New antifungal ent-labdane diterpenes against Candida glabrata produced by microbial transformation of ent-polyalthic acid

Sousa, Ingrid Pontes de; Ferreira, Antônio G.; Crotti, Antônio Eduardo Miller; Santos, Raquel; Kiermaier, Josef; Kraus, Birgit; Heilmann, Joerg; Furtado, Niege Araçari Jacometti Cardoso

doi:10.1016/j.bioorg.2019.103560

Cited by 6 publications

(1 citation statement)

References 38 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Among natural products, diterpenes have been recognized for their remarkable biological activities, including antifungal properties [ 39 , 40 , 41 ].…”

Section: Introductionmentioning

confidence: 99%

Lower Concentrations of Amphotericin B Combined with Ent-Hardwickiic Acid Are Effective against Candida Strains

et al. 2023

View full text Add to dashboard Cite

Life-threatening Candida infections have increased with the COVID-19 pandemic, and the already limited arsenal of antifungal drugs has become even more restricted due to its side effects associated with complications after SARS-CoV-2 infection. Drug combination strategies have the potential to reduce the risk of side effects without loss of therapeutic efficacy. The aim of this study was to evaluate the combination of ent-hardwickiic acid with low concentrations of amphotericin B against Candida strains. The minimum inhibitory concentration (MIC) values were determined for amphotericin B and ent-hardwickiic acid as isolated compounds and for 77 combinations of amphotericin B and ent-hardwickiic acid concentrations that were assessed by using the checkerboard microdilution method. Time–kill assays were performed in order to assess the fungistatic or fungicidal nature of the different combinations. The strategy of combining both compounds markedly reduced the MIC values from 16 µg/mL to 1 µg/mL of amphotericin B and from 12.5 µg/mL to 6.25 µg/mL of ent-hardwickiic acid, from isolated to combined, against C. albicans resistant to azoles. The combination of 1 µg/mL of amphotericin B with 6.25 µg/mL of ent-hardwickiic acid killed all the cells of the same strain within four hours of incubation.

show abstract

“…Among natural products, diterpenes have been recognized for their remarkable biological activities, including antifungal properties [ 39 , 40 , 41 ].…”

Section: Introductionmentioning

confidence: 99%

Lower Concentrations of Amphotericin B Combined with Ent-Hardwickiic Acid Are Effective against Candida Strains

et al. 2023

View full text Add to dashboard Cite

show abstract

Production of More Potent Anti‐Candida Labdane Diterpenes by Biotransformation Using Cunninghamella elegans

Sousa

Teixeira

Freitas

et al. 2022

Chemistry & Biodiversity

View full text Add to dashboard Cite

Candida species are responsible for causing invasive candidiasis with high mortality rate and their resistance to available antifungal drugs is a major clinical challenge. Biotransformation process of the labdane diterpene ent-labd-8( 17)-en-15,18-dioic acid (1) carried out with Cunninghamella elegans afforded five new derivatives (compounds 2-6). Unusual regioselective hydroxylation of the methyl group at the C-20 position of labdanetype diterpene was achieved and all compounds were subjected to cytotoxicity and antifungal evaluations. Compound 1 and its derivatives were not cytotoxic to normal (MCF-10A) and tumor (MCF-7) cell lines. Compounds 2 and 3 exhibited fungistatic activity against all tested Candida strains at lower concentrations than fluconazole. Both compounds also showed the strongest fungicidal activity against C. albicans, which is the most prevalent fungal agent involved in candidemia.

show abstract

Sc(OTf)3-catalyzed synthesis of polysubstituted furans from acylacetonitriles and renewable acetol

Huang

Liu

Wang

et al. 2022

Green Synthesis and Catalysis

View full text Add to dashboard Cite

New antifungal ent-labdane diterpenes against Candida glabrata produced by microbial transformation of ent-polyalthic acid

Cited by 6 publications

References 38 publications

Lower Concentrations of Amphotericin B Combined with Ent-Hardwickiic Acid Are Effective against Candida Strains

Lower Concentrations of Amphotericin B Combined with Ent-Hardwickiic Acid Are Effective against Candida Strains

Production of More Potent Anti‐Candida Labdane Diterpenes by Biotransformation Using Cunninghamella elegans

Sc(OTf)3-catalyzed synthesis of polysubstituted furans from acylacetonitriles and renewable acetol

Contact Info

Product

Resources

About