS-stimulated rats, potentially offering therapeutic benefits in conditions involving inflammation.
Used in Anticancer Applications:
Pinostrobin is used as an anticancer agent for its selective cytotoxicity against CCRF-CEM leukemia cells, making it a promising candidate for the development of targeted cancer therapies.
Used in Nutraceutical Applications:
Given its antioxidant properties, Pinostrobin can be used as a nutraceutical ingredient to support overall health and well-being by combating oxidative stress and promoting a balanced immune response.
Used in Drug Development:
Pinostrobin's diverse biological activities make it a valuable compound for further research and development in the pharmaceutical industry, potentially leading to the creation of new drugs for various health conditions.
Check Digit Verification of cas no
The CAS Registry Mumber 480-37-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,8 and 0 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 480-37:
(5*4)+(4*8)+(3*0)+(2*3)+(1*7)=65
65 % 10 = 5
So 480-37-5 is a valid CAS Registry Number.
InChI:InChI=1/C16H14O4/c1-19-11-7-12(17)16-13(18)9-14(20-15(16)8-11)10-5-3-2-4-6-10/h2-8,14,17H,9H2,1H3
480-37-5Relevant articles and documents
Highly enantioselective and efficient synthesis of flavanones including pinostrobin through the rhodium-catalyzed asymmetric 1,4-addition
Korenaga, Toshinobu,Hayashi, Keigo,Akaki, Yusuke,Maenishi, Ryota,Sakai, Takashi
, p. 2022 - 2025 (2011/06/28)
An efficient synthesis of bioactive chiral flavanones (1) was achieved through the αh-catalyzed asymmetric 1,4-addition of arylboronic acid to chromone. The reaction in toluene proceeded smoothly at room temperature in the presence of 0.5% Rh catalyst with electron-poor chiral diphosphine MeO-F 12-BIPHEP. In this reaction, the 1,2-addition to (S)-1 frequently occurred to yield (2S,4α)-2,4-diaryl-4-chromanol as a byproduct, which could be reduced by changing the reaction solvent to CH2C 12 to deactivate the Rh catalyst (3% required).
Approaches to 2-substituted chroman-4-ones: Synthesis of (-)-pinostrobin
Hodgetts, Kevin J.
, p. 3763 - 3766 (2007/10/03)
Two approaches to optically active 2-substituted chroman-4-ones are described. The first utilized the oxidation of a preformed chroman ring and the second an intramolecular Mitsunobu cyclization. The methodology was applied to the synthesis of the biologically active natural product (-)-pinostrobin (18).
