Naucleactonin D, an Indole Alkaloid and other Chemical Constituents from Roots and Fruits of Mitragyna inermis

2012 ◽  
Vol 67 (11) ◽  
pp. 1159-1165 ◽  
Author(s):  
Erik V. Donfack ◽  
Bruno N. Lenta ◽  
Michel D. T. Kongue ◽  
Yannick F. Fongang ◽  
Silvère Ngouela ◽  
...  
Keyword(s):  
Chemical Constituents ◽  
Indole Alkaloid ◽  
Artemia Salina ◽  
Published Data ◽  
Phytochemical Investigation ◽  
Brine Shrimps ◽  
First Time ◽  
C Nmr ◽  
Mitragyna Inermis

Phytochemical investigation of the roots and fruits of Mitragyna inermis (Rubiaceae) resulted in the isolation of a new indole alkaloid, named naucleactonin D (1), together with fourteen known compounds: nauclefiline (2), naucleficine (3), nauclefidine (4), angustoline (5), angustine (6), barbinervic acid (7), quinovic acid 3-O-a-L-rhamnopyranoside (8), betulinic acid (9), a mixture of ursolic (10) and oleanolic acid (11), a mixture of stigmasterol and b-sitosterol, b-sitosterol 3-O- b-D-glucopyranoside, and strictosamide (12) as the major compound. The structures of the isolated compounds were elucidated by detailed spectroscopic analysis and by comparison with published data. No 13C NMR data for 2 and 3 exist in the literature and compounds 2, 3, 5, 7, and 12 are reported for the first time from the genus Mitragyna. The crude extract and isolated compounds were tested in vitro for their preliminary cytotoxicity against brine shrimps (Artemia salina).

scholarly journals Mammalian Arginase Inhibitory Activity of Methanolic Extracts and Isolated Compounds from Cyperus Species

Molecules ◽  
2021 ◽  
Vol 26 (6) ◽  
pp. 1694
Author(s):  
Kamel Arraki ◽  
Perle Totoson ◽  
Alain Decendit ◽  
Andy Zedet ◽  
Justine Maroilley ◽  
...  
Keyword(s):  
Inhibitory Activity ◽  
Methanolic Extract ◽  
Significant Inhibition ◽  
Isolation And Identification ◽  
Vasorelaxant Effect ◽  
Methanolic Extracts ◽  
Phytochemical Investigation ◽  
Ic50 Values ◽  
First Time

Polyphenolic enriched extracts from two species of Cyperus, Cyperus glomeratus and Cyperus thunbergii, possess mammalian arginase inhibitory capacities, with the percentage inhibition ranging from 80% to 95% at 100 µg/mL and 40% to 64% at 10 µg/mL. Phytochemical investigation of these species led to the isolation and identification of two new natural stilbene oligomers named thunbergin A-B (1–2), together with three other stilbenes, trans-resveratrol (3), trans-scirpusin A (4), trans-cyperusphenol A (6), and two flavonoids, aureusidin (5) and luteolin (7), which were isolated for the first time from C.thunbergii and C. glomeratus. Structures were established on the basis of the spectroscopic data from MS and NMR experiments. The arginase inhibitory activity of compounds 1–7 was evaluated through an in vitro arginase inhibitory assay using purified liver bovine arginase. As a result, five compounds (1, 4–7) showed significant inhibition of arginase, with IC50 values between 17.6 and 60.6 µM, in the range of those of the natural arginase inhibitor piceatannol (12.6 µM). In addition, methanolic extract from Cyperus thunbergii exhibited an endothelium and NO-dependent vasorelaxant effect on thoracic aortic rings from rats and improved endothelial dysfunction in an adjuvant-induced arthritis rat model.

scholarly journals Exploratory Analysis into the in vitro and in silico Activity of E. fusca Lour. (Fabaceae) Elucidates Substantial Antiplasmodial Activity of the Plant

