New Constituents from Gymnocarpos decander

Planta Medica ◽  
2017 ◽  
Vol 83 (14/15) ◽  
pp. 1200-1206 ◽  
Author(s):  
Houria Bechlem ◽  
Teresa Mencherini ◽  
Mohamed Bouheroum ◽  
Samir Benayache ◽  
Roberta Cotugno ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Antiproliferative Activity ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Nmr Analysis ◽  
Aerial Parts ◽  
Phytochemical Investigation ◽  
Resolution Mass

AbstractThe phytochemical investigation of Gymnocarpos decander aerial parts extract afforded two new saponins, 3-O-β-D-glucuronopyranosyl-2β,3β,16α,23-tetrahydroxyolean-12-en-28-O-β-D-apiofuranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl ester (1), 3-O-β-D-glucuronopyranosyl-2β,3β,16α-trihydroxyolean-12-en-28-O-α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 4)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl ester (2), and three new flavonol glycosides, isorhamnetin 3-O-2′′′′-O-acetyl−β-D-xylopyranosyl-(1 → 6)-[β-D-apiofuranosyl-(1 → 2)]-β-D-glucopyranoside (3), isorhamnetin 3-O-2‴-O-acetyl−β-D-xylopyranosyl-(1 → 6)-β-D-glucopyranoside (4), and quercetin 3-O-2‴-O-acetyl−β-D-xylopyranosyl-(1 → 6)-β-D-glucopyranoside (5), together with three known compounds. Their structures were determined by spectroscopic methods including 1D and 2D NMR analysis and high-resolution mass spectrometry. The new isolates were investigated for their potential cytotoxic activity on three cancer cell lines. Compounds 1 and 2 showed moderate antiproliferative activity.

scholarly journals Two New Hygroline and Tropane Alkaloids Isolated from Schizanthus Hookeri and S. Tricolor (Solanaceae)

2017 ◽  
Vol 12 (3) ◽  
pp. 1934578X1701200
Author(s):  
Sylvian Cretton ◽  
Orlando Muñoz ◽  
Jorge Tapia ◽  
Laurence Marcourt ◽  
Louis Maes ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
Tropane Alkaloids ◽  
Spectroscopic Methods ◽  
Antiparasitic Activity ◽  
Aerial Parts ◽  
High Resolution Mass ◽  
Resolution Mass

Two new hygroline and tropane alkaloids, 4-hydroxybenzenepropanoylhygroline (1) and 3α,4β-dihydroxy-6β-angeloyoxytropane (2) have been isolated from the aerial parts of Schizanthus hookeri and S. tricolor, respectively, two plants indigenous from Chile. Their structures were elucidated by spectroscopic methods and high resolution mass spectrometry. Their antiparasitic activity and cytotoxicity were measured.

scholarly journals A New Glucuronolactone Glycoside Phoenixoside B from the Seeds of Phoenix Dactylifera

2013 ◽  
Vol 8 (9) ◽  
pp. 1934578X1300800
Author(s):  
Sumbul Azmat ◽  
Rehana Ifzal ◽  
Faryal Vali Mohammad ◽  
Viqar Uddin Ahmad ◽  
Aqib Zahoor
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
Soluble Fraction ◽  
2D Nmr ◽  
Phoenix Dactylifera ◽  
2D Nmr Spectroscopy ◽  
High Resolution Mass ◽  
Resolution Mass

A new glucuronolactone glycoside, phoenixoside B (1), has been isolated from the n-butanol soluble fraction of seeds of Phoenix dactylifera. The structure was characterized as 1-(1-ethyl-β-D-glucosyl)-4,5-diethyl-[α-D-glucofuranourono-6,3-lactone] on the basis of 1D and 2D-NMR spectroscopy and high-resolution mass spectrometry.

scholarly journals Struthiolanone: A Flavanone-Resveratrol Adduct from Struthiola Argentea

2008 ◽  
Vol 3 (2) ◽  
pp. 1934578X0800300
Author(s):  
Sloan Ayers ◽  
Deborah L. Zink ◽  
Robert Brand ◽  
Seef Pretorius ◽  
Dennis Stevenson ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Absolute Configuration ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Spectroscopic Techniques ◽  
Cd Spectrum ◽  
High Resolution Mass ◽  
The Absolute ◽  
Resolution Mass

Struthiolanone (1), a flavanone-resveratrol adduct, was isolated from Struthiola argentea. Its structure was determined by high-resolution mass spectrometry and 1D- and 2D-NMR spectroscopic techniques. The absolute configuration was determined by comparison of the CD spectrum of biflavonoids. This compound appears to be the first example of a flavanoid-stilbene adduct.

