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Ochnaflavone

$1,056

  • Brand : BIOFRON

  • Catalogue Number : BN-O0970

  • Specification : 98%(HPLC)

  • CAS number : 50276-96-5

  • Formula : C30H18O10

  • Molecular Weight : 538.46

  • PUBCHEM ID : 5492110

  • Volume : 5mg

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Catalogue Number

BN-O0970

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

538.46

Appearance

Botanical Source

Structure Type

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC(=CC=C1C2=CC(=O)C3=C(C=C(C=C3O2)O)O)OC4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O

Synonyms

2-{4-[5-(5,7-Dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenoxy]phenyl}-5,7-dihydroxy-4H-chromen-4-one/4H-1-Benzopyran-4-one, 2-[4-[5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenoxy]phenyl]-5,7-dihydroxy-/4H-1-Benzopyran-4-one, 2-(4-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenoxy)phenyl)-5,7-dihydroxy-/Ochinaflavone/Ochnaflavone/2,3-dihydroochnaflavone

IUPAC Name

2-[4-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-hydroxyphenoxy]phenyl]-5,7-dihydroxychromen-4-one

Density

1.6±0.1 g/cm3

Solubility

Flash Point

281.5±27.8 °C

Boiling Point

832.1±65.0 °C at 760 mmHg

Melting Point

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2933990000

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:50276-96-5) 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

28695668

Abstract

The study of the MeOH extract of the leaves of Campylospermum excavatum led to the isolation of a nitrile glucoside, named campyloside C (1) and an original derivative of ochnaflavone, 7-O-methylochnaflavone (2), along with three known biflavonoids, amentoflavone, sequoiaflavone, and sotetsuflavone (3 – 5). The linkage site of the sub-units of 2 was confirmed by chemical correlation, after semi-synthesis of a trimethoxylated derivative of ochnaflavone (2a). The structures of these compounds as well as their relative and absolute configurations were assigned by 1D- and 2D-NMR experiments, HR-ESI-MS and Electronic Circular Dichroism (ECD) calculations. A low-pass J filter HMBC experiment was performed in order to define the configuration of the double bond of 1. All of the biflavonoids were evaluated against protozoan parasites. Amentoflavone moderately inhibited the promastigote form of Leishmania infantum.

KEYWORDS

Campylospermum excavatum; Antiprotozoal agents; Biflavones; Nitrile glucoside; Ochnaceae.

Title

A Nitrile Glucoside and Biflavones From the Leaves of Campylospermum Excavatum (Ochnaceae)

Author

Gaetan Bayiha Ba Njock 1, Raphaël Grougnet 2, Antonia Efstathiou 3, Despina Smirlis 3, Gregory Genta-Jouve 4, Sylvie Michel 2, Josephine Ngo Mbing 1, Marina Kritsanida 2

Publish date

2017 Nov

PMID

28032512

Abstract

Anti-proliferative activity of the ethyl acetate fractions of Ochna schweinfurthiana F. Hoffm. and Ochna kibbiensis Hutch. and Dalziel methanol leaf extracts were investigated against glioblastoma multiforme (GBM U-1242 MG) cell line. O. kibbiensis significantly (p < 0.001) and dose dependently (IC50 = 25.74 μg/mL) reduced cell count. At 125 μg/mL, O. kibbiensis extract reduced cell count by about 92% compared to the untreated control. On the other hand, at 125 μg/mL, O. schweinfurthiana extract reduced cell count only by 20%, indicating a much weaker activity (IC50 = 823.51 μg/mL). Following from the result obtained, ethyl acetate fraction of O. kibbiensis was subjected to chromatographic purification. This led to the isolation of ochnaflavone; the structure of the isolated compound was identified by analysis of its nuclear magnetic resonance (NMR) spectral data and comparison with data in the literature. Although the isolated ochnaflavone could not be tested for anti-proliferative activity due to insufficient quantity, the obtained results indicate the presence of bioactive anti-GBM principles in O. kibbiensis.

KEYWORDS

Antiproliferative; O. kibbiensis; Ochna schweinfurthiana; glioblastoma multiforme; ochnaflavone.

Title

Anti-proliferative Study and Isolation of Ochnaflavone From the Ethyl Acetate-Soluble Fraction of Ochna Kibbiensis Hutch & Dalziel

Author

Abdullahi M Ismail 1, Aliyu M Musa 2, Tajuddeen Nasir 3, Mohammed G Magaji 4, Yusuf A Jega 1, Iliya Ibrahim 5

Publish date

2017 Sep;

PMID

29144174

Abstract

Triclisinone (2), a new ochnaflavone derivative, was isolated from the aerial parts of Triclisia gilletii, along with known drypemolundein B (1) and eight other known compounds. The chemical shifts of drypemolundein B (1) have been partially revised based on reinterpretation of NMR spectroscopic data. The eight other secondary metabolites are composed of: (+)-nonacosan-10-ol (3); stigmasterol (4), 3-O-β-D-glucopyranosylsitosterol (5), 3-O-β-D-glucopyranosylstigmasterol (6); oleanic acid (7); myricetin (8), quercetin (9) and 3-methoxyquercetin (10). Their structures were elucidated using IR, MS, NMR 1D and 2D, 1H and 13C and comparison with literature data. Furthermore, compounds 1, 2, 5, 6, 8, 9 and the crude extract were tested against Mycobacterium tuberculosis. Compounds 1, 2, 8 and 9 displayed moderate to very good activity against resistant strain (codified AC 45) of M. tuberculosis with minimum inhibitory concentrations MICs ranging from 3.90 to 62.5 μg/mL.

KEYWORDS

Menispermaceae; NMR chemical shift analysis; antimycobacterial activity; ochnaflavone derivative.

Title

Secondary Metabolites From Triclisia Gilletii (De Wild) Staner (Menispermaceae) With Antimycobacterial Activity Against Mycobacterium Tuberculosis

Author

Eric Robert Tiam 1, Dominique Serge Ngono Bikobo 1 2, Auguste Abouem A Zintchem 1 3, Norbert Mbabi Nyemeck 2nd 1 4, Esther Del Florence Moni Ndedi 5, Patrick Herve Betote Diboue 5, Maximilienne Ascension Nyegue 5, Alex de Theodore Atchade 1, Dieudonne Emmanuel Pegnyemb 1, Christian G Bochet 2, Ulrich Koert 4

Publish date

2019 Mar;


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