Antiplasmodial Quinones from<i>Pentas longiflora</i>and<i>Pentas lanceolata</i>

Endale, Milkyas; Alao, John P.; Akala, Hoseah M.; Rono, Nelson K.; Eyase, Fredrick; Derese, Solomon; Ndakala, Albert; Mbugua, Martin; Walsh, Douglas S.; Sunnerhagen, Per; Erdélyi, Máté; Yenesew, Abiy

doi:10.1055/s-0031-1280179

Cited by 26 publications

(39 citation statements)

References 28 publications

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“…These plant species have been used to treat various diseases and ailments like malaria, typhoid, ulcers, skin diseases, diabetes, reproductive problems, aches, and pains. Multiple studies on medicinal plants of Kenya have led to isolation of a number of bioactive compounds (Endale et al 2012;Yenesew et al 2003Yenesew et al , 2004Yenesew et al , 2005Yenesew et al , 2009 with diverse structural scaffolds (Derese et al 2003;Gumula et al 2012;Omosa et al 2010). Despite the enormous body of research existing on natural products of Kenya, this information is not systematically organized in a readily accessible form.…”

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confidence: 99%

Modeling and synthesis of antiplasmodial chromones, chromanones and chalcones based on natural products of Kenya

2018

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Scolastica M, Ndakala AJ, Derese S. 2018. Modeling and synthesis of antiplasmodial chromones, chromanones and chalcones based on natural products of Kenya. Biofarmasi J Nat Prod Biochem 16: 8-21. Despite numerous research that has been done on plants of Kenya resulting in the isolation of thousands of natural products, data on these natural products are not systematically organized in a readily accessible form. This has urged the construction of a web-based database of natural products of Kenya. The database is named Mitishamba and is hosted at http://mitishamba.uonbi.ac.ke. The Mitishamba database was queried for chromones, chromanones, and chalcones that were subjected to structure-based drug design using Fred (OpenEye) docking utility program with 1TV5 PDB structure of the PfDHODH receptor to identify complex of ligands that bind with the active site. Ligand-based drug design (Shape and electrostatics comparison) was also done on the ligands against query A77 1726 (38) (the ligand that co-crystallized with PfDHODH receptor) using ROCS and EON programs, respectively, of OpenEye suite. There was a substantial similarity among the top performing ligands in the docking studies with shape and electrostatic comparison that led to the identification of compounds of interest which were targeted for synthesis and antiplasmodial assay. In this study, a chromanone (7-hydroxy-2-(4-methoxyphenyl) chroman-4-one (48)) and two intermediate chalcones (2',4'-dihydroxy-4-methoxychalcone (45) and 2’,4’-dihydroxy-4-chlorochalcone (47)), were synthesized and subjected to antiplasmodial assay. Among these substances, 45 showed vigorous activity, whereas 47 and 48 had moderate activity against the chloroquine resistant K1 strain of P. falciparum with IC50 values of 4.56±1.66, 17.62 ± 5.94 and 18.01 ±1.66 µg/ml, respectively. Since the synthesized compounds showed antiplasmodial potential, there is a need for further computational refinement of these compounds to optimize their antiplasmodial activity.

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Section: Introductionmentioning

confidence: 99%

Modeling and synthesis of antiplasmodial chromones, chromanones and chalcones based on natural products of Kenya

2018

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“…Flowering plants are attractive to butterfly, bees and other insects. Some ethnobotanical uses of this plant in its place of origin are also known, mainly as anti-malarial (Wanyoike et al 2004;Kigondu et al 2001;Endale et al 2012), against lung diseases (Van Puyvelde et al 1994) and for wound-healing properties (Nayak et al 2005). In this study, we report the analysis of the polar fraction obtained from the aerial parts of a sample collected from a spontaneous population growing in the Island of Sardinia.…”

Section: Introductionmentioning

confidence: 99%

Iridoid glucosides from Pentas lanceolata (Forssk.) Deflers growing on the Island of Sardinia

Venditti

Guarcini

Ballero³

et al. 2014

Plant Syst Evol

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The ethanolic extract of Pentas lanceolata (Forssk.) Deflers was investigated from a phytochemical point of view and in particular on the monoterpenoid glucosides content. Iridoid glucosides have a taxonomic relevance, e.g., asperuloside and its derivative are characteristic of the Rubioideae subfamily where this species is comprised. In the light of earliest phylogenetic molecular study which proposed to merge P. lanceolata in the Spermacoceae tribe, a phytochemical approach also becomes necessary for a correct classification of this species. A total of 12 compounds were identified in detail, ten of these are iridoid glucosides: asperuloside, asperulosidic acid, tudoside, E-uenfoside and Z-uenfoside previously identified in this genus; whereas, deacetyl-asperulosidic acid, ixoside, griselinoside, 6β,7β-epoxysplendoside were recognized here for the first time from P. lanceolata. Among the non-iridoidic compounds ursolic acid and d-xylose were identified

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“…The examination of P. lanceolata resulted in the isolation of rubiadin 8, damnacanthal 14, nordamnacanthal 15, lucidin-ɷ-methyl ether 18, tectoquinone 20, damnacanthol 21, rubiadin-1-methyl ether 22, and 5,6-dihydroxydamnacanthol 23 which exhibited a moderate antiplasmodial activity (W2 and D6 strains) with the IC 50 values within the range of 5-31µg/mL. The compounds displayed mild toxicity with selectivity index of less than 15[45].…”

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Antiplasmodial Anthraquinones from Medicinal Plants: The Chemistry and Possible Mode of Actions

Osman

Ismail

2018

Natural Product Communications

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Malaria killed nearly half a million people in 2015, and 70% of this victims were young children. Malarial chemotherapy makes use of several drugs, each with its own pharmacological limitations, and with parasite resistance being the most challenging. People of low income nations often rely on traditional medicine as a treatment due to limited access to modern healthcare services. Despite uncertainties present in the outcome of traditional medicine, ethnomedicine approach has yielded important lead candidates. The investigation of medicinal plants utilized in the malaria endemic region yielded many antiplasmodial compounds with anthraquinone moiety. This paper describes natural anthraquinones extracted from medicinal plants utilized in traditional medicine for the treatment of malaria. In addition, the insight on structure-activity relationship and their mode of actions are also elaborated.

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Antiplasmodial Quinones fromPentas longifloraandPentas lanceolata

Cited by 26 publications

References 28 publications

Modeling and synthesis of antiplasmodial chromones, chromanones and chalcones based on natural products of Kenya

Modeling and synthesis of antiplasmodial chromones, chromanones and chalcones based on natural products of Kenya

Iridoid glucosides from Pentas lanceolata (Forssk.) Deflers growing on the Island of Sardinia

Antiplasmodial Anthraquinones from Medicinal Plants: The Chemistry and Possible Mode of Actions

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