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Veraguensine

$450

  • Brand : BIOFRON

  • Catalogue Number : AV-H23024

  • Specification : 98%

  • CAS number : 19950-55-1

  • Formula : C22H28O5

  • Molecular Weight : 372.45

  • PUBCHEM ID : 443026

  • Volume : 20mg

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Catalogue Number

AV-H23024

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

372.45

Appearance

Powder

Botanical Source

Flower of Magnolia liliiflora Desr.

Structure Type

Lignans

Category

Standards;Natural Pytochemical;API

SMILES

CC1C(C(OC1C2=CC(=C(C=C2)OC)OC)C3=CC(=C(C=C3)OC)OC)C

Synonyms

(2R,3S,4S,5S)-2,5-Bis(3,4-dimethoxyphenyl)-3,4-dimethyltetrahydrofuran/(+)-Veraguensin/Veraguensine

IUPAC Name

(2S,3S,4S,5R)-2,5-bis(3,4-dimethoxyphenyl)-3,4-dimethyloxolane

Density

1.082±0.06 g/cm3

Solubility

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

Flash Point

Boiling Point

Melting Point

128.0-129.2 ºC (methanol)

InChl

InChI=1S/C22H28O5/c1-13-14(2)22(16-8-10-18(24-4)20(12-16)26-6)27-21(13)15-7-9-17(23-3)19(11-15)25-5/h7-14,21-22H,1-6H3/t13-,14-,21-,22+/m0/s1

InChl Key

JLJAVUZBHSLLJL-GKHNXXNSSA-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#:19950-55-1) 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

28152426

Abstract

Drug design; Isoxazole; Leishmania amazonensis; Natural product analogues; Trypanosoma cruzi; Trypanothione reductase

KEYWORDS

Drug design; Isoxazole; Leishmania amazonensis; Natural product analogues; Trypanosoma cruzi; Trypanothione reductase

Title

Design and synthesis of a new series of 3,5-disubstituted isoxazoles active against Trypanosoma cruzi and Leishmania amazonensis.

Author

da Rosa R1, de Moraes MH2, Zimmermann LA1, Schenkel EP1, Steindel M2, Bernardes LSC3.

Publish date

2017 Mar 10;

PMID

27331807

Abstract

Sixteen 1,4-diaryl-1,2,3-triazole compounds 4-19 derived from the tetrahydrofuran neolignans veraguensin 1, grandisin 2, and machilin G 3 were tested against Leishmania (Leishmania) amazonensis intracellular amastigotes. Triazole compounds 4-19 were synthetized via Click Chemistry strategy by 1,3-dipolar cycloaddition between terminal acetylenes and aryl azides containing methoxy and methylenedioxy groups as substituents. Our results suggest that most derivatives were active against intracellular amastigotes, with IC50 values ranging from 4.4 to 32.7 ?M. The index of molecular hydrophobicity (ClogP) ranged from 2.8 to 3.4, reflecting a lipophilicity/hydrosolubility rate suitable for transport across membranes, which may have resulted in the potent antileishmanial activity observed. Regarding structure-activity relationship (SAR), compounds 14 and 19, containing a trimethoxy group, were the most active (IC50 values of 5.6 and 4.4 ?M, respectively), with low cytotoxicity on mammalian cells (SI = 14.1 and 10.6). These compounds induced nitric oxide production by the host macrophage cells, which could be suggested as the mechanism involved in the intracellular killing of parasites. These results would be useful for the planning of new derivatives with higher antileishmanial activities.

KEYWORDS

biological activity; cytotoxicity; neglected diseases; neolignan derivatives; synthetic compounds

Title

Antileishmanial Activity and Structure-Activity Relationship of Triazolic Compounds Derived from the Neolignans Grandisin, Veraguensin, and Machilin G.

Author

Costa EC1, Cassamale TB2, Carvalho DB3, Bosquiroli LS4, Ojeda M5, Ximenes TV6, Matos MF7, Kadri MC8, Baroni AC9, Arruda CC10.

Publish date

2016 Jun 20;

PMID

21749139

Abstract

The enantioselective synthesis of three structurally distinct classes of lignan from a single, aza-Claisen-derived, chiral morpholine amide is reported. The class of lignan formed is dependent on the substitution pattern in the aryl rings and choice of protecting group on a key benzylic hydroxyl group. The methodology has been used to asymmetrically synthesize and determine the absolute stereochemistry of lignans (+)-cyclogalgravin 3, (-)-pycnanthulignene A 4, (-)-pycnanthulignene B 5, and (-)-kadangustin J 8.

Title

Asymmetric synthesis of (+)-galbelgin, (-)-kadangustin J, (-)-cyclogalgravin and (-)-pycnanthulignenes A and B, three structurally distinct lignan classes, using a common chiral precursor.

Author

Rye CE1, Barker D.

Publish date

2011 Aug 19;


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