Phomoxanthone A, Compound of Endophytic Fungi Paecilomyces sp. and Its Potential Antimicrobial and Antiparasitic

Ramos, Gisele da Costa; Silva-Silva, João Victor; Watanabe, Luciano Almeida; Siqueira, José Edson de Sousa; Almeida-Souza, Fernando; Calabrese, Kátia da Silva; Marinho, Andrey Moacir do Rosário; Marinho, Patrícia Santana Barbosa; Oliveira, Aldo Sena de

doi:10.3390/antibiotics11101332

Cited by 7 publications

(4 citation statements)

References 44 publications

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“…All assays were performed in triplicate at three different times using amphotericin B (0.20–27 μM) as the reference drug. Cell viability was measured using a colorimetric methyl thiazole tetrazolium (MTT) assay [ 23 ]. The results were used to calculate the 50% cell cytotoxicity (CC 50 ).…”

Section: Methodsmentioning

confidence: 99%

(-)-5-Demethoxygrandisin B a New Lignan from Virola surinamensis (Rol.) Warb. Leaves: Evaluation of the Leishmanicidal Activity by In Vitro and In Silico Approaches

Paes,

Silva-Silva,

Portal Gomes

et al. 2023

Pharmaceutics

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Leishmaniasis is a complex disease caused by infection with different Leishmania parasites. The number of medications used for its treatment is still limited and the discovery of new drugs is a valuable approach. In this context, here we describe the in vitro leishmanicidal activity and the in silico interaction between trypanothione reductase (TryR) and (-)-5-demethoxygrandisin B from the leaves of Virola surinamensis (Rol.) Warb. The compound (-)-5-demethoxygrandisin B was isolated from V. surinamensis leaves, a plant found in the Brazilian Amazon, and it was characterized as (7R,8S,7′R,8′S)-3,4,5,3′,4′-pentamethoxy-7,7′-epoxylignan. In vitro antileishmanial activity was examined against Leishmania amazonensis, covering both promastigote and intracellular amastigote phases. Cytotoxicity and nitrite production were gauged using BALB/c peritoneal macrophages. Moreover, transmission electron microscopy was applied to probe ultrastructural alterations, and flow cytometry assessed the shifts in the mitochondrial membrane potential. In silico methods such as molecular docking and molecular dynamics assessed the interaction between the most stable configuration of (-)-5-demethoxygrandisin B and TryR from L. infantum (PDB ID 2JK6). As a result, the (-)-5-demethoxygrandisin B was active against promastigote (IC50 7.0 µM) and intracellular amastigote (IC50 26.04 µM) forms of L. amazonensis, with acceptable selectivity indexes. (-)-5-demethoxygrandisin B caused ultrastructural changes in promastigotes, including mitochondrial swelling, altered kDNA patterns, vacuoles, vesicular structures, autophagosomes, and enlarged flagellar pockets. It reduced the mitochondria membrane potential and formed bonds with important residues in the TryR enzyme. The molecular dynamics simulations showed stability and favorable interaction with TryR. The compound targets L. amazonensis mitochondria via TryR enzyme inhibition.

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Section: Methodsmentioning

confidence: 99%

(-)-5-Demethoxygrandisin B a New Lignan from Virola surinamensis (Rol.) Warb. Leaves: Evaluation of the Leishmanicidal Activity by In Vitro and In Silico Approaches

Paes,

Silva-Silva,

Portal Gomes

et al. 2023

Pharmaceutics

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“…Molecular docking against S-ribosyl-homocysteine lyase (LuxS) suggests the interaction between 42 and two critical residues, His58 and Cys126, which play essential roles in the catalytic mechanism of LuxS in B. subtilis . Quantum studies utilizing density functional theory have further demonstrated a low gap value of 5.982 eV, indicating the high reactivity of this compound [ 89 ].…”

Section: Antimicrobial Effects and Mechanisms Of Action Of Natural Co...mentioning

confidence: 99%

Antimicrobial Action Mechanisms of Natural Compounds Isolated from Endophytic Microorganisms

