Senyawa Antimalaria dari Jamur Endofitik Tumbuhan Sambiloto (Andographis paniculata Nees)

Plants have been the chief source of compounds of medicine for thousand of years. Plants are also the source ofmany medicines for the majority of the world’s population. The role of biotechnology is very important for multiplying,conserving the spesies, and enhancing the production of secondary metabolites. Endophytic are microbes thatinhabit plants are currently considered to be a wellspring of novel secondary metabolites offering the potensial formedical and industrial exploitation. Plants with ethnobotanical history, for example sambiloto (Andographispaniculata Nees) are likely candidates for finding bioactive compounds. Isolation begin with cultivation of Aspergillusflavus fungi in 2 liter of Potato Dextrose Broth media for four weeks. Media is extracted into the solvent n-hexaneand ethylacetate following by evaporation. Ethylacetate extracts were separated by chromatography techniquesin order to get pure compound in the form of white crystal. Phytochemical tests showed that the isolated compoundis alkaloid. The molecular structure of the isolated compound was determined based on spectroscopic data,including UV, IR, 1H-NMR, 13C-NMR, HMQC, and HMBC spectrum. The compound was determined as7-hydroxypiranopiridin-4-on with molecule formula C8H7NO2 (Mr=149). The compound has antimalarial activityagainst Plasmodium falciparum 3D7, with IC50 values 0,201 μM.

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Melicope moluccana Antimalarial Activity of Furoquinoline Alkaloids from the Leaves of Melicope moluccana

Journal Of Tropical Pharmacy And Chemistry ◽

10.25026/jtpc.v5i2.260 ◽

2020 ◽

Vol 5 (2) ◽

pp. 138-142

Author(s):

Ryan Ayub Wahjoedi ◽

Ratih Dewi Saputri ◽

Tjitjik Srie Tjahjandarie ◽

Mulyadi Tandjung

Keyword(s):

Plasmodium Falciparum ◽

Spectral Data ◽

Spectroscopic Data ◽

Chemical Structure ◽

Antimalarial Activity ◽

2D Nmr ◽

Esi Ms ◽

Ic50 Values

Two furoquinoline alkaloids, leptanoine C (1) and haplopine-3,3´-dimethylallyl ether (2) were isolated from the leaves of Melicope moluccana. The chemical structure of both compounds was determined based on spectroscopic data, including UV, IR, HR-ESI-MS, 1D, and 2D NMR spectral data. The antimalarial activity of compounds 1-2 against Plasmodium falciparum 3D7 showing their IC50 values are 0.18 ppm and 2.28 µg/mL, respectively.

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Secondary Metabolites with α-Glucosidase Inhibitory Activity from the Mangrove Fungus Mycosphaerella sp. SYSU-DZG01

Marine Drugs ◽

10.3390/md17080483 ◽

2019 ◽

Vol 17 (8) ◽

pp. 483 ◽

Cited By ~ 3

Author(s):

Pei Qiu ◽

Zhaoming Liu ◽

Yan Chen ◽

Runlin Cai ◽

Guangying Chen ◽

...

Keyword(s):

Antioxidant Activity ◽

Secondary Metabolites ◽

Single Crystal ◽

Absolute Configuration ◽

Inhibitory Activity ◽

Spectroscopic Data ◽

X Ray Diffraction ◽

X Ray ◽

Ic50 Values ◽

New Metabolites

Four new metabolites, asperchalasine I (1), dibefurin B (2) and two epicoccine derivatives (3 and 4), together with seven known compounds (5–11) were isolated from a mangrove fungus Mycosphaerella sp. SYSU-DZG01. The structures of compounds 1–4 were established from extensive spectroscopic data and HRESIMS analysis. The absolute configuration of 1 was deduced by comparison of ECD data with that of a known structure. The stereostructures of 2–4 were further confirmed by single-crystal X-ray diffraction. Compounds 1, 8 and 9 exhibited significant α-glucosidase inhibitory activity with IC50 values of 17.1, 26.7 and 15.7 μM, respectively. Compounds 1, 4, 6 and 8 showed antioxidant activity by scavenging DPPH· with EC50 values ranging from 16.3 to 85.8 μM.

