scholarly journals Triterpenes from the Mushroom Hypholoma lateritium: Isolation, Structure Determination and Investigation in Bdelloid Rotifer Assays

Molecules ◽  
2019 ◽  
Vol 24 (2) ◽  
pp. 301 ◽  
Author(s):  
Bayar Chuluunbaatar ◽  
Zoltán Béni ◽  
Miklós Dékány ◽  
Bernadett Kovács ◽  
András Sárközy ◽  
...  
Keyword(s):  
Natural Products ◽  
Structure Determination ◽  
Methanol Extract ◽  
Bdelloid Rotifer ◽  
Spectroscopic Analyses ◽  
Experimental Environment ◽  
Low Toxicity ◽  
First Time ◽  
Decadienoic Acid

Twelve compounds (1–12) were isolated from the methanol extract of brick cap mushroom (Hypholoma lateritium (Schaeff.) P. Kumm.). The structures of the compounds were elucidated using extensive spectroscopic analyses, including NMR and MS measurements. Lanosta-7,9(11)-diene-12β,21α-epoxy-2α,3β,24β,25-tetraol (1) and 8-hydroxy-13-oxo-9E,11E-octa-decadienoic acid (2) were identified as new natural products, together with ten known compounds, from which 3β-hydroxyergosta-7,22-diene (4), demethylincisterol A2 (5), cerevisterol (6), 3β-O-glucopyranosyl-5,8-epidioxyergosta-6,22-diene (7), fasciculol E (9), and uridine (12) were identified in this species for the first time. The isolated triterpenes (1, 3–11) were investigated for their toxicity in vivo using bdelloid rotifer assays. Most of the examined steroids in general showed low toxicity, although the effects of the compounds varied in a wider range from the non-toxic lanosta-7,9(11)-diene-12β,21α-epoxy-2α,3β,24β,25-tetraol (1) to the significantly toxic cerevisterol (6), with substantial dependence in some cases on the presence of nutrient in the experimental environment.

scholarly journals Triterpenoids and Sterols from the Stem of Alnus Formosana Burk

2006 ◽  
Vol 1 (4) ◽  
pp. 1934578X0600100 ◽  
Author(s):  
Chien-Kuang Chen ◽  
Shiou-Ling Tuh ◽  
Chung-Hsiung Chen ◽  
Chen-Meng Kuo ◽  
Shoei-Sheng Lee
Keyword(s):  
Natural Products ◽  
Betulinic Acid ◽  
Methanol Extract ◽  
Chemical Constituents ◽  
First Time ◽  
Soluble Fractions

The chemical constituents of the stem of Alnus formosana Burk. were investigated and sixteen known compounds, composed of eleven triterpenoids and five sterols, were isolated and characterized from the n-hexane- and chloroform-soluble fractions of the methanol extract. Of these, seven triterpenoids, lupeol, lupenone, betulinic acid, 3-O-acetylbetulinic acid, 3-O-acetylerythrodiol, 3-O-acetyloleanolic aldehyde, and taraxerone, were isolated for the first time from an Alnus species. The isolation of the five sterols, stigmastanone, stigmast-4-en-3-one, β-sitosterol, β-sitosteryl-β-D-glucoside, and stigmasta-3,6-dione, is also the first time that the presence of such natural products has been recorded for an Alnus species. Taraxerone and betulinic acid were the major non-polar constituents of the stem of A. formosana.

Cytotoxic 24-nor-ursane-type triterpenoids from the twigs of Mostuea hirsuta

2015 ◽  
Vol 70 (11) ◽  
pp. 837-842 ◽  
Author(s):  
Jean Pierre Longue Ekon ◽  
Achille Nouga Bissoue ◽  
Marie Fomani ◽  
Flavien Aristide Alfred Toze ◽  
Alain François Waffo Kamdem ◽  
...  
Keyword(s):  
Methanol Extract ◽  
2D Nmr ◽  
Adenocarcinoma Cell Line ◽  
2D Nmr Spectroscopy ◽  
Spectrometric Data ◽  
Spectroscopic Analyses ◽  
Paper Disk ◽  
Standard Doxorubicin ◽  
First Time ◽  
Diffusion Assay