A New Sesquiterpene Lactone Sulfate from Reichardia gaditana (Asteraceae)

2007 ◽  
Vol 62 (1) ◽  
pp. 132-134 ◽  
Author(s):  
Christian Zidorn ◽  
Ernst-Peter Ellmerer ◽  
Werner Heller ◽  
Richard Greil ◽  
Manuela Guggenberger ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
High Resolution ◽  
Structure Elucidation ◽  
Methanolic Extract ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
2D Nmr Spectroscopy ◽  
Asteraceae Family ◽  
Resolution Mass

The new sesquiterpenoid 8-deoxy-15-(3′-hydroxy-2′-methyl-propanoyl)-lactucin 3′-sulfate (1) was isolated from the methanolic extract of roots of Reichardia gaditana L. The compound was isolated by silica gel column chromatography (CC) and repeated Sephadex LH-20 CC. Structure elucidation was accomplished by high-resolution mass spectrometry and by 1D- and 2D-NMR spectroscopy. The chemosystematic significance of the new compound is discussed in the context of sesquiterpenoids from other members of the Lactuceae tribe of the Asteraceae family.

scholarly journals A New Megastigmane Glycoside, Phoenixoside A, from Phoenix Dactylifera

2012 ◽  
Vol 7 (1) ◽  
pp. 1934578X1200700
Author(s):  
Sumbul Azmat ◽  
Aqib Zahoor ◽  
Rehana Ifzal ◽  
Viqar Uddin Ahmad ◽  
Faryal Vali Mohammed
Keyword(s):  
Mass Spectrometry ◽  
Nmr Spectroscopy ◽  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
Soluble Fraction ◽  
2D Nmr ◽  
Phoenix Dactylifera ◽  
Cd Spectroscopy ◽  
2D Nmr Spectroscopy ◽  
Resolution Mass

A new megastigmane glycoside, phoenixoside A (1), has been isolated from the n-butanol - soluble fraction of seeds of Phoenix dactylifera. The structure was characterized as (6S,7Z,9R)-hydroxy-3-oxo-ionol-9- O-β-D-glucopyranosyl-(1″→6′)-β-D–glucopyranoside on the basis of 1D and 2D NMR spectroscopy, high-resolution mass spectrometry, and CD spectroscopy.

scholarly journals 2-(2-(4-Methoxyphenyl)furo[3,2-h]quinolin-3-yl)acetic Acid

Molbank ◽  
10.3390/m1315 ◽  
2022 ◽  
Vol 2022 (1) ◽  
pp. M1315
Author(s):  
Boris V. Lichitsky ◽  
Andrey N. Komogortsev ◽  
Valeriya G. Melekhina
Keyword(s):  
Mass Spectrometry ◽  
Acetic Acid ◽  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Target Product ◽  
Atom Economy ◽  
Initial Interaction ◽  
Work Up ◽  
Resolution Mass

A simple and efficient protocol for the synthesis of the previously unknown 2-(2-(4-methoxyphenyl)furo[3,2-h]quinolin-3-yl)acetic acid was elaborated. The suggested method is based on the telescoped multicomponent reaction of 8-hydroxyquinoline, 4-methylglyoxal, and Meldrum’s acid. The studied process includes the initial interaction of the starting compounds in MeCN followed by intramolecular cyclization to the target product in refluxing acetic acid. The advantage of this approach is the application of readily available starting materials, atom economy, and a simple work-up procedure. The structure of the synthesized furylacetic acid derivative was proven by 1H, 13C, 2D-NMR, IR spectroscopy, and high-resolution mass spectrometry.

Chlorosphaerolactylates A-D: The Natural Chlorinated Lactylates Isolated from the Portuguese Cyanobacterium Sphaerospermopsis Sp. LEGE 00249

2020 ◽  
Author(s):  
Ignacio Gutiérrez-del-Río ◽  
Nelly B. de Fraissinette ◽  
Raquel Castelo-Branco ◽  
Flavio Oliveira ◽  
João Morais ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Biofilm Formation ◽  
Candida Parapsilosis ◽  
Methanolic Extract ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Minor Components ◽  
Staphylococcus Hominis ◽  
Resolution Mass

The unprecedented natural chlorinated lactylates, chlorosphaerolactylates A-D (<b>1</b>-<b>4</b>), were isolated from the methanolic extract of the cyanobacterium <i>Sphaerospermopsis</i> sp. LEGE 00249 through a combination of bioassay-guided and MS-guided approaches. Compounds <b>1</b>-<b>4</b> are esters of (mono-, di- or tri-)chlorinated lauric acid and lactic acid, whose structures were assigned on the basis of spectrometric and spectroscopic methods inclusive of 1D and 2D NMR experiments. High-resolution mass-spectrometry datasets also demonstrated the existence of other minor components that were identified as chlorosphaero(bis)lactylate analogues. The chlorosphaerolactylates were tested for potential antibacterial, antifungal and antibiofilm properties using bacterial and fungal clinical isolates. Compounds <b>1-4</b> inhibited the growth of <i>Staphylococcus aureus </i>S54F9 and <i>Candida parapsilosis </i>SMI416, as well as, affected the biofilm formation of coagulase-negative <i>Staphylococcus hominis </i>FI31.

