Antiprotozoal activity of natural products from Nigerien plants used in folk medicine.

In the course of the screening of plants from Niger for antiprotozoal activity, the methanol extract of , and the dichloromethane extracts of and were found to be active against protozoan parasites, namely , , and/or . Myricitrin (), quercitrin () and 1-palmitoyl-lysolecithin () were isolated from . From , the three triterpene derivatives , , and are described here for the first time.

Gastroprotective effect of Artemisia absinthium L.: A medicinal plant used in the treatment of digestive disorders.

Ethnopharmacological Relevance: Wormwood (Artemisia absinthium L.) is traditionally used for stomach pain and gastric relief. However, its possible gastroprotective effect has not yet been experimentally evaluated.

Isolation and Structure Elucidation of Compounds from and Their Antiproliferative Activity against Multiple Myeloma Cells.

The phytochemical investigation of the dichloromethane root extract of led to the isolation of 18 compounds. Among these, compounds -, defined as 9-hydroxy-2,2-dimethyl-2-benzo[]chromene-5,10-dione 6--β-d-glucopyranoside (), (2,3)-3,4,7-trihydroxy-2-(3'-methylbut-2'-en-1'-yl)-2,3-dihydro-1-inden-1-one (), ()-2-(1',4'-dihydroxy-4'-methylpent-2'-en-1'-ylidene)-4,7-dihydroxy-1-indene-1,3(2)-dione (), ()-2,5,8-trihydroxy-3-(2'-hydroxy-3'-methylbut-3'-en-1'-yl)naphthalene-1,4-dione (), 6-hydroxy-3-(3'-methylbut-2'-en-1'-yl)-4-oxo-4-chromene-5-carboxylic acid (), and ()-2-(1'-hydroxy-4'-methylpent-3'-en-1'-yl)anthracene-9,10-dione (), respectively, have not yet been described. Their structures were elucidated based on spectroscopic data analysis, including IR, NMR, HRESIMS and ECD measurements.

MEMO: Mass Spectrometry-Based Sample Vectorization to Explore Chemodiverse Datasets.

In natural products research, chemodiverse extracts coming from multiple organisms are explored for novel bioactive molecules, sometimes over extended periods. Samples are usually analyzed by liquid chromatography coupled with fragmentation mass spectrometry to acquire informative mass spectral ensembles. Such data is then exploited to establish relationships among analytes or samples (e.

Isolation and Structural Elucidation of Compounds from and Their In Vitro Antiprotozoal Activity.

Species of the genus are used in traditional medicine against fever and malaria. The present study focuses on the isolation and identification of bioactive compounds from extracts, and the evaluation of their antiprotozoal activity. Fractionation and isolation combined to LC-HRMS/MS-based dereplication provided 16 compounds: seven indole alkaloids, four indoline alkaloids, two secoiridoid glycosides, two iridoid glycosides, and one phenolic glucoside.

Azepine-Indole Alkaloids From Modulate 5-HT Receptors and Prevent Protein Toxicity in Transgenic .

Nemorosine A () and fargesine (), the main azepine-indole alkaloids of , were explored for their pharmacological profile on neurodegenerative disorders (NDs) applying a combined -- approach. By using and as queries for similarity-based searches of the ChEMBL database, structurally related compounds were identified to modulate the 5-HT receptor; experiments confirmed an agonistic effect for and (24 and 36% at 10 μM, respectively), which might be linked to cognition-enhancing properties. This and the previously reported target profile of and , which also includes BuChE and MAO-A inhibition, prompted the evaluation of these compounds in several models linked to 5-HT modulation and proteotoxicity.

Hygroline derivatives from Schizanthus tricolor and their anti-trypanosomatid and antiplasmodial activities.

Chemical investigation of the alkaloid extract of the aerial parts of Schizanthus tricolor led to the targeted isolation of 26 hygroline derivatives of which 20 were fully characterized. They have not yet been described in the literature and their structures were established by 1D and 2D NMR, UV and IR spectroscopy, and HRESIMS. The configuration was determined by Gauge-Independent Atomic Orbital NMR chemical shift calculations supported by the advanced statistical method DP4 plus, vibrational circular dichroism, and measurement of optical rotation.

Pyridine-4(1)-one Alkaloids from as Antitrypanosomatid Agents.

Twelve new pyridine-4(1)-one derivatives, namely, 8-demethoxywaltherione F (), waltheriones R-V (, , , , and ), 1-methoxywaltherione O (), ()-15-hydroxywaltherione G (), (8)-8-hydroxywaltherione M (), (9,13)-2-hydroxymethylwaltherione C (), (9,10,13)-10-hydroxywaltherione C (), and ()-13-methoxywaltherione V (), as well as melovinone () and 5'-methoxywaltherione A () were isolated from the CHCl extract of the aerial parts of Their chemical structures were determined by means of a comprehensive analysis including H NMR, DEPTQ, HSQC, HMBC, H-H COSY, ROESY, and HRESIMS data. The absolute configurations were assigned via comparison of the experimental and calculated ECD data. In addition, the isolated constituents as well as the known waltheriones M-Q were evaluated for their in vitro antitrypanosomal activity.