AbstractTwo new 24-nor-ursane-type triterpenoids, 2α,3β,19α-trihydroxy-24-norurs-4(23),12-dien-28-oic acid (1) and 3β-acetoxy-2α,19α-dihydroxy-24-norurs-4(23),12-dien-28-oic acid (2), along with 15 known compounds were isolated from the methanol extract of the twigs of Mostuea hirsuta. While 2-hydroxymethylbenzamide (13) was isolated for the first time from the natural source, compounds 3–12 are reported here for the first time from the genus Mostuea. Their structures were elucidated by means of spectroscopic analyses including 1D- and 2D-NMR spectroscopy, high-resolution mass spectrometric data as well as comparison with data from the literature. Compounds 1, 2, 4–9 and 13 were tested against bacteria, fungi and plant pathogen oomycetes by the paper disk agar diffusion assay resulting in missing to low activities corresponding with minimum inhibitory concentrations (MICs) > 1 mg mL–1. However, the respective compounds 1, 2, 8, 9 and 13 exhibited moderate cytotoxic activity against the human Caucasian prostate adenocarcinoma cell line PC-3, with IC50 10.6–16.5 μm compared to the standard doxorubicin with IC50 0.9 μm.

A Novel Phenylethanoid Dimer and Flavonoids from Jacaranda mimosaefolia

2007 ◽  
Vol 62 (9) ◽  
pp. 1213-1220 ◽  
Author(s):  
Fatma A. Moharram ◽  
Mohamed S. A. Marzouk
Keyword(s):  
Methyl Ester ◽  
Methanol Extract ◽  
2D Nmr ◽  
Aqueous Methanol ◽  
Esi Ms ◽  
Spectroscopic Analyses ◽  
First Time

A novel phenylethanoid dimer, namely, jacraninoside A (1) and the five known constituents E/Z-acetoside (2), isoacetoside (3), cistanoside E (4), 6 '-acetylacetoside (5), and campneoside I (6) together with the seven flavonoids isoquercitrin (7), scutellarein 7-O-β -D-glucuronopyranoside methyl ester (8), apigenin 7-O-β -D-galacturonopyranoside (9), luteolin 7-O-β -D-glucuronopyranoside methyl ester (10), apigenin 7-O-β -D-glucuronopyranoside methyl ester (11), luteolin 7-O-β -Dglucopyranoside (12), and isovitexin (13) were isolated from the aqueous methanol extract of Jacaranda mimosaefolia D. Don. leaves. All known metabolites have been identified in this genus for the first time except for 2 and 12 which had been isolated once before from the leaves and twigs of Jacaranda mimosaefolia. Their structures were elucidated based on chemical evidences and spectroscopic analyses (1D and 2D NMR, HRMS ((-)-ESI)/MS, UV).

scholarly journals PreliminaryIn VitroandIn VivoEvaluation of Antidiabetic Activity ofDucrosia anethifoliaBoiss. and Its Linear Furanocoumarins

2014 ◽  
Vol 2014 ◽  
pp. 1-13 ◽  
Author(s):  
Nagwa M. M. Shalaby ◽  
Howaida I. Abd-Alla ◽  
Hanan F. Aly ◽  
Marzougah A. Albalawy ◽  
Kamel H. Shaker ◽  
...  
Keyword(s):  
Inhibitory Effect ◽  
Antidiabetic Activity ◽  
Metabolizing Enzymes ◽  
Stress Markers ◽  
Cholesterol Levels ◽  
Spectroscopic Analyses ◽  
Antioxidant Markers ◽  
First Time