Eshboev,

Mamadalieva,

Nazarov

et al. 2024

Antibiotics

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Infectious diseases are a significant challenge to global healthcare, especially in the face of increasing antibiotic resistance. This urgent issue requires the continuous exploration and development of new antimicrobial drugs. In this regard, the secondary metabolites derived from endophytic microorganisms stand out as promising sources for finding antimicrobials. Endophytic microorganisms, residing within the internal tissues of plants, have demonstrated the capacity to produce diverse bioactive compounds with substantial pharmacological potential. Therefore, numerous new antimicrobial compounds have been isolated from endophytes, particularly from endophytic fungi and actinomycetes. However, only a limited number of these compounds have been subjected to comprehensive studies regarding their mechanisms of action against bacterial cells. Furthermore, the investigation of their effects on antibiotic-resistant bacteria and the identification of biosynthetic gene clusters responsible for synthesizing these secondary metabolites have been conducted for only a subset of these promising compounds. Through a comprehensive analysis of current research findings, this review describes the mechanisms of action of antimicrobial drugs and secondary metabolites isolated from endophytes, antibacterial activities of the natural compounds derived from endophytes against antibiotic-resistant bacteria, and biosynthetic gene clusters of endophytic fungi responsible for the synthesis of bioactive secondary metabolites.

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“…The presence of endophytic microorganisms within the plant is known to give rise to bioactive compounds akin to those found in their host ( Gouda et al, 2016 ). This approach is in line with the rational use of natural sources, as it makes it possible to obtain bioactive compounds without the need to cut a single tree ( Ramos et al, 2022 ).…”

Section: Introductionmentioning

confidence: 96%

Molecular characterization and in silico evaluation of surfactins produced by endophytic bacteria from Phanera splendens

de Souza,

de Oliveira,

Siqueira

et al. 2023

Front. Chem.

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The Phanera splendens (Kunth) Vaz. is a medicinal plant that is used in traditional medicine for the treatment of various diseases, such as malaria. This plant presents highly efficient endophytic bacterial isolates with biocontrol properties. Bacillus sp. is responsible for the production of a variety of non-ribosomal synthesized cyclic lipopeptides which highlight the surfactins. Surfactins have a wide range of antimicrobial activity, including antiplasmodial activity. There is scientific evidence that surfactin structure 2d-01 can be a potent inhibitor against a Plasmodium falciparum sirtuin (Sir2) by acting on the Sir2A protein as the target. The Pf genome encodes two known sirtuins, PfSir2A and PfSir2B, where PfSir2A is a regulator of asexual growth and var gene expression. Herein, we have identified six surfactins produced by endophytic bacteria and performed in silico analysis to elucidate the binding mode of surfactins at the active site of the PfSir2A enzyme. Among the characterized surfactins, 1d-02 showed the highest affinity for the PfSir2A enzyme, with binding energy values equal to −45.08 ± 6.0 and −11.95 ± 0.8 kcal/mol, using MM/GBSA and SIE methods, respectively. We hope that the information about the surfactin structures obtained in this work, as well as the potential binding affinity with an important enzyme from P. falciparum, could contribute to the design of new compounds with antimalarial activity.

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Phomoxanthone A, Compound of Endophytic Fungi Paecilomyces sp. and Its Potential Antimicrobial and Antiparasitic

Cited by 7 publications

References 44 publications

(-)-5-Demethoxygrandisin B a New Lignan from Virola surinamensis (Rol.) Warb. Leaves: Evaluation of the Leishmanicidal Activity by In Vitro and In Silico Approaches

(-)-5-Demethoxygrandisin B a New Lignan from Virola surinamensis (Rol.) Warb. Leaves: Evaluation of the Leishmanicidal Activity by In Vitro and In Silico Approaches

Antimicrobial Action Mechanisms of Natural Compounds Isolated from Endophytic Microorganisms

Molecular characterization and in silico evaluation of surfactins produced by endophytic bacteria from Phanera splendens

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