2021 ◽  
Author(s):  
Saiful Arefeen Sazed ◽  
Ohedul Islam ◽  
Sarah L. Bliese ◽  
Muhammad Riadul Haque Hossainey ◽  
Jakaria Shawon ◽  
...  
Keyword(s):  
Antimalarial Drug ◽  
Simulation Analysis ◽  
Antimalarial Activity ◽  
Dynamics Simulation ◽  
Drug Candidate ◽  
Phytochemical Investigation ◽  
High Degree ◽  
Emergence Of Resistance ◽  
First Time

The exploration of alternative antimalarial therapeutics is a requisite for the emergence of resistance against Artemisinin. Considering the required cost and time length of classical small molecule drug discovery process, phytochemical screening of traditionally used medicinal plant which are repertoire of active compounds with antimalarial activity has become popular. To investigate the antimalarial property of traditionally used medicinal plants, a number of Erythrina spp have been reviewed systematically where less studied E. fusca has been selected for further analysis. Phytochemical investigation yielded five compounds namely; Phaseolin, Phytol, β-amyrin, Lupeol, and Stigmasterol. In-vitro antimalarial drug sensitivity HRP-II ELISA was carried out against chloroquine (CQ) sensitive 3D7 and CQ-resistant Dd2 strains. Extracts showed significant antimalarial activity against 3D7 and Dd2 strains (IC50 4.94 – 22 µg/mL) and these compounds have been reported here for the first time. Molecular docking analysis showed high binding energy (−9.0 ± 0.32 kcal/mole) indicating high degree of interaction between Phaseolin and 14 clinically important Plasmodium falciparum proteins at the active site. Stable interaction was also observed between ligand and protein from molecular dynamics simulation analysis with high free energy (−75.156 ± 11.459) that substantiates the potential of Phaseolin as an antimalarial drug candidate.

scholarly journals CONTRIBUTE TO STUDY ON CHEMICAL CONSTITUENTS OF URENA LOBATA (L.) OF VIETNAM

2019 ◽  
Vol 57 (2) ◽  
pp. 162
Author(s):  
Quan Minh Pham ◽  
Hoai Van Thi Tran ◽  
Lam Tien Do ◽  
Phuong Lan Doan ◽  
Inh Thi Cam ◽  
...  
Keyword(s):  
Mental Disorders ◽  
Ethyl Acetate ◽  
Ethyl Acetate Extract ◽  
Chemical Constituents ◽  
2D Nmr ◽  
Spectroscopic Methods ◽  
Tree Roots ◽  
Chemical Structures ◽  
Phytochemical Investigation ◽  
First Time

Urena lobata L. is used in Vietnamese traditional medicine for the treatment of several diseases. Tree roots are used to treat rheumatism, dysentery, poor digestion, flu, tonsils, malaria, asthma, goiter. Flowers are used to treat chickenpox, fever, and mental disorders. Branches, leaves or whole trees used to treat injuries bruises, rheumatism, mastitis, bites. Phytochemical investigation of the n-hexan and ethyl acetate extract of Urena lobata L. led to the isolation of β-sitosterol (1), β-sitosterol-3-O-β-D-glucopyranoside (2), a-acetylamino-phenylpropyl a-benzoylamino-phenylpropanoate (3), quercetin (4), and trans-tiliroside (5). Their chemical structures were determined by spectroscopic methods including MS, 1D, 2D NMR and comparing with those reported in previous papers. Two compounds 3, 5 were isolated for the first time from Urena lobata plant.