Aim.Ducrosia anethifoliais used as flavoring additive. There have been little detailed phytochemical reports on this genus and the antidiabetic activity of this plant is not yet evaluated.Method. Structure of compounds was deduced by spectroscopic analyses. Preliminaryin vitroevaluation of the antidiabetic activity of crude extract and its furanocoumarins was carried out (α-amylase,α-glucosidase, andβ-galactosidase). Thein vivoactivity was investigated by measuring some oxidative stress markers. Biomarkers of liver injury and kidney were also determined.Results. Eight linear furanocoumarins, psoralen, 5-methoxypsoralen, 8-methoxypsoralen, imperatorin, isooxypeucedanin, pabulenol, oxypeucedanin methanolate, oxypeucedanin hydrate, and 3-O-glucopyranosyl-β-sitosterol, were isolated. All compounds were reported for the first time from the genusDucrosiaexcept pabulenol. The blood glucose level, liver function enzymes, total protein, lipid, and cholesterol levels were significantly normalized by extract treatment. The antioxidant markers, glucolytic, and gluconeogenic enzymes were significantly ameliorated and the elevated level of kidney biomarkers in the diabetic groups was restored. The compounds showed inhibitory activity in a concentration dependant manner. Imperatorin and 5-methoxypsoralen showed the most potent inhibiting power.Conclusion.D. anethifoliaextract showed hypoglycemic, hypolipidemic, and antioxidant effect as well as ameliorating kidney function. This extract and some linear furanocoumarins exhibited carbohydrate metabolizing enzymes inhibitory effect.

scholarly journals FLAVONOL AND LIGNAN GLYCOSIDES FROM Datura metel L.

2017 ◽  
Vol 55 (3) ◽  
pp. 263
Author(s):  
Nguyen Thi Mai ◽  
Nguyen Thi Cuc ◽  
Tran Hong Quang ◽  
Phan Van Kiem
Keyword(s):  
Methanol Extract ◽  
2D Nmr ◽  
Chemical Investigation ◽  
Cd Spectra ◽  
Datura Metel ◽  
Spectroscopic Analyses ◽  
The Absolute ◽  
Lignan Glycosides ◽  
Whole Plants ◽  
First Time

Chemical investigation of an acidic methanol extract of the whole plants of D. metel resulted in the isolation of five compounds, including kaempferol 3-O-beta-D-glucosyl(1->2)-beta-D-galactoside 7-O-beta-D-glucoside (1), kaempferol 3-O-beta-glucopyranosyl(1->2)-beta-glucopyranoside-7-O-alpha-rhamnopyranoside (2), pinoresinol O-beta-D-glucopyranoside (3), (7R,8S,7'S,8'R)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside (4), and (7S,8R,7'S,8'S)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside (5). Their structures were elucidated by 1D and 2D NMR and MS spectroscopic analyses as well as comparing with the data reported in the literature. The absolute configurations of compounds 4 and 5 were determined by CD spectra. It is noted that (7R,8S,7'S,8'R)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside and (7S,8R,7'S,8'S)-4,9,4',7'-tetrahydroxy-3,3'-dimethoxy-7,9'-epoxylignan-4-O-beta-D-glucopyranoside were isolated for the first time from the Datura genus.

Natural Anti-inflammatory compounds as Drug candidates in Alzheimer’s disease

2020 ◽  
Vol 27 ◽  
Author(s):  
Reyaz Hassan Mir ◽  
Abdul Jalil Shah ◽  
Roohi Mohi-ud-din ◽  
Faheem Hyder Potoo ◽  
Mohd. Akbar Dar ◽  
...  
Keyword(s):  
Alzheimer’S Disease ◽  
Alzheimer's Disease ◽  
Natural Products ◽  
Protective Action ◽  
New Drugs ◽  
Huperzine A ◽  
Brain Disorder ◽  
Anti Inflammatory

: Alzheimer's disease (AD) is a chronic neurodegenerative brain disorder characterized by memory impairment, dementia, oxidative stress in elderly people. Currently, only a few drugs are available in the market with various adverse effects. So to develop new drugs with protective action against the disease, research is turning to the identification of plant products as a remedy. Natural compounds with anti-inflammatory activity could be good candidates for developing effective therapeutic strategies. Phytochemicals including Curcumin, Resveratrol, Quercetin, Huperzine-A, Rosmarinic acid, genistein, obovatol, and Oxyresvertarol were reported molecules for the treatment of AD. Several alkaloids such as galantamine, oridonin, glaucocalyxin B, tetrandrine, berberine, anatabine have been shown anti-inflammatory effects in AD models in vitro as well as in-vivo. In conclusion, natural products from plants represent interesting candidates for the treatment of AD. This review highlights the potential of specific compounds from natural products along with their synthetic derivatives to counteract AD in the CNS.