Bioactive Azepine-Indole Alkaloids from .

Phytochemical investigation of the alkaloid extract of the aerial parts of led to the isolation and characterization of 10 azepine-indole alkaloids, i.e., cimitrypazepine (), fargesine (), nemorosines A (), and B (), nemorosinosides A-F (-), as well as two β-carboline derivatives, 10-hydroxyisodolichantoside () and 10-hydroxydolichantoside (), an isoxazole alkaloid, nemorosinoside G (), serotonin (), bufotenine (), and ()-gentianol ().

Bioactive metabolites from the leaves of Withania adpressa.

Context: Withania (Solanaceae) species are known to be a rich source of withanolides, which have shown several biological properties.

Objective: To identify the compounds responsible for Withania adpressa Coss. antioxidant activity and further test them for their NF-κB inhibition and antiproliferative activity in multiple myeloma cells.

Anti-inflammatory and antiproliferative diterpenoids from Plectranthus scutellarioides.

Chemical investigation of the dichloromethane extract of the aerial parts of Plectranthus scutellarioides led to the isolation and characterization of 10 diterpenoids with an abietane skeleton and one cembrane-type diterpenoid. Among them, six have not yet been described in the literature. Their structures were established by 1D and 2D NMR, UV and IR spectroscopy, and HRESIMS.

Targeted Isolation of Monoterpene Indole Alkaloids from Palicourea sessilis.

Phytochemical investigation of the alkaloid extract of Palicourea sessilis by LC-HRMS/MS using molecular networking and an in silico MS/MS fragmentation approach suggested the presence of several new monoterpene indole alkaloids. These compounds were isolated by semipreparative HPLC, and their structures confirmed by means of HRMS, NMR, and ECD measurements as 4-N-methyllyaloside (3), 4-N-methyl-3,4-dehydrostrictosidine (4), 4β-hydroxyisodolichantoside (6), and 4α-hydroxyisodolichantoside (7), as well as the known alkaloids alline (1), N-methyltryptamine (2), isodolichantoside (5), and 5-oxodolichantoside (8). In addition, the acetylcholinesterase inhibitory activity of the compounds was evaluated up to 50 μM.

Simultaneous Measurement of HDAC1 and HDAC6 Activity in HeLa Cells Using UHPLC-MS.

The search for new histone deacetylase (HDAC) inhibitors is of increasing interest in drug discovery. Isoform selectivity has been in the spotlight since the approval of romidepsin, a class I HDAC inhibitor for cancer therapy, and the clinical investigation of HDAC6-specific inhibitors for multiple myeloma. The present method is used to determine the inhibitory activity of test compounds on HDAC1 and HDAC6 in cells.

A new antifungal and antiprotozoal bibenzyl derivative from Gavilea lutea.

A new bibenzyl derivative (4), together with two glycosylated flavonoids (1 and 2), batatasin III (3) and the phenanthrene isohircinol (5) were isolated from the aerial parts of Gavilea lutea. Their structures were elucidated on the basis of spectroscopic studies including 1D and 2D NMR, UV, IR and HRESIMS. All isolated compounds were evaluated for their antifungal activity towards Candida albicans.

Targeting Multiple Myeloma Cancer Stem Cells with Natural Products - Lessons from Other Hematological Malignancies.

Multiple myeloma is characterized by the accumulation of malignant plasma cells in the bone marrow. Multiple myeloma is the second most frequently diagnosed hematological malignancy, predominantly affecting the elderly. Despite recent advances in the development of novel therapies, multiple myeloma remains an incurable malignancy where the majority of patients relapse, develop resistance, and eventually die from the disease.

Cancer chemopreventive activity of compounds isolated from Waltheria indica.

Ethnopharmacological Relevance: Waltheria indica L. is traditionally used in several countries against inflammatory related diseases and cancer, mainly as a decoction of the aerial parts.

Aim Of The Study: The transcription factor NF-κB is known to induce tumor promotion and progression and is considered a major player in inflammation-driven cancers.

Two New Hygroline and Tropane Alkaloids Isolated from Schizanthus hookeri and S. tricolor (Solanaceae).

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.

Passive Intestinal Absorption of Representative Plant Secondary Metabolites: A Physicochemical Study.

Natural products are generally ingested as part of traditional herbal decoctions or in the current diet. However, in natural product research, the bioavailability of secondary metabolites is often poorly investigated. In this work, a systematic study was carried out in order to highlight the physicochemical parameters that mainly influence the passive intestinal absorption of natural products.

Prediction of the Passive Intestinal Absorption of Medicinal Plant Extract Constituents with the Parallel Artificial Membrane Permeability Assay (PAMPA).

