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Pinostrobin

$560

  • Brand : BIOFRON

  • Catalogue Number : BD-P0747

  • Specification : 99.0%(HPLC&TLC)

  • CAS number : 480-37-5

  • Formula : C16H14O4

  • Molecular Weight : 270.284

  • PUBCHEM ID : 4101463

  • Volume : 25mg

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Catalogue Number

BD-P0747

Analysis Method

HPLC,NMR,MS

Specification

99.0%(HPLC&TLC)

Storage

2-8°C

Molecular Weight

270.284

Appearance

Powder

Botanical Source

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=CC(=C2C(=O)CC(OC2=C1)C3=CC=CC=C3)O

Synonyms

Dihydrotectochrysin/4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-7-methoxy-2-phenyl-, (S)-/Pinostrobin/2-Phenyl-5-hydroxy-7-methoxy-2,3-dihydro-4H-1-benzopyran-4-one/(S)-5-Hydroxy-7-methoxy-2-phenyl-2,3-dihydro-4H-chromen-4-one/Pistrobin/Pinocembrin-7-methyl ether/5-Hydroxy-7-methoxy-2-phenyl-chroman-4-one/(2S)-5-Hydroxy-7-methoxy-2-phenyl-2,3-dihydro-4H-chromen-4-one/2,3-Dihydro-5-hydroxy-7-methoxy-2-phenyl-4H-1-benzopyran-4-one/Pinostobin/4H-1-Benzopyran-4-one, 2,3-dihydro-5-hydroxy-7-methoxy-2-phenyl-, (2S)-

IUPAC Name

5-hydroxy-7-methoxy-2-phenyl-2,3-dihydrochromen-4-one

Applications

Density

1.3±0.1 g/cm3

Solubility

Methanol; Acetontrile; Water; Ethyl Acetate; DMSO; Chloroform

Flash Point

188.8±22.2 °C

Boiling Point

494.9±45.0 °C at 760 mmHg

Melting Point

100ºC

InChl

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/t14-/m0/s1

InChl Key

ORJDDOBAOGKRJV-AWEZNQCLSA-N

WGK Germany

RID/ADR

HS Code Reference

2932990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:480-37-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

24704551

Abstract

Propolis of Australian stingless bees (Tetragonula carbonaria, Meliponini) originating from Corymbia torelliana (Myrtaceae) fruit resins was tested for its antimicrobial activities as well as its flavonoid contents. This study aimed at the isolation, structural elucidation and antibacterial testing of flavanones of C. torelliana fruit resins that are incorporated into stingless bee propolis. Flavanones of this study were elucidated by spectroscopic and spectrometric methods including UV, 1D and 2D NMR, EI-MS, ESI-MS and HR-MS. The results indicated known C-methylated flavanones namely, 1 (2S)-cryptostrobin, its regioisomer 2 (2S)- stroboponin, 3 (2S)- cryptostrobin 7-methyl ether, and 6 (2S)- desmethoxymatteucinol, and known flavanones 4 (2S)- pinostrobin and 5 (2S)- pinocembrin as markers for C. torelliana fruit resins and one propolis type. Ethanolic preparations of propolis were shown to be active against Staphylococcus aureus (ATCC 25923) and to a lesser extent against Pseudomonas aeruginosa (ATCC 27853). C. torelliana flavanones inhibited the growth of S. aureus therefore contributing to the antibacterial effects observed for Australian stingless bee propolis extracts.

Copyright © 2014 Elsevier B.V. All rights reserved.

KEYWORDS

1 (2S)-cryptostrobin (PubChem CID 15953986, CAS 55743-21-0); 2 (2S)- strobopinin (PubChem CID 442520, CAS 11023-71-5); 3 (2S)- cryptostrobin 7-methyl ether (CAS 55869-77-7); 4 (2S)- pinostrobin (PubChem CID 73201, CAS 480-37-5); 5 (2S)- pinocembrin (PubChem CID 25200438, CAS 480-39-7); 6 (2S)- desmethoxymatteucinol (CID 180550, CAS 56297-79-1); Antibacterial; Eucalyptus; NMR spectroscopy; Natural products; Staphylococcus aureus

Title

Anti-staphylococcal activity of C-methyl flavanones from propolis of Australian stingless bees (Tetragonula carbonaria) and fruit resins of Corymbia torelliana (Myrtaceae).

Author

Massaro CF1, Katouli M2, Grkovic T3, Vu H3, Quinn RJ3, Heard TA4, Carvalho C5, Manley-Harris M6, Wallace HM2, Brooks P2.

