Antiplasmodial activity of sesquilignans and sesquineolignans from Bonamia spectabilis

Kraft, Carola; Jenett‐Siems, Kristina; Köhler, Inga; Tofern-Reblin, Britta; Siems, Karsten; Bienzle, Ulrich; Eich, Eckart

doi:10.1016/s0031-9422(02)00101-2

Cited by 34 publications

(26 citation statements)

References 21 publications

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“…3) to prevent the transmission of T. cruzi by blood transfusion. However, some lignans have also been shown to have effects against L. donovani (Oketch-Rabah et al 1997;Barata et al 2000) and P. falciparum (OketchRabah et al 1997;Kraft et al 2002).…”

Section: Lignansmentioning

confidence: 99%

Natural products as antiparasitic drugs

Kayser

Kiderlen

Croft

2003

Parasitology Research

328

239

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Natural products are not only the basis for traditional or ethnic medicine. Only recently, they have provided highly successful new drugs such as Artemisinin. Furthermore, screening natural products found in all sorts of environments such as the deep sea, rain forests and hot springs, and produced by all sorts of organisms ranging from bacteria, fungi and plants to protozoa, sponges and invertebrates, is a highly competitive field where all of the major pharmaceutical companies are encountered. Already, many new natural product groups have revealed antiparasitic properties of surprising efficacy and selectivity, as will be shown in this review for plant-derived alkaloids, terpenes and phenolics. Many novel lead structures, however, have severe chemico-physical drawbacks such as poor solubility. Here, innovative drug formulations and carrier systems might help, as discussed by the authors in another article of this series.

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Section: Lignansmentioning

confidence: 99%

Natural products as antiparasitic drugs

Kayser

Kiderlen

Croft

2003

Parasitology Research

328

239

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“…The search of new drugs against leishmaniasis, potentially compounds and their derivatives have been described in the literature. [14][15][16] Neolignans are groups of compounds that show a wide range of biological effects including antifungal, [17][18][19] anti-schistosomal, [20][21][22][23] antiplasmodial, 24 trypanocidal, [25][26][27] antibacterial, 28 anti-PAF, 29,30 antipsychotic, 31 antioxidant, 32,33 activities, and biological activity against Escherichia coli,…”

Section: Introductionmentioning

confidence: 99%

Synthesis, X-ray crystal structure and theoretical calculations of antileishmanial neolignan analogues

Nascimento¹,

Santos²,

Santos³

et al. 2010

J. Braz. Chem. Soc.

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A síntese e a estrutura cristalina por difração de raios-X de dois análogos de neolignanas, 2-(4-clorofenil)-1-feniletanona (20) e 2-[tio(4-clorofenil)]-1-(3,4-dimetoxifenil)propan-1-ona (12) são descritas. O composto 12 apresenta atividade intracelular contra Leishmania donovani e Leishmania amazonensis de amastigotas que causam a leishmaniose tegumentar e visceral. Além disso, a teoria do funcional de densidade (DFT) com o funcional híbrido B3LYP foi empregado para calcular um conjunto de descritores moleculares para dezenove análogos sintéticos de neolignanas com atividades antileishmaniose. Posteriormente, a análise discriminante stepwise foi realizada para investigar possíveis relações entre a estrutura molecular e atividades biológicas. Por meio dessa análise os compostos foram classificados em dois grupos ativos e inativos de acordo com seu grau de atividade biológica, e as propriedades mais importantes foram as cargas de alguns átomos, a afinidade eletrônica e o ClogP.The synthesis and X-ray crystal diffraction structure of two analogues of neolignans, 2-(4-chlorophenyl)-1-phenylethanone (20) and 2-[(4-chlorophenyl)thio]-1-(3,4-dimethoxyphenyl) propan-1-one (12) is described. The compound 12 presents activity against intracellular Leishmania donovani and Leishmania amazonensis amastigotes that cause cutaneous and visceral leishmaniasis. In addition, the density functional theory (DFT) with the B3LYP hybrid functional was employed to calculate a set of molecular descriptors for nineteen synthetic analogues of neolignans with antileishmanial activities. Afterwards, the stepwise discriminant analysis was performed to investigate possible relationship between the molecular descriptors and biological activities. Through this analysis the compounds were classified into two groups active and inactive according to their degree of biological activities, and the more important properties were charges on some key atoms, electronic affinity and ClogP.

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“…77 Other classes of lignans including: tetrahydrofuran lignans, neolignans, dibenzylbutanelignan and a coumarinolignan also demonstrated varying degrees of antimalarial activities against mainly P. falciparum with tetrahydrofuran-type sesquilignans revealing significant activities. [78][79][80][81][82] Compound 3 was also active against the three strains of the malaria parasite tested with IC 50 …”

Section: Bioactivity Resultsmentioning

confidence: 99%

Antiplasmodial Activities of the Stem bark Extract and Compounds of Zanthoxylum gilletii (De wild) P.G. Waterman

Omosa¹,

Okemwa²

2017

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Introduction: Multidrug resistance remains a major obstacle hindering successful antimalarial chemotherapy. In the current study, 50% methanol in dichloromethane extract and six compounds from the stem bark of Zanthoxylum gilletii were explored for their antiplasmodial potential against three strains of Plasmodium falciparum. Materials and Methods: The extract was obtained by cold percolation using 50 % MeOH in CH 2 Cl 2 and the antiplasmodial activities were assayed using a non-radioactive Malaria SYBR Green I assay to determine a concentration that inhibits growth of 50% of parasites in culture (IC 50 ). Results and Discussion: Chromatographic separation of the crude extract yielded six known compounds including: one lignan, sesamin (1), an alkamide, fagaramide (2), three benzo [c] phenanthridine alkaloids, 8-acetonyldihydrochelerythrine (3), dihydrochelerythine (4), norchelerythrine (5) and one pentacyclic triterpenoid, lupeol (6). The extract and sesamin (1) showed promising antiplasmodial activities against the chloroquine resistant (W2), chloroquine sensitive (D6) and 3D7 strains of P. falciparum, with IC 50 values of 2.52, 1.48 and 1.43 µg/mL and 5.4, 9.1 and 8.3 µM, respectively. To the best of our knowledge, this is the first report on antiplasmodial activities of the stem bark extract (50%

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Antiplasmodial activity of sesquilignans and sesquineolignans from Bonamia spectabilis

Cited by 34 publications

References 21 publications

Natural products as antiparasitic drugs

Natural products as antiparasitic drugs

Synthesis, X-ray crystal structure and theoretical calculations of antileishmanial neolignan analogues

Antiplasmodial Activities of the Stem bark Extract and Compounds of Zanthoxylum gilletii (De wild) P.G. Waterman

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