At the early drug discovery stage, the high-throughput parallel artificial membrane permeability assay is one of the most frequently used in vitro models to predict transcellular passive absorption. While thousands of new chemical entities have been screened with the parallel artificial membrane permeability assay, in general, permeation properties of natural products have been scarcely evaluated. In this study, the parallel artificial membrane permeability assay through a hexadecane membrane was used to predict the passive intestinal absorption of a representative set of frequently occurring natural products.

Antifungal Quinoline Alkaloids from Waltheria indica.

Chemical investigation of a dichloromethane extract of the aerial parts of Waltheria indica led to the isolation and characterization of five polyhydroxymethoxyflavonoids, namely, oxyanin A (1), vitexicarpin (3), chrysosplenol E (4), flindulatin (5), 5-hydroxy-3,7,4'-trimethoxyflavone (6), and six quinolone alkaloids, waltheriones M-Q (2, 7, 8, 10, 11) and 5(R)-vanessine (9). Among these, compounds 2, 7, 8, 10, and 11 have not yet been described in the literature. Their chemical structures were established by means of spectroscopic data interpretation including (1)H and (13)C, HSQC, HMBC, COSY, and NOESY NMR experiments and UV, IR, and HRESIMS.

Chemical constituents from Waltheria indica exert in vitro activity against Trypanosoma brucei and T. cruzi.

Six extracts from the roots and the aerial parts of Waltheria indica L. (Malvaceae) were screened for their in vitro antitrypanosomal activity towards Trypanosoma brucei brucei STIB 427 strain, T. brucei rhodesiense STIB 900 and Trypanosoma cruzi Tulahuen C4.

Antitrypanosomal quinoline alkaloids from the roots of Waltheria indica.

Chemical investigation of the dichloromethane root extract of Waltheria indica led to the isolation and characterization of 10 quinoline alkaloids, namely, 8-deoxoantidesmone (1), waltheriones E-L (2-9), and antidesmone (10). Among these, compounds 2-9 have not yet been described in the literature. Their chemical structures were established by means of spectroscopic data interpretation including (1)H and (13)C NMR, HSQC, HMBC, COSY, and NOESY experiments and UV, IR, and HRESIMS.

Synthesis and in vitro evaluation of tropane halogenated-derivatives against malaria, sleeping sickness, Chagas disease and leishmaniasis.

A series of twelve analogs carrying fluoro, chloro, bromo and iodo halogens on the ortho, meta and para positions of a benzoyloxytropane skeleton were synthesized by a simple acylation of 8-methyl-8-aza-bicyclo[3.2.1]octan- 3α-ol by halogenobenzoyl chlorides.

Grahamines A-E, cyclobutane-centered tropane alkaloids from the aerial parts of Schizanthus grahamii.

Schizanthus grahamii is an endemic Chilean plant that is known to contain tropane alkaloids. Five new alkaloids, grahamines A-E (1-5), were isolated and characterized by extensive spectroscopic analysis. Their structures were determined to be 2-{[(3α-hydroxytropo-6β-yl)oxy]carbonyl}-2-methyl-3-{[((6β-angeloyloxy)-3α-yl)oxy]carbonyl}-4-phenylcyclobutanecarboxylic acid (1), 2-{[(3α-hydroxytropo-6β-yl)oxy]carbonyl}-2-methyl-3-{[((6β-tigloyloxy)-3α-yl)oxy]carbonyl}-4-phenylcyclobutanecarboxylic acid (2), 1-methyl-2-{[(3α-hydroxytropo-6β-yl)oxy]carbonyl}-4-{[((6β-angeloyloxy)-3α-yl)oxy]carbonyl}-3-phenylcyclobutanecarboxylic acid (3), 1,2-bis{[(3α-hydroxytropo-6β-yl)oxy]carbonyl}-2-methyl-3-{[((6β-angeloyloxy)-3α-yl)oxy]carbonyl}-4-phenylcyclobutanecarboxylate (4), and 1-{[(3α-mesaconyloxytropo-6β-yl)oxy]carbonyl}-2-{[(3α-hydroxytropo-6β-yl)oxy]carbonyl}-2-methyl-3-{[((6β-angeloyloxy)-3α-yl)oxy]carbonyl}-4-phenylcyclobutanecarboxylate (5).

Chemical study and anti-inflammatory, analgesic and antioxidant activities of the leaves of Aristotelia chilensis (Mol.) Stuntz, Elaeocarpaceae.

Objectives: Aristotelia chilensis leaves (Elaeocarpaceae) are used in Chilean folk medicine to treat pain and inflammation. A bioguided study was carried out on serial extracts (hexane, dichloromethane, methanol, aqueous extract (INFU) and a crude mixture of alkaloids (ALK-MIX). All extracts were evaluated for (1) topical administration against both arachidonic acid and 12-deoxyphorbol-13-decanoate (TPA)-induced inflammation in mice and (2) per-os administration against inflammation by λ-carrageenan-induced paw oedema in guinea-pigs and (3) topical analgesia in tail flick and formalin models and per-os writhing test in mice.