Pinostrobin

For research use only. Not for therapeutic Use.

  • CAT Number: I011992
  • CAS Number: 75291-74-6
  • Molecular Formula: C16H14O4
  • Molecular Weight: 270.284
  • Purity: ≥95%
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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

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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. PubMed PMID: 25138354.</br>11: Patel NK, Bhutani KK. Pinostrobin and Cajanus lactone isolated from Cajanus cajan (L.) leaves inhibits TNF-α and IL-1β production: in vitro and in vivo experimentation. Phytomedicine. 2014 Jun 15;21(7):946-53. doi: 10.1016/j.phymed.2014.02.011. Epub 2014 Mar 26. PubMed PMID: 24680612.</br>12: Feroz SR, Mohamad SB, Bakri ZS, Malek SN, Tayyab S. Probing the interaction of a therapeutic flavonoid, pinostrobin with human serum albumin: multiple spectroscopic and molecular modeling investigations. PLoS One. 2013 Oct 8;8(10):e76067. doi: 10.1371/journal.pone.0076067. eCollection 2013. PubMed PMID: 24116089; PubMed Central PMCID: PMC3792979.</br>13: Siekmann TR, Burgazli KM, Bobrich MA, Nöll G, Erdogan A. The antiproliferative effect of pinostrobin on human umbilical vein endothelial cells (HUVEC). Eur Rev Med Pharmacol Sci. 2013 Mar;17(5):668-72. PubMed PMID: 23543451.</br>14: Sayre CL, Zhang Y, Martinez SE, Takemoto JK, Davies NM. 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.) 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