Publish date

2014 Jun

PMID

30023859

Abstract

The present work highlights the effect of urea on solvation dynamics and the rotational relaxation of Coumarin 480 (C-480) in the Stern layer of aqueous micelles of cationic gemini surfactants, 12-4(OH)n-12 (n = 0, 1, 2). UV-visible absorption, steady-state fluorescence and fluorescence anisotropy, time-resolved fluorescence and fluorescence anisotropy, and dynamic light scattering measurements have been carried out for this study. The formation of micelles becomes disfavored in the presence of urea at high concentration. Solvation dynamics is bimodal in nature with fast solvation as a major component. The average solvation time increases, reaches a maximum, and then decreases with increasing concentration of urea because the degree of counterion dissociation also follows the same order with the addition of urea in the micellar solution. With increased degree of counterion dissociation, the extent of clustering of water molecules is increased, resulting in slower solvation process. The −OH group present in the spacer group of gemini surfactant controls the rate of solvation by shielding the water molecules from the probe molecules forming hydrogen bond. The microviscosity of micelles is decreased with increasing concentration of urea, as a result of which the rotational relaxation process becomes faster. In the presence of the −OH group in the spacer group, the microviscosity of micelles is enhanced, resulting in longer rotational relaxation time. Rotational relaxation process is bimodal in nature with the major contribution from the fast component to the fluorescence depolarization. Slow rotational relaxation is mainly due to the lateral diffusion of C-480 molecules along the surface of the micelle. The tumbling motion of the micelle as a whole is much slower than the lateral diffusion of C-480. Wobbling motion of C-480 becomes faster with increasing concentration of urea as a result of decreased microviscosity of micelles. The alignment of C-480 molecules in micelles might change with changing microviscosity.

Title

Effect of Urea on Solvation Dynamics and Rotational Relaxation of Coumarin 480 in Aqueous Micelles of Cationic Gemini Surfactants with Different Spacer Groups

Author

Sunita Kumari,† Sonu,†§ Sayantan Halder,† Rishika Aggrawal,† Ganapathisubramanian Sundar,corresponding author*‡ and Subit K. Sahacorresponding author*†

Publish date

2018 Mar 31

PMID

30671387

Abstract

MicroRNAs (miRNAs) are small non-coding RNAs that function as negative regulators of gene expression. Recent evidences suggested that host cells miRNAs are involved in the progression of infectious diseases, but its role in amoebiasis remains largely unknown. Here, we reported an unexplored role for miRNAs of human epithelial colon cells during the apoptosis induced by Entamoeba histolytica. We demonstrated for the first time that SW-480 colon cells change their miRNAs profile in response to parasite exposure. Our data showed that virulent E. histolytica trophozoites induced apoptosis of SW-480 colon cells after 45 min interaction, which was associated to caspases-3 and -9 activation. Comprehensive profiling of 667 miRNAs using Taqman Low-Density Arrays showed that 6 and 15 miRNAs were significantly (FC > 1.5; p < 0.05) modulated in SW-480 cells after 45 and 75 min interaction with parasites, respectively. Remarkably, no significant regulation of the 6-miRNAs signature (miR-526b-5p, miR-150, miR-643, miR-615-5p, miR-525, and miR-409-3p) was found when SW-480 cells were exposed to non-virulent Entamoeba dispar. Moreover, we confirmed that miR-150, miR-643, miR-615-5p, and miR-525 exhibited similar regulation in SW-480 and Caco2 colon cells after 45 min interaction with trophozoites. Exhaustive bioinformatic analysis of the six-miRNAs signature revealed intricate miRNAs-mRNAs co-regulation networks in which the anti-apoptotic XIAP, API5, BCL2, and AKT1 genes were the major targets of the set of six-miRNAs. Of these, we focused in the study of functional relationships between miR-643, upregulated at 45 min interaction, and its predicted target X-linked inhibitor of apoptosis protein (XIAP). Interestingly, interplay of amoeba with SW-480 cells resulted in downregulation of XIAP consistent with apoptosis activation. More importantly, loss of function studies using antagomiRs showed that forced inhibition of miR-643 leads to restoration of XIAP levels and suppression of both apoptosis and caspases-3 and -9 activation. Congruently, mechanistic studies using luciferase reporter assays confirmed that miR-643 exerts a postranscripcional negative regulation of XIAP by targeting its 3′-UTR indicating that it's a downstream effector. In summary, we provide novel lines of evidence suggesting that early-branched eukaryote E. histolytica may promote apoptosis of human colon cells by modulating, in part, the host microRNome which highlight an unexpected role for miRNA-643/XIAP axis in the host cellular response to parasites infection.

KEYWORDS

Entamoeba histolytica, apoptosis, microRNAs, SW480, XIAP

Title

Entamoeba histolytica Up-Regulates MicroRNA-643 to Promote Apoptosis by Targeting XIAP in Human Epithelial Colon Cells

Author

Itzel Lopez-Rosas,1 Cesar Lopez-Camarillo,2,* Yarely M. Salinas-Vera,2 Olga N. Hernandez-de la Cruz,2 Carlos Palma-Flores,3 Bibiana Chavez-Munguia,4 Osbaldo Resendis-Antonio,5 Nancy Guillen,6 Carlos Perez-Plasencia,7,8 Maria Elizbeth alvarez-Sanchez,2 Esther Ramirez-Moreno,9 and Laurence A. Marchat9,

Publish date

2018