New anti-malarial phenylpropanoid conjugated iridoids from Morinda morindoides

Tamura, Shinji; Kubata, Bruno Kilunga; Syamsurizal, Syamsurizal; Itagaki, Sawako; Horii, Toshihiro; Taba, Muzele Kalulu; Murakami, Nobutoshi

doi:10.1016/j.bmcl.2010.01.095

Cited by 27 publications

(22 citation statements)

References 15 publications

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“…The concentrations of the total phenolics and flavonoids obtained in the study are not absolute measurements of the amount of the polyphenolics compounds, but are based on their chemical-reducing capacity relative to gallic acid and pyrocatechol (standards). The considerable amount of polyphenolic compounds (total phenolics and flavonoids) obtained from aqueous extract of M. morindoides was similar and agreed with results of earlier investigators (Harisolo et al 2009;Tamura et al 2010;Bi Kouame et al 2010;Cimanga et al 1995Cimanga et al , 1997Cimanga et al , 2006Cimanga et al , 2010. Moreover, the results of the estimation of the polyphenolic compounds in the aqueous extract of M. morindoides leaves agreed with that of Toure et al (2011) on the phytochemical constituents of aqueous extract of M. morindoides leaves.…”

Section: Discussionsupporting

confidence: 94%

“…These flavonoids exhibited various biological activities including inhibition of xanthine oxidase and scavenging of superoxide anions , anticomplementary activity (Cimanga et al 2003), and antiamoebic activity (Cimanga et al 2006). It was also found that crude extracts from M. morindoides exhibited in vitro and in vivo antimalarial activity (Tona et al , 2001(Tona et al , 2004Mbatchi et al 2006;Tamura et al 2010;Temidayo et al 2010). One of the most frequently used (6.5%) herbal antimalarial recipes is M. morindoides .…”

Section: Introductionmentioning

confidence: 95%

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Evaluation of antioxidant potentials ofMorinda morindoidesleaf extract

Akinloye

Sunmonu

Omotainse

et al. 2015

Toxicological & Environmental Chemistry

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This study investigated antioxidant status of animals given aqueous extract of Morinda morindoides leaves using the levels of reduced glutathione, total-thiol, vitamin C, and vitamin E as well as malondialdehyde concentrations as indices, and its in vitro antioxidant capacity. Thirty rats divided into five groups were used. Group A served as control and were administered distilled water while groups B, C, D, and E were given 100, 200, 400, and 800 mg per kilogram body weight of water-extracted constituents of M. morindoides for 28 days. Total phenolic compounds amounted to 83.6 § 5.9 mg g ¡1 gallic acid equivalent, while total flavonoid content was 9.5 § 0.9 mg g ¡1 pyrocathecol equivalent. Malondialdehyde in plasma was significantly decreased in a dose-dependent manner, ranging from 21% in groups B and C to 84% in groups D and E. Vitamins C and E were significantly increased, in group E by 91% and 17% compared with control. Total thiols and glutathione in plasma were significantly increased, with group E having 2.5-fold and 4.2-fold higher values than control.

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Section: Discussionsupporting

confidence: 94%

Section: Introductionmentioning

confidence: 95%

Evaluation of antioxidant potentials ofMorinda morindoidesleaf extract

Akinloye

Sunmonu

Omotainse

et al. 2015

Toxicological & Environmental Chemistry

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“…The phytochemistry of Morinda morindoides [40] is dominated by flavonoid glycosides [77] and phenylpropanoid-conjugated iridoid glycosides [78] (Table S12). Of these, epoxygaertneroside and morindaoside were selectively strongly binding ligands for TbAK, and morindaoside also docked strongly to TbPTR1.…”

Section: Resultsmentioning

confidence: 99%

In-silico Investigation of Antitrypanosomal Phytochemicals from Nigerian Medicinal Plants

