Lupane Type Triterpene Isolated from the Leaves of Thecacoris Annobonea (Euphorbiaceae)

A new lupane type triterpene (1), together with betulinic acid (2), friedelin (3), aristolochic acid I (4), alpinumisoflavone (5) and 4’-O-methylepinumisoflavone (6) have been isolated from the leaves of Thecacoris annobonea. The structure of the new compound was elucidated on the basis of 1 and 2D NMR experiments. The isolated compounds were evaluated for their phytotoxicity and antimicrobial activity. 1 exhibited significant antimicrobial activity at 30 μg/ml and compounds 1, 2, 3, 4, 5 and 6 inhibited root growth lettuce at 100 μg/ml.

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Lupane Type Triterpene Isolated from the Leaves of Thecacoris Annobonea (Euphorbiaceae)

JOURNAL OF ADVANCES IN CHEMISTRY ◽

10.24297/jac.v5i2.2659 ◽

2009 ◽

Vol 5 (2) ◽

pp. 695-701

Author(s):

Herve Martial Poumale Poumale ◽

Alphonsine Nkapwa Guedem ◽

Louis Pergaud Sandjo ◽

Bonaventure Tchaleu Ngadjui ◽

Yoshihito Shiono

Keyword(s):

Antimicrobial Activity ◽

Root Growth ◽

Betulinic Acid ◽

Aristolochic Acid ◽

2D Nmr ◽

Aristolochic Acid I

A new lupane type triterpene (1), together with betulinic acid (2), friedelin (3), aristolochic acid I (4), alpinumisoflavone (5) and 4’-O-methylepinumisoflavone (6) have been isolated from the leaves of Thecacoris annobonea. The structure of the new compound was elucidated on the basis of 1 and 2D NMR experiments. The isolated compounds were evaluated for their phytotoxicity and antimicrobial activity. 1 exhibited significant antimicrobial activity at 30 μg/ml and compounds 1, 2, 3, 4, 5 and 6 inhibited root growth lettuce at 100 μg/ml.

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Secondary Metabolites from Leaves of Polyalthia lateriflora and Their Antimicrobial Activity

International Journal of Research in Pharmaceutical Sciences ◽

10.26452/ijrps.v11i3.2652 ◽

2020 ◽

Vol 11 (3) ◽

pp. 4353-4358

Author(s):

Saripah Salbiah Syed Abdul Azziz ◽

Ahmed Kareem Obaid Aldulaimi ◽

Saadon Abdulla Aowda ◽

Yuhanis Mhd Bakri ◽

Ali Arkan Majhool ◽

...

Keyword(s):

Saccharomyces Cerevisiae ◽

Antimicrobial Activity ◽

Secondary Metabolites ◽

Betulinic Acid ◽

2D Nmr ◽

Significant Inhibition ◽

Spectroscopic Techniques ◽

E Coli ◽

Phytochemical Components ◽

Antibacterial Potential

The study aimed to isolate and identify the phytochemical components of Polyalthia lateriflora leaves and evaluate the antimicrobial activity. Six well-known compounds, including three triterpene lupeol (1) betulinic acid (2), β-Sitosterol-β-D-glucoside (3) and three oxoaporphine alkaloids O-methylmoschotaline (4), liriodenine (5) and atherosperminine (6). Structural elucidation of compounds were established through spectroscopic techniques such as 1D and 2D NMR (1H and 13C, DEPT, COSY, NOESY, HMBC, HMQC), IR and LC-MS. The isolated compounds and crude extracted were tested for their antibacterial potential against several microorganisms including P. aeruginosa, E. coli, s, S. aureus, B. subtilis and Saccharomyces cerevisiae and its showed significant inhibition toward the organisms species with different concentration range.

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Constituents of Antibacterial Extract of Caesalpinia paraguariensis Burk.

Zeitschrift für Naturforschung C ◽

10.1515/znc-2003-1-213 ◽

2003 ◽

Vol 58 (1-2) ◽

pp. 70-75 ◽

Cited By ~ 31

Author(s):

Girma M. Woldemichael ◽

Maya P. Singh ◽

William M. Maiese ◽

Barbara N. Timmermann

Keyword(s):

Staphylococcus Aureus ◽

Antimicrobial Activity ◽

Oleanolic Acid ◽

Betulinic Acid ◽

2D Nmr ◽

The Novel ◽

Antibiotic Resistant ◽

Resistant Strains ◽

Clinically Significant ◽

Strong Antimicrobial Activity

The Argentinean legume Caesalpinia paraguariensis Burk. (Fabaceae) was selected for further fractionation work based on the strong antimicrobial activity of its CH2Cl2-MeOH (1:1 v/v) extract against a host of clinically significant microorganisms, including antibiotic resistant strains. 1D and 2D NMR enabled the identification of the novel benzoxecin derivative caesalpinol along with the known compounds bilobetin, stigma-5-en-3-O-β-6′-stearoyl-glucopyranoside, stigma-5-en-3-β-6′-palmitoylglucopyranoside, stigma-5-en-3-β-glucopyranoside, oleanolic acid, 3-O-(E)-hydroxycinnamoyl oleanolic acid, betulinic acid, 3-O-(E)- hydroxycinnamoyl betulinic acid, and lupeol from the active fractions. Oleanolic acid was found active against Bacillus subtilis and both methicillin-sensitive and -resistant Staphylococcus aureus with MICs of 8 (17.5 μm), 8 and 64 (140 μm) μg/ml, respectively. The rest of the compounds, however, did not show activity

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Analysis of Polycyclic Aromatic Hydrocarbons and Phthalate Esters in Soil and Food Grains from the Balkan Peninsula: Implication on DNA Adduct Formation by Aristolochic Acid I and Balkan Endemic Nephropathy

Environmental Science & Technology ◽

10.1021/acs.est.1c00648 ◽

2021 ◽

Author(s):

Wanlin Guo ◽

Jiayin Zhang ◽

Zhihan Sun ◽

William H. Orem ◽

Calin A. Tatu ◽

...

