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Reynosin

$1,216

  • Brand : BIOFRON

  • Catalogue Number : BN-O1613

  • Specification : 98%(HPLC)

  • CAS number : 28254-53-7

  • Formula : C15H20O3 

  • Molecular Weight : 248.3

  • PUBCHEM ID : 98958

  • Volume : 5mg

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Catalogue Number

BN-O1613

Analysis Method

Specification

98%(HPLC)

Storage

-20℃

Molecular Weight

248.3

Appearance

Powder

Botanical Source

This product is isolated and purified from the roots of Dolomiaea souliei (Franch.) Shih

Structure Type

Category

SMILES

CC12CCC3C(C1C(=C)CCC2O)OC(=O)C3=C

Synonyms

Reynosin/Naphtho[1,2-b]furan-2(3H)-one, decahydro-6-hydroxy-5a-methyl-3,9-bis(methylene)-, (3aS,5aR,6R,9aS,9bS)-/Reysin/(3aS,5aR,6R,9aS,9bS)-6-Hydroxy-5a-methyl-3,9-bis(methylene)decahydronaphtho[1,2-b]furan-2(3H)-one/(3aS,5aR,6R,9aS,9bS)-6-hydroxy-5a-methyl-3,9-dimethylidenedecahydronaphtho[1,2-b]furan-2(3H)-one

IUPAC Name

Density

1.2±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

175.8±21.5 °C

Boiling Point

414.3±45.0 °C at 760 mmHg

Melting Point

InChl

InChl Key

FKBUODICGDOIGB-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:28254-53-7) 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

27180996

Abstract

Context: Tuberculosis is primarily caused by Mycobacterium tuberculosis (Mtb). Previous studies have shown that the dichloromethanic extract of Ambrosia confertiflora DC (Asteraceae) inhibited Mtb.

Objective: To isolate the compounds responsible for the mycobactericidal activity against clinical Mtb strains.

Materials and methods: The dichloromethanic extract of aerial parts of A. confertiflora was separated using chromatography columns. Mycobactericidal activity of the isolated compounds was evaluated using the Alamar Blue bioassay (128-16 μg/mL, 7 days). Cytotoxicity was tested against normal cell line L929 using the MTT ([3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium]) assay (100-3.125 μg/mL, 48 h). Compound structures were elucidated by 1H and 13C uni- and bidimensional NMR.

Results: Two sesquiterpene lactones (SQLs) with mycobactericidal activity were identified: santamarine and reynosin. Reynosin was the most active compound, with a minimal bactericidal concentration (MBC) of 128 μg/mL against the H37Rv, 366-2009 and 104-2010 Mtb strains and a minimal inhibitory concentration (MIC) of 64, 64, 128, 128 and 128 μg/mL against the H37Rv, 104-2010, 63-2009, 366-2009 and 430-2010 Mtb strains, respectively. Santamarine had MBCs of 128 μg/mL against the H3Rv and 104-2010 Mtb strains and MICs of 128 μg/mL against the H37Rv, 366-2009 and 104-2010 Mtb strains. We also isolated 1,10-epoxyparthenolide but only showed mycobacteriostatic activity (MIC 128 μg/mL) against the Mtb strain. Compounds were tested against the L929 cell line and the calculated selectivity index was <1. Discussion and conclusions: This is the first report of the mycobactericidal activity of these compounds against clinical Mtb strains. It is also the first report of the isolation of 1,10-epoxyparthenolide from A. confertiflora. The anti-mycobacterial activity of A. confertiflora was attributed to the SQLs identified.

KEYWORDS

1,10-Epoxyparthenolide; mycobactericidal; sesquiterpenlactones.

Title

Reynosin and Santamarine: Two Sesquiterpene Lactones From Ambrosia Confertiflora With Bactericidal Activity Against Clinical Strains of Mycobacterium Tuberculosis

Author

Enrique Wenceslao Coronado-Aceves 1, Carlos Velazquez 1, Ramon Enrique Robles-Zepeda 1, Manuel Jimenez-Estrada 2, Javier Hernandez-Martinez 3, Juan Carlos Galvez-Ruiz 1, Adriana Garibay-Escobar 1

Publish date

2016 Nov

PMID

641720

Abstract

The germacranolide sesquiterpene lactones costunolide, parthenolide, and costunolide diepoxide were isolated from the leaves of Magnolia grandiflora L. Costunolide diepoxide might be, at least in part, an artifact derived from air oxidation of parthenolide. The root bark yielded only costunolide together with the two eudesmanolides, santamarine and reynosin. In an attempt to synthesize costunolide diepoxide, the action of m-chloroperbenzoic acid on parthenolide and on costunolide was studied. The products were costunolide diepoxide from parthenolide and the two cyclized derivatives, santamarine and reynosin, from costunolide. The elusive 1,10-epoxide was obtained by epoxidizing costunolide using a biphasic system containing sodium bicarbonate. Under these conditions, epoxidation of costunolide took place without cyclization.

Title

Isolation and Characterization of the Sesquiterpene Lactones Costunolide, Parthenolide, Costunolide Diepoxide, Santamarine, and Reynosin From Magnolia Grandiflora L

Author

F S el-Feraly, Y M Chan

Publish date

1978 Mar

PMID

22803370

Abstract

Objective: To study the chemical constituents of Dolomiaea souliei.

Method: Various chromatographic techniques were adopted to separate the constituents, and the spectrum analysis was made to identify their structures.

Result: Seventeen compounds were isolated and identified as: dehydrocostus lactone (1), costunolide (2), mokko lactone (3), santamarine(4), reynosin (5), 4alpha-hydroxy-4beta-methyldihydrocostol (6), sulfocostunolide A (7), beta-costic acid (8), beta-cyclocostunolide (9), vladinol A (10), ursolic acid (11), betulinic acid (12), betulin (13), dibutyl terephthalate (14), dibutyl phthalate (15), uridine (16), and emodin (17).

Conclusion: Compounds 6-9 and 12-17 were obtained from this genus for the first time, and compound 11 was obtained from this plant for the first time.

Title

[Chemical Constituents of Dolomiaea Souliei].

Author

Hu Wei 1, Chunnian He, Yong Peng, Guoxu Ma, Peigen Xiao

Publish date

2012 May;


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