Potential for Treatment of Neurodegenerative Diseases with Natural Products or Synthetic Compounds that Stabilize Microtubules

2020 ◽  
Vol 26 (35) ◽  
pp. 4362-4372
Author(s):  
John H. Miller ◽  
Viswanath Das
Keyword(s):  
Natural Products ◽  
Neurodegenerative Diseases ◽  
In Vivo Models ◽  
Synthetic Compounds ◽  
Stabilizing Agents ◽  
Animal Models Of Disease ◽  
Model Studies ◽  
Models Of Disease

No effective therapeutics to treat neurodegenerative diseases exist, despite significant attempts to find drugs that can reduce or rescue the debilitating symptoms of tauopathies such as Alzheimer’s disease, Parkinson’s disease, frontotemporal dementia, amyotrophic lateral sclerosis, or Pick’s disease. A number of in vitro and in vivo models exist for studying neurodegenerative diseases, including cell models employing induced-pluripotent stem cells, cerebral organoids, and animal models of disease. Recent research has focused on microtubulestabilizing agents, either natural products or synthetic compounds that can prevent the axonal destruction caused by tau protein pathologies. Although promising results have come from animal model studies using brainpenetrant natural product microtubule-stabilizing agents, such as paclitaxel analogs that can access the brain, epothilones B and D, and other synthetic compounds such as davunetide or the triazolopyrimidines, early clinical trials in humans have been disappointing. This review aims to summarize the research that has been carried out in this area and discuss the potential for the future development of an effective microtubule stabilizing drug to treat neurodegenerative disease.

Novel Phytochemical Constituents and their Potential to Manage Diabetes

2020 ◽  
Vol 26 ◽  
Author(s):  
Shaik Ibrahim Khalivulla ◽  
Arifullah Mohammed ◽  
Kokkanti Mallikarjuna
Keyword(s):  
Natural Products ◽  
Large Population ◽  
World Health ◽  
In Vivo Studies ◽  
Antidiabetic Activity ◽  
Therapeutic Drug ◽  
Pharmacological Activities ◽  
Chemical Structures

Background: Diabetes is a chronic disease affecting a large population worldwide and stands as one of the major global health challenges to be tackled. According to World Health Organization, about 400 million are having diabetes worldwide and it is the seventh leading cause of deaths in 2016. Plant based natural products had been in use from ancient time as ethnomedicine for the treatment of several diseases including diabetes. As a result of that, there are several reports on plant based natural products displaying antidiabetic activity. In the current review, such antidiabetic potential compounds reported from all plant sources along with their chemical structures are collected, presented and discussed. This kind of reports are essential to pool the available information to one source followed by statistical analysis and screening to check the efficacy of all known compounds in a comparative sense. This kind of analysis can give rise to few numbers of potential compounds from hundreds, whom can further be screened through in vitro and in vivo studies, and human trails leading to the drug development. Methods: Phytochemicals along with their potential antidiabetic property were classified according to their basic chemical skeleton. The chemical structures of all the compounds with antidiabetic activities were elucidated in the present review. In addition to this, the distribution and their other remarkable pharmacological activities of each species is also included. Results: The scrutiny of literature led to identification of 44 plants with antidiabetic compounds (70) and other pharmacological activities. For the sake of information, the distribution of each species in the world is given. Many plant derivatives may exert antidiabetic properties by improving or mimicking the insulin production or action. Different classes of compounds including sulfur compounds (1-4), alkaloids (5-11), phenolic compounds (12-17), tannins (18-23), phenylpropanoids (24-27), xanthanoids (28-31), amino acid (32), stilbenoid (33), benzofuran (34), coumarin (35), flavonoids (36-49) and terpenoids (50-70) were found to be active potential compounds for antidiabetic activity. Of the 70 listed compounds, majorly 17 compounds are from triterpenoids, 13 flavonoids and 7 are from alkaloids. Among all the 44 plant species, maximum number (7) of compounds are reported from Lagerstroemia speciosa followed by Momordica charantia (6) and S. oblonga with 5 compounds. Conclusion: This is the first paper to summarize the established chemical structures of phytochemicals that have been successfully screened for antidiabetic potential and their mechanisms of inhibition. The reported compounds could be considered as potential lead molecules for the treatment of type-2 diabetes. Further, molecular and clinical trials are required to select and establish the therapeutic drug candidates.