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Antiplasmodial Bis-Indole Alkaloids from the Bark of Flindersia pimenteliana

Planta Medica ◽

10.1055/a-1028-7786 ◽

2019 ◽

Vol 86 (01) ◽

pp. 19-25 ◽

Cited By ~ 2

Author(s):

Luke P. Robertson ◽

Leonardo Lucantoni ◽

Vicky M. Avery ◽

Anthony R. Carroll

Keyword(s):

Plasmodium Falciparum ◽

Spectroscopic Data ◽

Indole Alkaloids ◽

2D Nmr ◽

Antiplasmodial Activity ◽

Structure Activity Relationships ◽

Structure Activity ◽

Ic50 Values ◽

Significant Attention

AbstractThree new (1–3) and 2 known (4–5) bis-indole alkaloids were identified from the bark of Flindersia pimenteliana (Rutaceae). The structures of 1–3 were elucidated on the basis of their (+)-HRESESIMS and 2D NMR spectroscopic data. Antiplasmodial activity for 1–3 against chloroquine sensitive (3D7) and chloroquine-resistant (Dd2) Plasmodium falciparum is also reported, with IC50 values ranging from 0.96 to 2.41 µg/mL. These results expand our knowledge of the structure-activity relationships of potently antiplasmodial isoborreverine-type alkaloids, the bioactivity of which have recently attracted significant attention in the literature.

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SECONDARY METABOLITE FROM ENDOPHYTIC FUNGI Aspergillus niger OF THE STEM BARK OF KANDIS GAJAH (Garcinia griffithii)

Indonesian Journal of Chemistry ◽

10.22146/ijc.21363 ◽

2012 ◽

Vol 12 (2) ◽

pp. 195-200 ◽

Cited By ~ 4

Author(s):

Elfita Elfita ◽

Muharni Muharni ◽

Munawar Munawar ◽

Septa Aryani

Keyword(s):

Aspergillus Niger ◽

Secondary Metabolites ◽

Stem Bark ◽

Local Communities ◽

Molecular Structures ◽

Spectroscopic Methods ◽

White Crystal ◽

Pure Compound ◽

Chromatographic Techniques ◽

West Sumatra

Garcinia griffithii are known as kandis gajah including the Garcinia genus. This plant has been traditionally used by local communities Sarasah Bonta, Lembah Arau, West Sumatra, to treat various diseases including gout. Aspergillus niger was isolated from the tissues of the stem bark of Garcinia griffithii. The fungi strain was identified base on colony and cell morphology characteristic. Aspergillus niger cultured in media 5L Potatos Dextose Broth (PDB) for 8 weeks and filtered. Media that already contains secondary metabolites are partitioned using ethyl acetate solvent in 5 L (twice), followed by evaporation. Furthermore, the extract is separated by chromatographic techniques to obtain a pure compound of white crystal. The molecular structures of isolated compounds are determined by spectroscopic methods including IR, 1H-NMR, 13C-NMR, HMQC, HMBC, and COSY. The compound was determined as phenolic (1).

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Cytotoxic Activity of Secondary Metabolites from the Bark of Dipterocarpus Confertus Sloot

JOURNAL OF ADVANCES IN CHEMISTRY ◽

10.24297/jac.v9i1.2307 ◽

2013 ◽

Vol 9 (1) ◽

pp. 1861-1865 ◽

Cited By ~ 1

Author(s):

Muhtadi Muhtadi ◽

Peni Indrayudha ◽

Agustono Wibowo ◽

Dr Heng Yen Khong

Keyword(s):