Keyword(s):

Aristolochic Acid ◽

Phthalate Esters ◽

Balkan Peninsula ◽

Adduct Formation ◽

Dna Adduct ◽

Balkan Endemic Nephropathy ◽

Food Grains ◽

Polycyclic Aromatic ◽

Endemic Nephropathy ◽

Aristolochic Acid I

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Real-time monitoring of aristolochic acid I reduction process using surface-enhanced Raman Spectroscopy with DFT simulation

Biosensors and Bioelectronics ◽

10.1016/j.bios.2021.113061 ◽

2021 ◽

Vol 179 ◽

pp. 113061

Author(s):

Lu Cao ◽

Hongguang Liu ◽

Wenjun Xie ◽

Shumeng Jiao ◽

Xueqiang Wu ◽

...

Keyword(s):

Raman Spectroscopy ◽

Real Time ◽

Aristolochic Acid ◽

Reduction Process ◽

Surface Enhanced Raman Spectroscopy ◽

Real Time Monitoring ◽

Dft Simulation ◽

Surface Enhanced ◽

Surface Enhanced Raman ◽

Aristolochic Acid I

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Solid-Phase Extraction of Aristolochic Acid I from Natural Plant Using Dual Ionic Liquid-Immobilized ZIF-67 as Sorbent

Separations ◽

10.3390/separations8020022 ◽

2021 ◽

Vol 8 (2) ◽

pp. 22

Author(s):

Pei Chen ◽

Xiaoman Li ◽

Xuemin Yan ◽

Minglei Tian

Keyword(s):

Solid Phase Extraction ◽

Aristolochic Acid ◽

Solid Phase ◽

Phase Extraction ◽

Liquid Adsorption ◽

Successful Separation ◽

Metal Organic ◽

Herbal Plants ◽

Aristolochic Acid I ◽

Herbal Plant

(1) Background: ZIF-67 is one of the most intriguing metal–organic frameworks already applied in liquid adsorption. To increase its adsorption performance, dual ionic liquids were immobilized on ZIF-67 in this research; (2) Methods: The obtained sorbent was used to adsorb aristolochic acid I (AAI) in standard solutions. Then, the sorbent was applied in solid-phase extraction to remove AAI from Fibraurea Recisa Pierre extracted solution. (3) Results: By analyzing the adsorption models, the highest adsorption capacity of immobilized sorbent (50.9 mg/g) was obtained at 25 °C within 120 min. In the SPE process, 0.02 mg of AAI was removed per gram of herbal plant, the adequate recoveries were in the range of 96.2–100.0%, and RSDs were 3.5–4.0%; (4) Conclusions: The provided experimental data revealed that ZIF-67@EIM-MIM was an excellent potential sorbent to adsorb and remove AAI from herbal plant extract, and the successful separation indicated that this sorbent could be an ideal material for the pretreatment of herbal plants containing AAI.

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Bioactive Ascochlorin Analogues from the Marine-Derived Fungus Stilbella fimetaria

Marine Drugs ◽

10.3390/md19020046 ◽

2021 ◽

Vol 19 (2) ◽

pp. 46

Author(s):

Karolina Subko ◽

Sara Kildgaard ◽

Francisca Vicente ◽

Fernando Reyes ◽

Olga Genilloud ◽

...

Keyword(s):

Antimicrobial Activity ◽

Antibacterial Activity ◽

Antifungal Activity ◽

2D Nmr ◽

Bioactive Metabolites ◽

Double Bonds ◽

Relative Configuration ◽

D 23 ◽

Fungal Extracts

The marine-derived fungus Stilbella fimetaria is a chemically talented fungus producing several classes of bioactive metabolites, including meroterpenoids of the ascochlorin family. The targeted dereplication of fungal extracts by UHPLC-DAD-QTOF-MS revealed the presence of several new along with multiple known ascochlorin analogues (19–22). Their structures and relative configuration were characterized by 1D and 2D NMR. Further targeted dereplication based on a novel 1,4-benzoquinone sesquiterpene derivative, fimetarin A (22), resulted in the identification of three additional fimetarin analogues, fimetarins B–D (23–25), with their tentative structures proposed from detailed MS/HRMS analysis. In total, four new and eight known ascochlorin/fimetarin analogues were tested for their antimicrobial activity, identifying the analogues with a 5-chloroorcylaldehyde moiety to be more active than the benzoquinone analogue. Additionally, the presence of two conjugated double bonds at C-2′/C-3′ and C-4′/C-5′ were found to be essential for the observed antifungal activity, whereas the single, untailored bonds at C-4′/C-5′ and C-8′/C-9′ were suggested to be necessary for the observed antibacterial activity.

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