Ultra-high-performance liquid chromatography – high-resolution mass spectrometry profiling and hepatoprotective activity of purified saponin and flavonoid fractions from the aerial parts of wild spinach (Chenopodium bonus-henricus L.)

2020 ◽  
Vol 0 (0) ◽  
Author(s):  
Zlatina Kokanova-Nedialkova ◽  
Paraskev Nedialkov ◽  
Magdalena Kondeva-Burdina
Keyword(s):  
Mass Spectrometry ◽  
High Performance Liquid Chromatography ◽  
Liquid Chromatography ◽  
High Resolution ◽  
High Performance ◽  
High Resolution Mass Spectrometry ◽  
Hepatoprotective Activity ◽  
Aerial Parts ◽  
High Resolution Mass ◽  
Resolution Mass

AbstractAn ultra-high-performance liquid chromatography – high-resolution mass spectrometry profiling method was used for a comprehensive study of flavonoid and saponin-rich fractions from the aerial parts of wild spinach (Chenopodium bonus-henricus L.). Thirty-six compounds, respectively, 22 saponins of eight sapogenins (phytolaccagenin, bayogenin, medicagenic acid, 2β-hydroxygypsogenin, 2β-hydroxyoleanoic acid, 2-hydroxy-30-nor-gypsogenin, 2-hydroxyakebonic acid, and akebonic acid) together with 12 flavonoid glycosides of 6-methoxykaempferol, isorhamnetin, patuletin, spinacetin as well as two ecdysteroids (20-hydroxyecdysone and polypodine B) were detected. The occurrence of sapogenins 2-hydroxy-30-nor-gypsogenin, 2-hydroxyakebonic acid, and akebonic acid in the Chenopodium genus is reported here for the first time. The flavonoid and saponin-rich fractions showed in vitro hepatoprotective and antioxidant activity comparable to those of flavonoid complex silymarin (60 μg/mL) in a model of metabolic bioactivation, induced by CCl4. All tested fractions, compared to silymarin, significantly reduced the cellular damage caused by CCl4 in rat hepatocytes, preserved cell viability and GSH level, decreased LDH leakage, and reduced lipid damage. The results showed that saponin-rich fractions F3A and F3B possessed better hepatoprotective activity than flavonoid-rich fractions (F2A and F2B). The most active was fraction F3B and this is probably due to the synergism between the saponins and some acylated flavonol glycosides found there.

scholarly journals Chlorosphaerolactylates A-D: The Natural Chlorinated Lactylates Isolated from the Portuguese Cyanobacterium Sphaerospermopsis Sp. LEGE 00249

2020 ◽  
Author(s):  
Ignacio Gutiérrez-del-Río ◽  
Nelly B. de Fraissinette ◽  
Raquel Castelo-Branco ◽  
Flavio Oliveira ◽  
João Morais ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Biofilm Formation ◽  
Candida Parapsilosis ◽  
Methanolic Extract ◽  
High Resolution Mass Spectrometry ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Minor Components ◽  
Staphylococcus Hominis ◽  
Resolution Mass

The unprecedented natural chlorinated lactylates, chlorosphaerolactylates A-D (<b>1</b>-<b>4</b>), were isolated from the methanolic extract of the cyanobacterium <i>Sphaerospermopsis</i> sp. LEGE 00249 through a combination of bioassay-guided and MS-guided approaches. Compounds <b>1</b>-<b>4</b> are esters of (mono-, di- or tri-)chlorinated lauric acid and lactic acid, whose structures were assigned on the basis of spectrometric and spectroscopic methods inclusive of 1D and 2D NMR experiments. High-resolution mass-spectrometry datasets also demonstrated the existence of other minor components that were identified as chlorosphaero(bis)lactylate analogues. The chlorosphaerolactylates were tested for potential antibacterial, antifungal and antibiofilm properties using bacterial and fungal clinical isolates. Compounds <b>1-4</b> inhibited the growth of <i>Staphylococcus aureus </i>S54F9 and <i>Candida parapsilosis </i>SMI416, as well as, affected the biofilm formation of coagulase-negative <i>Staphylococcus hominis </i>FI31.

scholarly journals A Novel Sesquiterpene from Pulicaria Crispa (Forssk.) Oliv

2008 ◽  
Vol 3 (1) ◽  
pp. 1934578X0800300 ◽  
Author(s):  
Michael Stavri ◽  
Koyippally T. Mathew ◽  
Simon Gibbons
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
High Resolution Mass Spectrometry ◽  
Hexane Extract ◽  
Aerial Parts ◽  
High Resolution Mass ◽  
Resolution Mass

Using 1- and 2-dimensional NMR experiments and high-resolution mass spectrometry, a novel sesquiterpene, possessing a new skeleton, has been characterized from the n-hexane extract of the aerial parts of Pulicaria crispa (Asteraceae) as rel-2α,6α-dimethyltetracyclo-decal-3-en-2,12-diol-8α,13-olide and given the trivial name pulicrispiolide.

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