Synthesis, in vitro inhibition effect of novel phthalocyanine complexes as carbonic anhydrase and paraoxonase enzyme inhibitors

2020 ◽  
Vol 24 (08) ◽  
pp. 1047-1053
Author(s):  
Emre Güzel ◽  
Barış Seçkin Arslan ◽  
Kübra Çıkrıkçı ◽  
Adem Ergün ◽  
Nahit Gençer ◽  
...  
Keyword(s):  
Carbonic Anhydrase ◽  
Enzyme Inhibitors ◽  
Inhibition Effect ◽  
H Nmr ◽  
Vis Spectroscopy ◽  
Ft Ir ◽  
First Time ◽  
Ft Ir Spectroscopy ◽  
C Nmr

The preparation and assessment of carbonic anhydrase and paraoxonase enzyme inhibition properties of 3-(2-(5-amino-4-(4-bromophenyl)-3-methyl-1H-pyrazol-1-yl)ethoxy)phthalonitrile (2) and its nitrogen-containing non-peripheral phthalocyanine derivatives (3 and 4) are reported for the first time. The new phthalonitrile and its phthalocyanine derivatives have been elucidated by FT-IR spectroscopy, 1H-NMR, [Formula: see text]C-NMR, mass and UV-vis spectroscopy. The results demonstrated that all synthesized compounds moderately inhibited carbonic anhydrase and paraoxonase enzymes. Among the compounds, the most active ones were found to be compound 4 for PON (Ki : 0.14 [Formula: see text]M), compound 3 for hCA I (Ki : 22.52 [Formula: see text]M) and compound 1 for hCA II (Ki : 13.62 [Formula: see text]M).

scholarly journals Chemical Constituents of the Bulbs of Scilla peruviana and Their Pancreatic Lipase Inhibitory Activity

2021 ◽  
Vol 22 (3) ◽  
pp. 1262
Author(s):  
Yukiko Matsuo ◽  
Asuka Yamashiro ◽  
Kanae Ootomo ◽  
Mika Nakagawa ◽  
Hiroko Tsuchihashi ◽  
...  
Keyword(s):  
Pancreatic Lipase ◽  
Inhibitory Activity ◽  
Chemical Constituents ◽  
Serum Triglyceride ◽  
2D Nmr ◽  
Triterpene Glycosides ◽  
Dependent Manner ◽  
Concentration Dependent Manner ◽  
Phytochemical Investigation

Scilla species are used as medicinal plants and contain lanosterol-type triterpene glycosides. The phytochemical investigation of the bulbs of Scilla peruviana led to the isolation of 17 compounds, including three new rearranged pentacyclic-lanosterol glycosides (1–3) and two new homoisoflavanone glycosides (12 and 13). The structures of the undescribed compounds were determined by extensive spectroscopic analyses, including two-dimensional (2D) NMR. Among the triterpene glycosides, 2, 3, and 6 showed significant pancreatic lipase inhibitory activity in a concentration-dependent manner in vitro. The oral administration of scillascilloside D-2 (6) reduced serum triglyceride levels in a dose-dependent manner in soybean oil-loaded mice.

scholarly journals STUDY ON CHEMICAL CONSTITUENTS AND CYTOTOXICITY OF ASPIDISTRA LETREAE

2020 ◽  
Vol 129 (1B) ◽  
Author(s):  
Duc Viet Ho
Keyword(s):  
Methanol Extract ◽  
Human Cancer ◽  
Chemical Constituents ◽  
Hep G2 ◽  
Pure Compound ◽  
Human Cancer Cell Lines ◽  
Phytochemical Investigation ◽  
Reported Data ◽  
First Time

A phytochemical investigation of whole <em>Aspidistra letreae</em> plants led to the isolation of 2<em>H</em>-chromen-2-one (<strong>1</strong>), <em>α</em>-tocopherol (<strong>2</strong>), (<em>E</em>)-phytol (<strong>3</strong>), asparenydiol (<strong>4</strong>) and (25<em>S</em>)-spirost-1<em>β</em>,3<em>α</em>,5<em>β</em>-triol (<strong>5</strong>). Their structures were determined on the basis of NMR spectral evidences and in comparison with the reported data. Of these, asparenydiol (<strong>4</strong>) was isolated from the genus <em>Aspidistra</em> for the first time. This is also the first report on the separation and structural determination of (25<em>S</em>)-spirost-1<em>β</em>,3<em>α</em>,5<em>β</em>-triol (<strong>5</strong>) as a pure compound. The methanol extract exhibited a moderate cytotoxicity against the LU-1, HeLa, MDA-MB-231, Hep-G2, and MKN-7 human cancer cell lines with <em>IC</em><sub>50</sub> values ranging from 52.58 ± 3.65 to 64.78 ± 4.89 μg/mL.

