Antiplasmodial sesquiterpenes from the seeds of Salacia longipes var. camerunensis

Mba’ning, Brice Mittérant; Lenta, Bruno Ndjakou; Noungoue, Diderot Tchamo; Antheaume, Cyril; Fongang, Yanick F.; Ngouela, Silvère; Boyom, Fabrice Fekam; Rosenthal, Philip; Tsamo, Etienne; Sewald, Norbert; Laatsch, Hartmut

doi:10.1016/j.phytochem.2013.06.022

Cited by 20 publications

(24 citation statements)

References 23 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…The physicochemical analyses of the isolated natural products were essentially performed as previously described [ 28 ]. Optical rotations were measured on a JASCO digital polarimeter (model DIP-3600, JASCO, Tokyo, Japan).…”

Section: Methodsmentioning

confidence: 99%

Compounds from Terminalia mantaly L. (Combretaceae) Stem Bark Exhibit Potent Inhibition against Some Pathogenic Yeasts and Enzymes of Metabolic Significance

et al. 2017

Self Cite

View full text Add to dashboard Cite

Background: Pathogenic yeasts resistance to current drugs emphasizes the need for new, safe, and cost-effective drugs. Also, new inhibitors are needed to control the effects of enzymes that are implicated in metabolic dysfunctions such as cancer, obesity, and epilepsy. Methods: The anti-yeast extract from Terminalia mantaly (Combretaceae) was fractionated and the structures of the isolated compounds established by means of spectroscopic analysis and comparison with literature data. Activity was assessed against Candida albicans, C. parapsilosis and C. krusei using the microdilution method, and against four enzymes of metabolic significance: glucose-6-phosphate dehydrogenase, human erythrocyte carbonic anhydrase I and II, and glutathione S-transferase. Results: Seven compounds, 3,3′-di-O-methylellagic acid 4′-O-α-rhamnopyranoside; 3-O-methylellagic acid; arjungenin or 2,3,19,23-tetrahydroxyolean-12-en-28-oïc acid; arjunglucoside or 2,3,19,23-tetrahydroxyolean-12-en-28-oïc acid glucopyranoside; 2α,3α,24-trihydroxyolean-11,13(18)-dien-28-oïc acid; stigmasterol; and stigmasterol 3-O-β-d-glucopyranoside were isolated from the extract. Among those, 3,3′-di-O-methylellagic acid 4′-O-α-rhamnopyranoside, 3-O-methylellagic acid, and arjunglucoside showed anti-yeast activity comparable to that of reference fluconazole with minimal inhibitory concentrations (MIC) below 32 µg/mL. Besides, Arjunglucoside potently inhibited the tested enzymes with 50% inhibitory concentrations (IC50) below 4 µM and inhibitory constant (Ki) <3 µM. Conclusions: The results achieved indicate that further SAR studies will likely identify potent hit derivatives that should subsequently enter the drug development pipeline.

show abstract

Section: Methodsmentioning

confidence: 99%

Compounds from Terminalia mantaly L. (Combretaceae) Stem Bark Exhibit Potent Inhibition against Some Pathogenic Yeasts and Enzymes of Metabolic Significance

et al. 2017

Self Cite

View full text Add to dashboard Cite

show abstract

“…Extensive purification of the active extract afforded the β-agarofuran sesquiterpenoids salaterpenes A–D ( 166 – 169 ) (Fig. 25), which were also active against W2 parasites [120]. The root extract of Ferula pseudalliacea (Apiaceae) yielded an antiplasmodial metabolite sanandajin ( 170 ), the first isolated disesquiterpene-coumarin.…”

Section: Terpenesmentioning

confidence: 99%

Antiplasmodial natural products: an update

Tajuddeen

Heerden

2019

Malar J

115

View full text Add to dashboard Cite

BackgroundMalaria remains a significant public health challenge in regions of the world where it is endemic. An unprecedented decline in malaria incidences was recorded during the last decade due to the availability of effective control interventions, such as the deployment of artemisinin-based combination therapy and insecticide-treated nets. However, according to the World Health Organization, malaria is staging a comeback, in part due to the development of drug resistance. Therefore, there is an urgent need to discover new anti-malarial drugs. This article reviews the literature on natural products with antiplasmodial activity that was reported between 2010 and 2017.MethodsRelevant literature was sourced by searching the major scientific databases, including Web of Science, ScienceDirect, Scopus, SciFinder, Pubmed, and Google Scholar, using appropriate keyword combinations.Results and DiscussionA total of 1524 compounds from 397 relevant references, assayed against at least one strain of Plasmodium, were reported in the period under review. Out of these, 39% were described as new natural products, and 29% of the compounds had IC50 ≤ 3.0 µM against at least one strain of Plasmodium. Several of these compounds have the potential to be developed into viable anti-malarial drugs. Also, some of these compounds could play a role in malaria eradication by targeting gametocytes. However, the research into natural products with potential for blocking the transmission of malaria is still in its infancy stage and needs to be vigorously pursued.

show abstract

“…They have attracted the interest of extractive and synthetic organic chemists for years due to their ample range of biological properties (see, for example, Mbaning et al, 2013;Cé spedes et al, 2001;Calderó n et al, 2001).…”

Section: Introductionmentioning

confidence: 99%

A dihydro-β-agarofuran sesquiterpene from Maytenus boaria

et al. 2017

View full text Add to dashboard Cite

The natural compound (1S,4S,5S,6R,7R,8R,9R,10S)-6-acetoxy-4,9,10-trihydroxy-2,2,5a,9-tetramethyloctahydro-2H-3,9a-methanobenzo[b]oxepin-5-yl furan-3-carboxylate, CHO, (I), is a β-agarofuran sesquiterpene isolated from the seeds of Maytenus boaria as part of a study of the secondary metabolites from Chilean flora. The compound presents a central structure formed by a decalin system esterified with acetate at site 1 and furan-3-carboxylate at site 9. The chirality of the skeleton can be described as 1S,4S,5S,6R,7R,8R,9R,10S, which is consistent with that suggested by NMR studies. Unlike previously reported structures of sesquiterpenes containing a pure dihydro-β-agarofuran skeleton, (I) exhibits a three-dimensional hydrogen-bonded network.

show abstract

Antiplasmodial sesquiterpenes from the seeds of Salacia longipes var. camerunensis

Cited by 20 publications

References 23 publications

Compounds from Terminalia mantaly L. (Combretaceae) Stem Bark Exhibit Potent Inhibition against Some Pathogenic Yeasts and Enzymes of Metabolic Significance

Compounds from Terminalia mantaly L. (Combretaceae) Stem Bark Exhibit Potent Inhibition against Some Pathogenic Yeasts and Enzymes of Metabolic Significance

Antiplasmodial natural products: an update

A dihydro-β-agarofuran sesquiterpene from Maytenus boaria

Contact Info

Product

Resources

About