Terezine E, bioactive prenylated tryptophan analogue from an endophyte of <i>Centaurea stoebe</i>

Abdou, Randa; Shabana, Samah; Rateb, Mostafa E.

doi:10.1080/14786419.2018.1489393

Cited by 18 publications

(11 citation statements)

References 26 publications

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“…Two prenylated tryptophan analogs, a previously reported 14-hydroxyterezine D (15) and a new terezine E (16), were isolated from an endophytic Mucor sp. from the medicinal plant Centaurea stoebe ( Abdou et al, 2018 ). Both 15 and 16 exerted weak antifungal efficacy against Aspergillus terreus , with MICs of 127.8 and 111.2 μM, respectively ( Abdou et al, 2018 ).…”

Section: Chemical Diversity Of Antifungal Secondary Metabolites From Endophytic Fungimentioning

confidence: 99%

“…from the medicinal plant Centaurea stoebe ( Abdou et al, 2018 ). Both 15 and 16 exerted weak antifungal efficacy against Aspergillus terreus , with MICs of 127.8 and 111.2 μM, respectively ( Abdou et al, 2018 ). Chemical investigation of the endophytic fungus C. gloeosporioides from the leaves of Michelia champaca resulted in the isolation of one new indole alkaloid, 2-phenylethyl 1 H -indol-3-yl-acetate (17) ( Chapla et al, 2014 ).…”

Section: Chemical Diversity Of Antifungal Secondary Metabolites From Endophytic Fungimentioning

confidence: 99%

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Antifungal Secondary Metabolites Produced by the Fungal Endophytes: Chemical Diversity and Potential Use in the Development of Biopesticides

Zhao

et al. 2021

Front. Microbiol.

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Plant diseases caused by phytopathogenic fungi can lead to huge losses in the agricultural fields and therefore remain a continuous threat to the global food security. Chemical-based fungicides contributed significantly in securing crop production. However, indiscriminate application of fungicides has led to increased chemical resistance and potential risks to human health and environment. Thus, there is an urgent need for searching for new bioactive natural products and developing them into new biopesticides. Fungal endophytes, microorganisms that reside in the fresh tissues of living plants, are regarded as untapped sources of novel natural products for exploitation in agriculture and/or medicine. Chemical examination of endophytic fungi has yielded enormous antifungal natural products with potential use in the development of biopesticides. This review summarizes a total of 132 antifungal metabolites isolated from fungal endophytes in the past two decades. The emphasis is on the unique chemical diversity of these metabolic products, together with their relevant antifungal properties. Moreover, some “star molecules,” such as griseofulvin and trichothecene, as well as their synthetic derivatives that possess high potential as candidates of new natural fungicides, are also presented herein.

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Section: Chemical Diversity Of Antifungal Secondary Metabolites From Endophytic Fungimentioning

confidence: 99%

Section: Chemical Diversity Of Antifungal Secondary Metabolites From Endophytic Fungimentioning

confidence: 99%

Antifungal Secondary Metabolites Produced by the Fungal Endophytes: Chemical Diversity and Potential Use in the Development of Biopesticides

Zhao

et al. 2021

Front. Microbiol.

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“…(2016) Terezine E (205) HUVEC 28.02 μg/mL a Mucor sp. Centaurea stoebe (T) USA Abdou et al. (2020) K-562 27.31 μg/mL a HeLa 60.43 μg/mL a a CC 50 b T: terrestrial plant; M: marine plant.…”

Section: Cytotoxic Secondary Metabolites From Endophytic Fungimentioning

confidence: 99%

“…Terezine E (205) is a prenylated tryptophan analogue isolated from the fungus Mucor sp., an endophyte of the medicinal plant Centaurea stoebe. It showed potent antiproliferative activity against human umbilical vein endothelial cells (HUVEC), multipotential leukemia cell line (K-562) and HeLa cancer cell lines with CC 50 values of 28.02, 27.31, and 60.43 mg/mL respectively ( Abdou et al., 2020 ). The structures of miscellaneous compounds are shown in Fig.…”

