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49879

Supelco

Neoandrographolid

analytical standard

Synonym(e):

ent-19-Hydroxy-8(17),13-labdadien-16,15-olid-19-O-β-D-glucopyranosid, D-Glucopyranosyloxy)-methyl]-decahydro-5,8a-dimethyl-2-methylen-1-naphthalinyl]-ethyl]-2(5H)-furanon

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About This Item

Empirische Formel (Hill-System):
C26H40O8
CAS-Nummer:
Molekulargewicht:
480.59
MDL-Nummer:
UNSPSC-Code:
85151701
PubChem Substanz-ID:
NACRES:
NA.24

Qualität

analytical standard

Qualitätsniveau

Assay

≥95% (HPLC)

Haltbarkeit

limited shelf life, expiry date on the label

Methode(n)

HPLC: suitable
gas chromatography (GC): suitable

Anwendung(en)

food and beverages

Format

neat

SMILES String

C[C@]1(CCC[C@@]2(C)[C@H](CCC3=CCOC3=O)C(=C)CC[C@H]12)CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O

InChI

1S/C26H40O8/c1-15-5-8-19-25(2,14-33-24-22(30)21(29)20(28)18(13-27)34-24)10-4-11-26(19,3)17(15)7-6-16-9-12-32-23(16)31/h9,17-22,24,27-30H,1,4-8,10-14H2,2-3H3/t17-,18-,19-,20-,21+,22-,24-,25+,26+/m1/s1

InChIKey

YGCYRQKJYWQXHG-RDNQFMDVSA-N

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Allgemeine Beschreibung

Neoandrographolide is a major diterpenoid isolated from Andrographis paniculata NEES (AP), a shrub belonging to the Acanthaceae family. It exhibits antihepatotoxic effect against carbon tetrachloride-induced hepatotoxicity. It also shows protective effects against galactosamine and paracetamol-induced intoxication in rats. It also helps in the suppression of human immunodeficiency virus type 1 (HIV)-induced cell cycle dysregulation and leads to a rise in CD4+ lymphocyte levels of HIV-1 infected individuals.

Anwendung

Neoandrographolide may be used as an analytical reference standard for the quantification of the analyte in the leaves of Andrographis paniculata using chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Analysenzertifikate (COA)

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Du Qizhen et al.
Journal of chromatography. A, 984(1), 147-151 (2003-02-05)
The bioactive diterpenes andrographolide and neoandrographolide from the leaves of Andrographis paniculata NEES (Acanthaceae) were successfully separated by counter-current chromatography. A single 280-min separation yielded 189 mg of 99.9% andrographolide and 9.5 mg of 98.5% neoandrographolide applying water-methanol-ethyl acetate-n-hexane (2.5:2.5:4:1)
Arvind S Negi et al.
Medicinal research reviews, 28(5), 746-772 (2007-11-06)
Medicinal plants have been traditionally used for treating liver diseases since centuries. Several leads from plant sources have been found as potential hepatoprotective agents with diverse chemical structures. Although, a big list of hepatoprotective phytomolecules was reported in the scientific
Petra H Pfisterer et al.
Planta medica, 76(15), 1698-1700 (2010-05-07)
Extracts of the traditional medicinal herb Andrographis paniculata and its main constituents are described in the literature as showing anticancer activity. The aim of this study was to isolate the main constituents of a commercially available phytotherapeutic preparation of A.
Alpana Srivastava et al.
Phytochemical analysis : PCA, 15(5), 280-285 (2004-10-29)
An attempt has been made to develop a method by which to determine the chemical fingerprint of Andrographis paniculata (Acanthaceae). High-performance thin layer chromatography (HPTLC) was used to analyse hexane, chloroform, methanol and water extracts of leaves of A. paniculata.
Li-Xia Chen et al.
Journal of Asian natural products research, 9(3-5), 463-469 (2007-08-19)
The biotransformation of neoandrographolide (1) was investigated by using Aspergillus niger (AS 3.739). Five products were obtained and identified as 8(17),13-ent-labdadien-16,15-olid-19-oic acid (2), 19-hydroxy-8(17),13-ent-labdadien-16,15-olide (3), 18-hydroxy-8(17),13-ent-labdadien-16,15-olid-19-oic acid (4), 3alpha-hydroxy-8(17),13-ent-labdadien-16,15-olid-19-oic acid (5) and 8beta,19-dihydroxy-ent-labd-13-en-16,15-olide (6) by spectroscopic and chemical means. Products

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