Secondary Metabolites ◽

Cinnamic Acid ◽

Betulinic Acid ◽

Spectroscopic Data ◽

Methanol Extract ◽

Vero Cells ◽

The Other ◽

Published Data ◽

Ic50 Values ◽

Murine Leukemia

Four compounds, namely β-sitosterol (1), betulinic acid (2), cinnamic acid (3), and α-viniferin (4) have been successfully isolated from the bark methanol extract of Dipterocarpus confertus Sloot. The structures of the isolated compounds have been established on the basis spectroscopic data evidence, and comparison with the published data. In the cytotoxicity study, cinnamic acid (3) and betulinic acid (2) have been found to be very strong active against murine leukemia P388 and vero cells lines with the IC50 values of 2.25 and 5.10 µg/mL, respectively, while the other compounds were not active.

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ANTIMALARIAL COMPOUNDS FROM ENDOPHYTIC FUNGI OF BROTOWALI (Tinaspora crispa L)

Indonesian Journal of Chemistry ◽

10.22146/ijc.21420 ◽

2011 ◽

Vol 11 (1) ◽

pp. 53-58 ◽

Cited By ~ 8

Author(s):

Elfita Elfita ◽

Muharni Muharni ◽

Munawar Munawar ◽

Leni Legasari ◽

Darwati Darwati

Keyword(s):

Plasmodium Falciparum ◽

Endophytic Fungi ◽

Spectroscopic Data ◽

Plant Pathogens ◽

Antimalarial Activity ◽

Molecular Structures ◽

Bioactive Metabolites ◽

Symbiotic Association ◽

Ic50 Values ◽

Pathogenic Effects

The term endophytic refers to a bacteria or a fungi microorganism that colonizes interior organs of plants, but does not have pathogenic effects on its host. In their symbiotic association, the host plant protects and feeds the endophytic, which ";in return"; produces bioactive metabolites to enhance the growth and compotitiveness of the host and to protect it from herbivores and plant pathogens. Plants with ethnobotanical history, for example brotowali (Tinaspora crispa L), are likely candidates to find bioactive compounds. Two alkaloids have been isolated from endophytic fungi of brotowali. The molecular structures of the isolated compounds were determined based on spectroscopic data, including UV, IR, NMR 1D and 2D spectrum. The compounds were determined as: 7- hydroxy-3,4,5-trimethyl-6-on-2,3,4,6-tetrahydroisoquinoline-8-carboxylic acid (1) and 2,5-dihydroxy-1-(hydroxymethyl)pyridin-4-on (2). The compound has antimalarial activity against Plasmodium falciparum 3D7, with IC50 values 0,129 µM and 0,127 µM.

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Inhibition of Protein Tyrosine Phosphatase 1B by Lutein Derivatives isolated from Mexican Oregano (Lippia graveolens)

Phytothérapie ◽

10.3166/phyto-2018-0074 ◽

2018 ◽

Vol 17 (3) ◽

pp. 134-139

Author(s):

R.M. Perez-Gutierrez

Keyword(s):

Protein Tyrosine Phosphatase ◽

Inhibitory Activity ◽

Spectroscopic Data ◽

Methanol Extract ◽

Tyrosine Phosphatase ◽

Positive Control ◽

Protein Tyrosine Phosphatase 1B ◽

Protein Tyrosine ◽

Ic50 Value ◽

Ic50 Values

Methanol extract from Lippia graveolens (Mexican oregano) was studied in order to identify inhibitory bioactives for protein tyrosine phosphatase 1B (PTP1B). Known flavone as lutein (1), and another flavone glycoside such as lutein-7-o-glucoside (2), 6-hydroxy-lutein-7-ohexoside (3) and lutein-7-o-ramnoide (4) were isolated from methanol extract of aerial parts of the Lippia graveolens. All isolates were identified based on extensive spectroscopic data analysis, including UV, IR, NMR, MS and compared with spectroscopic data previously reported. These flavones were evaluated for PTP1B inhibitory activity. Among them, compounds 1 and 3 displayed potential inhibitory activity against PTP1B with IC50 values of 7.01 ± 1.25 μg/ml and 18.4 μg/ml, respectively. In addition, compound 2 and 4 showed moderate inhibitory activity with an IC50 value of 23.8 ± 6.21 and 67.8 ± 5.80 μg/ml respectively. Among the four compounds, luteolin was found to be the most potent PTP1B inhibitor compared to the positive control ursolic acid, with an IC50 value of 8.12 ± 1.06 μg/ml. These results indicate that flavonoids constituents contained in Lippia graveolens can be considered as a natural source for the treatment of type 2 diabetes.

