Phytochemicals from Andrographis paniculata

Saxena, Sudhanshu; Jain, D. C.

doi:10.1002/chin.200416169

Cited by 3 publications

(4 citation statements)

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“…Fifteen known flavonoids were identified as 7-O-methylwogonin (2) (Kuroyanagi et al 1987), 7-O-methyl-dihydrowogonin (3) (Gupta et al 1983), 5-hydroxy-7, 8,2 0 ,5 0 -tetramethoxyflavone (4) (Vijaya et al 2003), skullcapflavone-2 0 -methoxylether (5) (Kuroyanagi et al 1987), 5-hydroxy-7,8, 2 0 ,3 0 -tetramethoxyflavone (6) (Kuroyanagi et al 1987), 5,4 0 -dihydroxy-7,8, 2 0 ,3 0 -tetramethoxyflavone (7) (Kuroyanagi et al 1987), 5,4 0 -dihydroxy-7-methoxy-8-O-b-D-glucopyranosyloxyflavone (8) (Saxena & Jain 2003), 5,7,8-trimethoxydihydroflavone (9) (Kuroyanagi et al 1987), andrographidine A (10) (Kuroyanagi et al 1987), andrographidine C (11) (Kuroyanagi et al 1987), apigenin (12) (Deng et al 2006), luteolin (13) (Ma et al 2006), 7,8,2 0 ,5 0 -tetramethoxy-5-O-b-D-glucopyranosyloxyflavone (14) (Li et al 2007), 5,4 0 -dihydroxy-7-O-b-D-pyranglycuronate butyl ester (15) (Zheng et al 2006) and 5,4 0 -dihydroxy-7-O-b-D-glucopyranosyloxyflavone (16) (Ren & Yang 2001), respectively, by comparison of their spectroscopic data (NMR and MS) with those reported in literatures. To the best of our knowledge, compound 11 is reported for the first time in the genus Andrographis.…”

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confidence: 99%

A new flavonoid from the aerial parts of Andrographis paniculata

Chen

Xia

et al. 2013

Natural Product Research

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A new flavonoid, 7,8-dimethoxy-2'-hydroxy-5-O-β-d-glucopyranosyloxyflavone (1), along with 15 known flavonoids (2-16), was isolated from the aerial parts of Andrographis paniculata Nees. Their structures were elucidated on the basis of chemical and spectroscopic analyses. Most of them have uncommon O-substitution patterns involving 5-, 7-, 8-, 2'-, 3'-, 4'- and 5'-O-substituents. The antiproliferative effects of these flavonoids against human leukaemia HL-60 cells were investigated. Among them, 13 was the most active, displaying potent antiproliferative activity with IC50 of 3.50 μM. The structure-activity relationships of these isolated compounds were discussed.

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Section: Resultsmentioning

confidence: 99%

A new flavonoid from the aerial parts of Andrographis paniculata

Chen

Xia

et al. 2013

Natural Product Research

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“…It is widely cultivated in India and China for the commercial purpose and used in various herbal formulations . It has been reported as antipyretic, analgesic, protozoacidal, antidiabetic, antioxidant, antihepatotoxic (hepatoprotective), anti‐HIV, immunostimulant, antimalarial, antimicrobial, antidiarrhoeal, antioedema and anticancer . Phytochemical reports of A. paniculata showed diterpene lactones and flavonoids as major phytochemicals .…”

Section: Introductionmentioning

confidence: 99%

“…It has been reported as antipyretic, analgesic, protozoacidal, antidiabetic, antioxidant, antihepatotoxic (hepatoprotective), anti‐HIV, immunostimulant, antimalarial, antimicrobial, antidiarrhoeal, antioedema and anticancer . Phytochemical reports of A. paniculata showed diterpene lactones and flavonoids as major phytochemicals . Andrographolide is the main compound which is responsible for the therapeutic potential of the plant .…”

Section: Introductionmentioning

confidence: 99%

Identification and Characterization of Terpenoid Lactones and Flavonoids from Ethanolic Extract ofAndrographis Paniculata(Burm.f.) Nees Using Liquid Chromatography/Tandem Mass Spectrometry

Kumar

Singh

Bajpai

et al. 2018

Separation Science Plus

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Andrographis paniculata is traditionally used for the prevention and treatment of infectious diseases due to its bioactive terpenoid lactones and flavonoids. So, there is an urgent need to develop a liquid chromatography with tandem mass spectrometry method for identification and characterization of terpenoid lactones and flavonoids. The chromatographic separation of terpenoid lactones and flavonoids from crude extract was carried on Thermo Betasil C8 column (250 mm × 4.5 mm, 5 μm) using 0.1% formic acid in water and 0.1% formic acid in acetonitrile as a mobile phase by high-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. Terpenoid lactones showed characteristic consecutive losses of H 2 O, HCHO and CO whereas flavonoids gave successive losses of CH 3 , CH 4 , CO and retro Diels Alder fragment ions. In total 68 compounds including 28 terpenoid lactones and 40 flavonoids were tentatively identified and characterized on the basis of their chromatographic and mass spectrometric features (molecular formula, exact mass measurements and tandem mass spectrometry). Andrographolide and wogonin were unambiguously identified by comparison with their authentic standards. The present method can be used for identification and characterization of terpenoid lactones and flavonoids. K E Y W O R D SAndrographis paniculata, flavonoids, tandem mass spectrometry, terpenoid lactones 762

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“…Therefore, the 1 H-NMR and 13 C-NMR signals of these two compounds were assigned and the structures were elucidated as 5,49-dihydroxy-7-methoxyflavon-6-yl-b-D-pyranoglucoside (1) and 5,49-dihydroxy-7-methoxyflavon-8-yl-b-D-pyranoglucoside, respectively (2). Although the spectral properties of 1 including UV and IR were shown elsewhere [4][5][6], the 1 H-NMR and 13 C-NMR of 1 and 2 have not yet been reported. Thus, in order to provide more structural information about these compounds, we now report the 1 H-NMR and 13 C-NMR of 1 and 2.…”

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Study on spectroscopy of two flavonyl glycosides from Andrographis paniculata

Ren

Zhou³

et al. 2008

Front. Chem. China

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To study the bioactive constituents from Andrographis paniculata, two compounds were isolated and purified by column chromatography on AB-8 macroporous adsorption resin and polyamide. Their structures were determined by various spectroscopic methods, including UV, FABMS, 1 H-NMR, 13 C-NMR, DQFCOSY, TOCSY, HMQC, HMBC, and NOESY. The 1 H-NMR and 13 C-NMR signals of the two compounds were assigned. The structures of the two compounds were elucidated as 5,49-dihydroxy-7-methoxyflavone-6-yl-b-D-glucopyranoside and 5,49-dihydroxy-7-methoxyflavone-8-yl-b-Dglucopyranoside, respectively.

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Phytochemicals from Andrographis paniculata

Abstract: For Abstract see ChemInform Abstract in Full Text.

Cited by 3 publications

References 0 publications

A new flavonoid from the aerial parts of Andrographis paniculata

A new flavonoid from the aerial parts of Andrographis paniculata

Identification and Characterization of Terpenoid Lactones and Flavonoids from Ethanolic Extract ofAndrographis Paniculata(Burm.f.) Nees Using Liquid Chromatography/Tandem Mass Spectrometry

Study on spectroscopy of two flavonyl glycosides from Andrographis paniculata

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