Antiparasitic Activity of <i>C</i>‐Geranyl Flavonoids from <i>Mimulus bigelovii</i>

Salem, Maha M.; Capers, Jeffrey; Rito, Shawn; Werbovetz, Karl A.

doi:10.1002/ptr.3404

Cited by 30 publications

(19 citation statements)

References 20 publications

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“…Radwan et al (2008a) also reported a moderate activity of cannflavin A (17 mg/mL, 39 mM). Salem et al (2011) have published some data about the antileishmanial activity of the C-geranyl flavonoids that are in good agreement with the data presented here. Thus, we suggest that the presence of a prenyl side chain at C-6 could be an important structural feature for antileishmanial activity.…”

Section: Resultssupporting

confidence: 90%

C-Geranylated flavonoids fromPaulownia tomentosafruits with antimicrobial potential and synergistic activity with antibiotics

Navrátilová

Nešuta

Vančatová

et al. 2016

Pharmaceutical Biology

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Context C-6-Geranylated flavonoids possess promising biological activities. These substances could be a source of lead compounds for the development of therapeutics. Objective The study was designed to evaluate their antibacterial and antileishmanial activity. Materials and methods C-6-Geranylated flavanones were tested in micromolar concentrations against promastigote forms of Leishmania brazilensis, L. donovani, L. infantum, and L. panamensis against methicillin-resistant Staphylococcus aureus (MRSA); and synergistic potential with antibiotics was analyzed. IC50 values (after 72 h) were calculated and compared with that of miltefosine. Flow cytometry and DNA fragmentation analysis were used the mechanism of the effect. Geranylated flavanones or epigallocatechin gallate were combined with oxacillin, tetracycline, and ciprofloxacin, and the effects of these two-component combinations were evaluated. Minimal inhibitory concentrations (MICs) and minimal bactericidal concentrations (MBCs) were established (after 24 h), the synergy was measured by the checkerboard titration technique, and the sums of the fractional inhibitory concentrations (∑FICs) were computed. Results 3'-O-Methyl-5'-O-methyldiplacone and 3'-O-methyldiplacone showed good antileishmanial activities (IC50 8-42 μM). 3'-O-Methyl-5'-hydroxydiplacone activates the apoptotic death at leishmanias, the effect of 3'-O-methyl-5'-O-methyldiplacone has another mechanism. The test of the antibacterial activity showed good effects of 3'-O-methyldiplacol and mimulone against MRSA (MIC 2-16 μg/mL), and in six cases, the results showed synergistic effects when combined with oxacillin. Synergistic effects were also found for the combination of epigallocatechin gallate with tetracycline or oxacillin. Conclusion This work demonstrates anti-MRSA and antileishmanial potential of geranylated flavanones and uncovers their promising synergistic activities with antibiotics. In addition, the mechanism of antileishmanial effect is proposed.

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Section: Resultssupporting

confidence: 90%

C-Geranylated flavonoids fromPaulownia tomentosafruits with antimicrobial potential and synergistic activity with antibiotics

Navrátilová

Nešuta

Vančatová

et al. 2016

Pharmaceutical Biology

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“…Compounds 4 and 6 achieved significant antileishmanial activity with IC 50 values of 10.4 and 12.7 μM against L. donovani, and 11.3 and 8.0 μM against L. braziliensis, respectively, compared with 9.5 and 6.7 μM of miltefosine as the positive control (Navrátilová et al 2016). Furthermore, diplacone (2) was also active (IC 50 1.4 µg mL −1 ) against the related kinetoplastid parasite Trypanosoma brucei brucei (Salem et al 2011).…”

Section: Antiparasitic Activitiesmentioning

confidence: 99%

Paulownia C-geranylated flavonoids: their structural variety, biological activity and application prospects

et al. 2019

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Paulownia species, especially their flowers and fruits, are traditionally used in Chinese herbal medicines for the treatment of infectious diseases. Cgeranylated flavonoids were found to be the major special metabolites in Paulownia flowers and fruits, and 76 C-geranylated flavonoids had been isolated and characterized thus far. Structural variations in Paulownia C-geranylated flavonoids are mainly due to the complicated structural modifications in their geranyl substituents. These natural compounds have attracted much attention because of their various biological activities, including antioxidation, antiinflammation, cytotoxic activity and various enzymatic inhibitions, etc. Among them, diplacone, a major Paulownia component, was considered to have promise for applications in medicine. This paper summarizes the information from current publications on Paulownia C-geranylated flavonoids, with a focus on their structural variety, key spectroscopic characteristics, biological activity with structureactivity relationships and application prospects. We hope that this paper will stimulate further investigations of Paulownia species and this kind of natural product.

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“…The activity of quercetin, for example, has been at least partially attributed to inhibition of DNA gyrase (Cushnie and Lamb, 2006). Recently, a number of reports published in Phytotherapy Research have demonstrated that flavonoids extracted from plants such as Larrea tridentate, Erythrina caffra and Melampyrum arvense exerted antiviral (Alvarez et al, 2012;Choi et al, 2012a), antibacterial (Chukwujekwu et al, 2011;Favela-Hernández et al, 2012;Tomczyk et al, 2011) and antiprotozoal activities (Kirmizibekmez et al, 2011;Salem et al, 2011). Interestingly, Choi and colleagues showed that quercetin 3-rhamnoside, given orally, decreased mortality in influenza A/WS/33 virus-infected mice, the effect being associated to a delayed development/progression of pulmonary histological lesions (Choi et al, 2012a).…”

Section: Antimicrobial and Antiparasitic Activitiesmentioning

confidence: 99%

Novel Insights into the Pharmacology of Flavonoids

Romano

Pagano

Montanaro

et al. 2013

Phytotherapy Research

222

137

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Flavonoids are widely distributed secondary metabolites and currently consumed in large amounts in the daily diet. In this article, some of the most recent developments in flavonoid - and related polyphenolic compounds - pharmacology are discussed, with particular emphasis on very recent data, most of which are published in Phytotherapy Research, which highlight new aspects in flavonoid anti-inflammatory, antilipidemic, antihyperglycemic, antiviral, hepatoprotective, gastric antiulcer, cardioprotective, neuroprotective, antioxidant and anticancer actions. These updated data confirm the well-established diverse beneficial pharmacological actions and might support the perspective for a therapeutic use.

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Antiparasitic Activity of C‐Geranyl Flavonoids from Mimulus bigelovii

Cited by 30 publications

References 20 publications

C-Geranylated flavonoids fromPaulownia tomentosafruits with antimicrobial potential and synergistic activity with antibiotics

C-Geranylated flavonoids fromPaulownia tomentosafruits with antimicrobial potential and synergistic activity with antibiotics

Paulownia C-geranylated flavonoids: their structural variety, biological activity and application prospects

Novel Insights into the Pharmacology of Flavonoids

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