scholarly journals Chemical constituents and cytotoxicity of Aspidistra letreae

2020 ◽  
Vol 129 (1B) ◽  
pp. 31-39
Author(s):  
Duc Viet Ho ◽  
Hanh Nhu Thi Hoang ◽  
Khue Minh Vo ◽  
Anh Tuan Le ◽  
Hoai Thi Nguyen
Keyword(s):  
Human Cancer ◽  
Chemical Constituents ◽  
Hep G2 ◽  
Human Cancer Cell Lines ◽  
Phytochemical Investigation ◽  
Ic50 Values ◽  
Reported Data ◽  
Whole Plants ◽  
First Time

A phytochemical investigation of whole Aspidistra letreae plants led to the isolation of 2H-chromen-2-one (1), α-tocopherol (2), (E)-phytol (3), asparenydiol (4) and (25S)-spirost-1β,3α,5β-triol (5). Their structures were determined on the basis of NMR spectral evidences and in comparison with the reported data. Of these, asparenydiol (4) was isolated from the genus Aspidistra for the first time. This is also the first report on the separation and structural determination of (25S)-spirost-1β,3α,5β-triol (5) as a pure compound. The methanol extract from the whole plants of Aspidistra letreae exhibits moderate cytotoxicity against the LU-1, HeLa, MDA-MB-231, Hep-G2, and MKN-7 human cancer cell lines with IC50 values ranging from 52.58 ± 3.65 to 64.78 ± 4.89 μg/mL.

scholarly journals Antioxidant and Hepatoprotective Activity of Phenyl Glycosides Isolated From Heliciopsis lobata

2020 ◽  
Vol 15 (8) ◽  
pp. 1934578X2094625
Author(s):  
Bui Van Trung ◽  
Do Thi Thao ◽  
Duong Hong Anh ◽  
Phan Van Kiem ◽  
Pham Hung Viet
Keyword(s):  
Barbituric Acid ◽  
Multiple Bond ◽  
Radical Scavenging ◽  
Hepatoprotective Activity ◽  
Ionization Mass ◽  
Chemical Structures ◽  
Heteronuclear Single Quantum Correlation ◽  
First Time ◽  
C Nmr

A new macrocyclic glycoside named helilobatoside A (1) and 5 known phenyl glycosides as 3,5-dimethoxy-4-hydroxyphenyl-1- O-β-d-glucopyranoside (2), tachioside (3), isotachioside (4), 1-(4-hydroxy-3-methoxyphenyl)-1-propanone-3- O-β-d-glucopyranoside (5), and 1-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone-3- O-β-d-glucopyranoside (6), were isolated from the wood of Heliciopsis lobata (Merr.) Sleumer. Their chemical structures were elucidated using a combination of high-resolution electrospray ionization mass spectrometry, 1-dimensional (1D) and 2D nuclear magnetic resonance (NMR) spectral data as well as by comparison with data in the previous literature. This is the first time the 13C NMR data of compounds 5 and 6 were reported and also were assigned by heteronuclear single quantum correlation and heteronuclear multiple bond correlation spectra. Compounds 2-6 were first isolated from Heliciopsis genus. The isolated compounds were evaluated for their antioxidant and hepatoprotective activities in vitro. Compound 2 showed potential as an antioxidant in a 2,2-diphenyl-1-picryl-hydrazyl-hydrate assay (half-maximal inhibitory concentration [IC50] = 6.07 ± 0.17 µg/mL) and in thio-barbituric acid reactive substances assay (IC50 = 89.55 ± 8.26 µg/mL). This compound could also reduce the toxic effects of carbon tetrachloride on HepG2 survival and significantly protect the viability of cells up to 52.25 ± 4.36% at the 100 µg/mL treatment ( P < 0.05). Thus, with obtained results, the hepatoprotective activity of compound 2 could be related to radical scavenging and limited the lipid peroxidative activities.