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Pipecolisporin, a Novel Cyclic Peptide with Antimalarial and Antitrypanosome Activities from a Wheat Endophytic Nigrospora oryzae

Pharmaceuticals ◽

10.3390/ph14030268 ◽

2021 ◽

Vol 14 (3) ◽

pp. 268

Author(s):

Ignacio Fernández-Pastor ◽

Victor González-Menéndez ◽

Frederick Annang ◽

Clara Toro ◽

Thomas A. Mackenzie ◽

...

Keyword(s):

Plasmodium Falciparum ◽

Agricultural Land ◽

Cyclic Peptide ◽

Human Cancer ◽

Fungal Endophyte ◽

Human Cancer Cell ◽

Human Cancer Cell Lines ◽

Ic50 Values ◽

Micromolar Range ◽

Nigrospora Oryzae

A novel cyclic antimalarial and antitrypanosome hexapeptide, pipecolisporin (1), was isolated from cultures of Nigrospora oryzae CF-298113, a fungal endophyte isolated from roots of Triticum sp. collected in a traditional agricultural land of Montefrío, Granada, Spain. The structure of this compound, including its absolute configuration, was elucidated by HRMS, 1-D and 2-D NMR spectroscopy, and Marfey’s analysis. This metabolite displayed interesting activity against Plasmodium falciparum and Trypanosoma cruzi, with IC50 values in the micromolar range, and no significant cytotoxicity against the human cancer cell lines A549, A2058, MCF7, MIA PaCa-2, and HepG2.

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Exploring Secondary Metabolite Profiles of Stachybotrys spp. by LC-MS/MS

Toxins ◽

10.3390/toxins11030133 ◽

2019 ◽

Vol 11 (3) ◽

pp. 133 ◽

Cited By ~ 3

Author(s):

Annika Jagels ◽

Viktoria Lindemann ◽

Sebastian Ulrich ◽

Christoph Gottschalk ◽

Benedikt Cramer ◽

...

Keyword(s):

Secondary Metabolites ◽

Future Research ◽

Structural Modifications ◽

Metabolite Profiles ◽

The Individual ◽

First Time ◽

Analytical Standards ◽

Respective Species

The genus Stachybotrys produces a broad diversity of secondary metabolites, including macrocyclic trichothecenes, atranones, and phenylspirodrimanes. Although the class of the phenylspirodrimanes is the major one and consists of a multitude of metabolites bearing various structural modifications, few investigations have been carried out. Thus, the presented study deals with the quantitative determination of several secondary metabolites produced by distinct Stachybotrys species for comparison of their metabolite profiles. For that purpose, 15 of the primarily produced secondary metabolites were isolated from fungal cultures and structurally characterized in order to be used as analytical standards for the development of an LC-MS/MS multimethod. The developed method was applied to the analysis of micro-scale extracts from 5 different Stachybotrys strains, which were cultured on different media. In that process, spontaneous dialdehyde/lactone isomerization was observed for some of the isolated secondary metabolites, and novel stachybotrychromenes were quantitatively investigated for the first time. The metabolite profiles of Stachybotrys species are considerably influenced by time of growth and substrate availability, as well as the individual biosynthetic potential of the respective species. Regarding the reported adverse effects associated with Stachybotrys growth in building environments, combinatory effects of the investigated secondary metabolites should be addressed and the role of the phenylspirodrimanes re-evaluated in future research.

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