Combinatorial Synthesis of Novel 9R-Acyloxyquinine Derivatives as Insecticidal Agents

2020 ◽  
Vol 23 (2) ◽  
pp. 111-118
Author(s):  
Zhiping Che ◽  
Jinming Yang ◽  
Di Sun ◽  
Yuee Tian ◽  
Shengming Liu ◽  
...  
Keyword(s):  
Natural Products ◽  
Double Bond ◽  
Insecticidal Activity ◽  
Structural Modification ◽  
Combinatorial Synthesis ◽  
Hydroxyl Group ◽  
Botanical Insecticide ◽  
Mythimna Separata ◽  
Lead Compounds

Background: It is one of the effective ways for pesticide innovation to develop new insecticides from natural products as lead compounds. Quinine, the main alkaloid in the bark of cinchona tree as well as in plants in the same genus, is recognized as a safe and potent botanical insecticide to many insects. The structural modification of quinine into 9R-acyloxyquinine derivatives is a potential approach for the development of novel insecticides, which showed more toxicity than quinine. However, there are no reports on the insecticidal activity of 9Racyloxyquinine derivatives to control Mythimna separata. Methods: Endeavor to discover biorational natural products-based insecticides, 20 novel 9Racyloxyquinine derivatives were prepared and assessed for their insecticidal activity against M. separata in vivo by the leaf-dipping method at 1 mg/mL. Results: Among all the compounds, especially derivatives 5i, 5k and 5t exhibited the best insecticidal activity with final mortality rates of 50.0%, 57.1%, and 53.6%, respectively. Conclusion: Overall, a free 9-hydroxyl group is not a prerequisite for insecticidal activity and C9- substitution is well tolerated; modification of out-ring double-bond is acceptable, and hydrogenation of double-bond enhances insecticidal activity; Quinine ring is essential and open of it is not acceptable. These preliminary results will pave the way for further modification of quinine in the development of potential new insecticides.

Modulation of Matrix Metalloproteinases by Plant-Derived Products

2020 ◽  
Vol 20 ◽  
Author(s):  
Nur Najmi Mohamad Anuar ◽  
Nurul Iman Natasya Zulkafali ◽  
Azizah Ugusman
Keyword(s):  
Clinical Trials ◽  
Natural Products ◽  
Matrix Metalloproteinases ◽  
Animal Studies ◽  
Current Knowledge ◽  
In Vitro Models ◽  
In Vivo Studies ◽  
Extracellular Matrix Components

: Matrix metalloproteinases (MMPs) are a group of zinc-dependent metallo-endopeptidase that are responsible towards the degradation, repair and remodelling of extracellular matrix components. MMPs play an important role in maintaining a normal physiological function and preventing diseases such as cancer and cardiovascular diseases. Natural products derived from plants have been used as traditional medicine for centuries. Its active compounds, such as catechin, resveratrol and quercetin, are suggested to play an important role as MMPs inhibitors, thereby opening new insights into their applications in many fields, such as pharmaceutical, cosmetic and food industries. This review summarises the current knowledge on plant-derived natural products with MMP-modulating activities. Most of the reviewed plant-derived products exhibit an inhibitory activity on MMPs. Amongst MMPs, MMP-2 and MMP-9 are the most studied. The expression of MMPs is inhibited through respective signalling pathways, such as MAPK, NF-κB and PI3 kinase pathways, which contribute to the reduction in cancer cell behaviours, such as proliferation and migration. Most studies have employed in vitro models, but a limited number of animal studies and clinical trials have been conducted. Even though plant-derived products show promising results in modulating MMPs, more in vivo studies and clinical trials are needed to support their therapeutic applications in the future.

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