scholarly journals Chemical Constituents From the Aerial Part of Tiliacora triandra (Colebr.) Diels and Their α-Glucosidase and α-Amylase Inhibitory Activity

2020 ◽  
Vol 15 (1) ◽  
pp. 1934578X1989959
Author(s):  
Emmanuel Ayobami Makinde ◽  
Chitchamai Ovatlarnporn ◽  
Chonlatid Sontimuang ◽  
Gaëtan Herbette ◽  
Opeyemi Joshua Olatunji
Keyword(s):  
Inhibitory Activity ◽  
Chemical Constituents ◽  
Ethyl Linoleate ◽  
Resonance Spectroscopy ◽  
Ionization Mass ◽  
Pheophorbide A ◽  
Aerial Parts ◽  
Fatty Acid Derivatives ◽  
First Time

Two new fatty acid derivatives identified as 5,7-dihydroxy-6-oxoheptadecanoic acid (1) and ethyl-5,7-dihydroxy-6-oxooctadecanoate (2) together with four known compounds, ethyl linolenate (3), ethyl linoleate (4), ethyl pheophorbide A (5), and pheophorbide A (6), were isolated from the aerial parts of Tiliacora triandra. All the compounds were isolated from T. triandra for the first time. The structures of the compounds were elucidated using high-resolution electrospray ionization mass spectrometry, 1-dimensional and 2-dimensional nuclear magnetic resonance spectroscopy, and comparison with literature data. All the isolated compounds were evaluated for their in vitro inhibitory activity against α-glucosidase and α-amylase. Compounds 1-6 exhibited α-glucosidase inhibitory activity with half-maximal inhibitory concentration values (IC50) values in the range of 11.58-424.06 μM, while only compound 1 displayed inhibitory activity against α-amylase at an IC50 value of 26.27 μM.

scholarly journals Chemical Constituents of the Roots and Rhizomes of Saposhnikovia divaricata and their Cytotoxic Activity

2017 ◽  
Vol 12 (2) ◽  
pp. 1934578X1701200 ◽  
Author(s):  
Akihito Yokosuka ◽  
Satoru Tatsuno ◽  
Takuma Komine ◽  
Yoshihiro Mimaki
Keyword(s):  
Cytotoxic Activity ◽  
Apoptotic Cell ◽  
Chemical Constituents ◽  
Leukemia Cells ◽  
Caspase 9 ◽  
Meoh Extract ◽  
Apoptotic Pathway ◽  
Phytochemical Investigation ◽  
Saposhnikovia Divaricata ◽  
First Time

Phytochemical investigation of the MeOH extract of the roots and rhizomes of Saposhnikovia divaricata (Umbelliferae) resulted in the isolation of six chromons (1-6) and five polyacetylene derivatives (7-11). Compounds 9 and 11 were isolated from S. divaricate for the first time. The chromon derivatives (1-6) were evaluated for their cytotoxic activity against HL-60 human promyelocytic leukemia cells. Compound 1 (3′- O-angeloylhamaudol) showed the most potent cytotoxic activity with an IC50 value of 4.41 μM and was found to induce apoptotic cell death in HL-60 cells. The loss of mitochondrial membrane potential, release of cytochrome c into the cytoplasm, and activation of caspase-9 in the 1-treated HL-60 cells suggests that 1 induces apoptosis through the mitochondrial-dependent apoptotic pathway.

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