Setzer

Ogungbe

2012

PLoS Negl Trop Dis

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BackgroundHuman African trypanosomiasis (HAT), a parasitic protozoal disease, is caused primarily by two subspecies of Trypanosoma brucei. HAT is a re-emerging disease and currently threatens millions of people in sub-Saharan Africa. Many affected people live in remote areas with limited access to health services and, therefore, rely on traditional herbal medicines for treatment.MethodsA molecular docking study has been carried out on phytochemical agents that have been previously isolated and characterized from Nigerian medicinal plants, either known to be used ethnopharmacologically to treat parasitic infections or known to have in-vitro antitrypanosomal activity. A total of 386 compounds from 19 species of medicinal plants were investigated using in-silico molecular docking with validated Trypanosoma brucei protein targets that were available from the Protein Data Bank (PDB): Adenosine kinase (TbAK), pteridine reductase 1 (TbPTR1), dihydrofolate reductase (TbDHFR), trypanothione reductase (TbTR), cathepsin B (TbCatB), heat shock protein 90 (TbHSP90), sterol 14α-demethylase (TbCYP51), nucleoside hydrolase (TbNH), triose phosphate isomerase (TbTIM), nucleoside 2-deoxyribosyltransferase (TbNDRT), UDP-galactose 4′ epimerase (TbUDPGE), and ornithine decarboxylase (TbODC).ResultsThis study revealed that triterpenoid and steroid ligands were largely selective for sterol 14α-demethylase; anthraquinones, xanthones, and berberine alkaloids docked strongly to pteridine reductase 1 (TbPTR1); chromenes, pyrazole and pyridine alkaloids preferred docking to triose phosphate isomerase (TbTIM); and numerous indole alkaloids showed notable docking energies with UDP-galactose 4′ epimerase (TbUDPGE). Polyphenolic compounds such as flavonoid gallates or flavonoid glycosides tended to be promiscuous docking agents, giving strong docking energies with most proteins.ConclusionsThis in-silico molecular docking study has identified potential biomolecular targets of phytochemical components of antitrypanosomal plants and has determined which phytochemical classes and structural manifolds likely target trypanosomal enzymes. The results could provide the framework for synthetic modification of bioactive phytochemicals, de novo synthesis of structural motifs, and lead to further phytochemical investigations.

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“…Phenylpropanoid conjugated iridoids 1 - 5 ( Figure 1 ) have been isolated from Morinda morindoides (Rubiaceae) . All of these compounds except for 3 potently inhibited parasite proliferation ( P. falciparum strain CDC1, IC 50 values of 0.04 to 4.1 µM) with little cytotoxicity against the host mammalian cells (KB 3-1) [ 26 ]. The iridoid swertiamarin ( 6 ) has been obtained from Enicostemma littorale (Gentianaceae) and showed promising results in vitro in a schizont maturation inhibition assay, with an IC 50 value of 44.4 µΜ [ 27 ].…”

Section: Terpenesmentioning

confidence: 99%

Antiplasmodial Natural Products

2011

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Malaria is a human infectious disease that is caused by four species of Plasmodium. It is responsible for more than 1 million deaths per year. Natural products contain a great variety of chemical structures and have been screened for antiplasmodial activity as potential sources of new antimalarial drugs. This review highlights studies on natural products with antimalarial and antiplasmodial activity reported in the literature from January 2009 to November 2010. A total of 360 antiplasmodial natural products comprised of terpenes, including iridoids, sesquiterpenes, diterpenes, terpenoid benzoquinones, steroids, quassinoids, limonoids, curcubitacins, and lanostanes; flavonoids; alkaloids; peptides; phenylalkanoids; xanthones; naphthopyrones; polyketides, including halenaquinones, peroxides, polyacetylenes, and resorcylic acids; depsidones; benzophenones; macrolides; and miscellaneous compounds, including halogenated compounds and chromenes are listed in this review.

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New anti-malarial phenylpropanoid conjugated iridoids from Morinda morindoides

Cited by 27 publications

References 15 publications

Evaluation of antioxidant potentials ofMorinda morindoidesleaf extract

Evaluation of antioxidant potentials ofMorinda morindoidesleaf extract

In-silico Investigation of Antitrypanosomal Phytochemicals from Nigerian Medicinal Plants

Antiplasmodial Natural Products

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