For research use only. Not for therapeutic Use.
Pinostrobin (Cat.No:I011992) is a flavonoid with diverse biological activities, including antioxidant, anti-inflammatory, and anticancer properties. Pinostrobin is a dietary bioflavonoid discovered more than 6 decades ago in the heart-wood of pine (Pinus strobus). Pinostrobin has depicted many pharmacological activities including anti-viral, anti-oxidant, anti-leukaemic, anti-inflammatory and anti-aromatase activities. It is an inhibitor of sodium channel and Ca(2+) signalling pathways and also inhibits intestinal smooth muscle contractions.
Catalog Number | I011992 |
CAS Number | 75291-74-6 |
Synonyms | Pinostrobin; (±)-Pinostrobin;;2,3-dihydro-5-hydroxy-7-methoxy-phenyl-4H-1-benzopyran-4-one |
Molecular Formula | C16H14O4 |
Purity | ≥95% |
Solubility | Soluble in DMSO |
Storage | Store at 0-8 °C |
IUPAC Name | 5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one |
InChI | InChI=1S/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 |
InChIKey | ORJDDOBAOGKRJV-UHFFFAOYSA-N |
SMILES | COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=CC=C3)O |
Reference | </br> 1: Huang WP, Huang YF, Chen JZ, Jin B, Tan JN, Ding ZS. [Effect of pinostrobin chalcone on adipogenic differentiation of mesenchymal stem cell C3H10T1/2]. Zhongguo Zhong Yao Za Zhi. 2017 Jun;42(12):2339-2344. doi: 10.19540/j.cnki.cjcmm.2017.0110. Chinese. PubMed PMID: 28822190.</br>2: Jadaun A, Subbarao N, Dixit A. Allosteric inhibition of topoisomerase I by pinostrobin: Molecular docking, spectroscopic and topoisomerase I activity studies. J Photochem Photobiol B. 2017 Feb;167:299-308. doi: 10.1016/j.jphotobiol.2017.01.010. Epub 2017 Jan 12. PubMed PMID: 28122297.</br>3: Tan S, Dong Z, Zhang J, Efferth T, Fu Y, Hua X. Cytochrome P450 reaction phenotyping and inhibition and induction studies of pinostrobin in human liver microsomes and hepatocytes. Biomed Chromatogr. 2017 Jun;31(6). doi: 10.1002/bmc.3888. Epub 2017 Jan 22. PubMed PMID: 28111763.</br>4: Gómez-Betancur I, Pereañez JA, Patiño AC, Benjumea D. Inhibitory effect of pinostrobin from Renealmia alpinia, on the enzymatic and biological activities of a PLA2. Int J Biol Macromol. 2016 Aug;89:35-42. doi: 10.1016/j.ijbiomac.2016.04.042. Epub 2016 Apr 22. PubMed PMID: 27109758.</br>5: Kicuntod J, Khuntawee W, Wolschann P, Pongsawasdi P, Chavasiri W, Kungwan N, Rungrotmongkol T. Inclusion complexation of pinostrobin with various cyclodextrin derivatives. J Mol Graph Model. 2016 Jan;63:91-8. doi: 10.1016/j.jmgm.2015.11.005. Epub 2015 Nov 12. PubMed PMID: 26709752.</br>6: Patel NK, Jaiswal G, Bhutani KK. A review on biological sources, chemistry and pharmacological activities of pinostrobin. Nat Prod Res. 2016 Sep;30(18):2017-27. doi: 10.1080/14786419.2015.1107556. Epub 2015 Dec 13. Review. PubMed PMID: 26653796.</br>7: Sayre CL, Alrushaid S, Martinez SE, Anderson HD, Davies NM. Pre-Clinical Pharmacokinetic and Pharmacodynamic Characterization of Selected Chiral Flavonoids: Pinocembrin and Pinostrobin. J Pharm Pharm Sci. 2015;18(4):368-95. PubMed PMID: 26626242.</br>8: Subramaniam S, Raju R, Palanisamy A, Sivasubramanian A. Development and extraction optimization of baicalein and pinostrobin from Scutellaria violacea through response surface methodology. Pharmacogn Mag. 2015 May;11(Suppl 1):S127-38. doi: 10.4103/0973-1296.157714. PubMed PMID: 26109758; PubMed Central PMCID: PMC4461952.</br>9: Feroz SR, Sumi RA, Malek SN, Tayyab S. A comparative analysis on the binding characteristics of various mammalian albumins towards a multitherapeutic agent, pinostrobin. Exp Anim. 2015;64(2):101-8. doi: 10.1538/expanim.14-0053. Epub 2014 Dec 16. PubMed PMID: 25519455; PubMed Central PMCID: PMC4427724.</br>10: Gómez-Betancur I, Benjumea D, Patiño A, Jiménez N, Osorio E. Inhibition of the toxic effects of Bothrops asper venom by pinostrobin, a flavanone isolated from Renealmia alpinia (Rottb.) MAAS. J Ethnopharmacol. 2014 Sep 29;155(3):1609-15. doi: 10.1016/j.jep.2014.08.002. Epub 2014 Aug 17. 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Stereospecific analytical method development and preliminary in vivo pharmacokinetic characterization of pinostrobin in the rat. Biomed Chromatogr. 2013 May;27(5):548-50. doi: 10.1002/bmc.2834. Epub 2012 Oct 15. PubMed PMID: 23070926.</br>15: Xian YF, Ip SP, Lin ZX, Mao QQ, Su ZR, Lai XP. Protective effects of pinostrobin on β-amyloid-induced neurotoxicity in PC12 cells. Cell Mol Neurobiol. 2012 Nov;32(8):1223-30. doi: 10.1007/s10571-012-9847-x. Epub 2012 May 8. PubMed PMID: 22565301.</br>16: Hua X, Fu YJ, Zu YG, Zhang L, Wang W, Luo M. Determination of pinostrobin in rat plasma by LC-MS/MS: application to pharmacokinetics. J Pharm Biomed Anal. 2011 Dec 5;56(4):841-5. doi: 10.1016/j.jpba.2011.07.038. Epub 2011 Jul 30. PubMed PMID: 21840667.</br>17: Abdelwahab SI, Mohan S, Abdulla MA, Sukari MA, Abdul AB, Taha MM, Syam S, Ahmad S, Lee KH. The methanolic extract of Boesenbergia rotunda (L.) Mansf. and its major compound pinostrobin induces anti-ulcerogenic property in vivo: possible involvement of indirect antioxidant action. J Ethnopharmacol. 2011 Sep 2;137(2):963-70. doi: 10.1016/j.jep.2011.07.010. Epub 2011 Jul 8. PubMed PMID: 21771650.</br>18: Korenaga T, Hayashi K, Akaki Y, Maenishi R, Sakai T. Highly enantioselective and efficient synthesis of flavanones including pinostrobin through the rhodium-catalyzed asymmetric 1,4-addition. Org Lett. 2011 Apr 15;13(8):2022-5. doi: 10.1021/ol2004148. Epub 2011 Mar 17. PubMed PMID: 21413690.</br>19: Wu N, Kong Y, Zu Y, Fu Y, Liu Z, Meng R, Liu X, Efferth T. Activity investigation of pinostrobin towards herpes simplex virus-1 as determined by atomic force microscopy. Phytomedicine. 2011 Jan 15;18(2-3):110-8. doi: 10.1016/j.phymed.2010.07.001. Epub 2010 Aug 23. PubMed PMID: 20739162.</br>20: Nicholson RA, David LS, Pan RL, Liu XM. Pinostrobin from Cajanus cajan (L.) 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