Section: Cytotoxic Secondary Metabolites From Endophytic Fungimentioning

confidence: 99%

Endophytic fungi: A treasure trove of novel anticancer compounds

Prajapati

Goswami

Rawal

2021

Current Research in Pharmacology and Drug Discovery

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Cancer is a multifactorial disease with a convoluted genesis and progression. The emergence of multidrug resistance to presently be offered drug and relapse is by far, the most critical concern to tackle this deteriorating disease. Henceforth, there is undeniably an inflated necessity for safe, promising, and less harmful new anticancer drugs. Natural compounds from various sources like plants, animals, and microorganisms have occupied a center stage in drug discovery due to their tremendous chemical diversity and potential as therapeutic agents. Endophytic microbes are symbiotically associated with plants and have been proven to produce novel or analogues of host bioactive metabolites exhibiting a variety of biological activities including anticancer activity. This review emphasizes on structurally diverse unprecedented anticancer natural compounds that have been reported exclusively from endophytic fungi from 2016 to 2020. It covers chemical nature of metabolites, its fungal source associated with terrestrial, as well as marine plants and anticancer activity based on their cytotoxicity profile against various cancer cell lines. Many of these fungal metabolites with promising anticancer activity can be used as lead molecules for in silico experiments and deserve special attention from scientists for further in vitro and clinical research.

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“…Isolation of endophytic fungi from plant parts was performed according to the previously published literature data. [9][10][11] Each sample was surface sterilized with 70% ethanol for 1 min and immersed in sodium hypochlorite (NaOCl) solution for at least 30 sec. Sterile distilled water was used to rinse the samples for one minute and then allowed to surface dry on filter paper.…”

Section: Isolation Of Endophytic Fungimentioning

confidence: 99%

Cytotoxicity of Endophytes of Calotropis procera, Solanum nigrum and Forsskaolea tenacissima

Attia¹,

Aleraky²,

Youns³

et al. 2021

IJPER

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Aim: Due to the urgent need for anticancer agents, investigation of endophytes of medicinal plants growing in special environments is considered a promising approach for the search of bioactive natural products. Materials and Methods: The ethyl acetate extracts of the cultures of twelve endophytic fungi were isolated from the medicinal plants Calotropis procera fam Apocynaceae, Solanum nigrum fam Solanaceae and Forsskaolea tenacissima fam Urticaceae growing in one of the richest areas of plant biodiversity in Saudi Arabia, Najran. All isolated and identified endophytic fungi were subjected to preliminary screening assays for cytotoxic activity. Results: Four of the isolated endophytic fungi (Cladosporium herbarum (1), Hortaea werneckii (2), Penicillium solitum (3) and Eurotium chevalieri (4)) exerted cytotoxic activity against HepG2, T-47D, HCT-116 and RAW 264.7 in the MTT cell viability assay. The highest cytotoxic effects were observed for the extract of Penicillium solitum on HepG2 and HCT-116 cell lines with IC 50 values of 13 µg/ml and 42 µg/ml, respectively. All endophytic extracts showed rather weak cytotoxic effects against RAW 264.7 cell line with IC 50 values of 357, 347, 345 and 420 µg/ml for extracts of endophytes 1,2,3 and 4, respectively. High cytotoxic effects were observed for the extracts of endophytes 1, 2 and 3 against T-47D cell line with IC 50 values of 78, 69 and 94 µg/ml, respectively. Conclusion: These bioactive endophytes represent candidates for future investigation of bioactive metabolites with potential medical applications.

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Terezine E, bioactive prenylated tryptophan analogue from an endophyte of Centaurea stoebe

Cited by 18 publications

References 26 publications

Antifungal Secondary Metabolites Produced by the Fungal Endophytes: Chemical Diversity and Potential Use in the Development of Biopesticides

Antifungal Secondary Metabolites Produced by the Fungal Endophytes: Chemical Diversity and Potential Use in the Development of Biopesticides

Endophytic fungi: A treasure trove of novel anticancer compounds

Cytotoxicity of Endophytes of Calotropis procera, Solanum nigrum and Forsskaolea tenacissima

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