Isolation and Structure Identification of Two New Derivatives of the Mycotoxin Fusaro-chromenone Produced by Fusarium equiseti

Xie, Weiping; Mirocha, C. J.; Wen, Yechun

doi:10.1021/np50115a018

Cited by 14 publications

(5 citation statements)

References 6 publications

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“…[103][104][105][106][107][108]. Since being first isolated in 1986 from F. equiseti growing on Alaskan oat [103], several TDP-1 analogues have been isolated, mainly from rice culture [104][105][106][107][108]. TDP-1 has been implicated in tibial dyschondroplasia (TD) in poultry [ 109].…”

Section: Miscellaneous Mycotoxinsmentioning

confidence: 99%

The phytotoxicity ofFusarium metabolites: An update since 1989

McLean

1996

Mycopathologia

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The present article summarises the published phytotoxic effects of severalFusarium metabolites (mycotoxins, phytotoxins, antibiotics and pigments) since 1989. The phytotoxicity of many of the commonly isolated metabolites cannot be disputed, but their role in pathogenesis ofFusarium-induced plant diseases is uncertain. Plant species/varieties differ in their susceptibililty resistance to these toxinsin vitro, as well as toFusarium pathogens under field conditions. Such variations in plant response may reflect resistance mechanisms that operate at several levels, including an initial ability to prevent fungal invasion; prevention of fungal spread and toxin tolerance or degradation. Little is known about the mode of action of most of these metabolites on either animal or plant cells. Several novelFusarium metabolites have been isolated in the past few years. Many are toxic to animals and cell lines, but assessment of their phytotoxicity has largely been neglected. Since many plant pathogenic Fusaria produce a plethora of metabolites, the additive or synergistic actions of toxins in combination must be considered in plant pathology.

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Section: Miscellaneous Mycotoxinsmentioning

confidence: 99%

The phytotoxicity ofFusarium metabolites: An update since 1989

McLean

1996

Mycopathologia

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“…Fusarochromene (29) firstly isolated from F. sacchari has structural similarities to fusarochromanone (30), which is a lead compound for cancer treatment [91,92]. Compound 30 demonstrates a wide range of biological activities, such as angiogenesis inhibition, prevention of cell reproduction, and induction of apoptosis in numerous cancer cells, especially COS7 and HEK293 cells [93,94].…”

Section: Fusarochromene (Nrps-like)mentioning

confidence: 99%

Non-ribosomal peptide synthetase (NRPS)-encoding products and their biosynthetic logics in Fusarium

Huang,

Zhu,

Bai

et al. 2024

Microb Cell Fact

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Fungal non-ribosomal peptide synthetase (NRPS)-encoding products play a paramount role in new drug discovery. Fusarium, one of the most common filamentous fungi, is well-known for its biosynthetic potential of NRPS-type compounds with diverse structural motifs and various biological properties. With the continuous improvement and extensive application of bioinformatic tools (e.g., anti-SMASH, NCBI, UniProt), more and more biosynthetic gene clusters (BGCs) of secondary metabolites (SMs) have been identified in Fusarium strains. However, the biosynthetic logics of these SMs have not yet been well investigated till now. With the aim to increase our knowledge of the biosynthetic logics of NPRS-encoding products in Fusarium, this review firstly provides an overview of research advances in elucidating their biosynthetic pathways.

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“…or unsat.). 128 A short synthesis of tortuosamine 253 involving four steps has been achieved. 129 The key ring closure was an intramolecular S RN 1 reaction between ketone enolate 248 and 2-bromo-3bromomethylpyridine 249 to give 250 which upon irradiation gave 251.…”

Section: Miscellaneous Alkaloidsmentioning

confidence: 99%

Muscarine, imidazole, oxazole, thiazole and peptide alkaloids, and other miscellaneous alkaloids

Lewis¹

1998

Nat. Prod. Rep.

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Isolation and Structure Identification of Two New Derivatives of the Mycotoxin Fusaro-chromenone Produced by Fusarium equiseti

Abstract: Two new chromone derivatives, 2,2-dimethyl-5-amino-6-(4'-hydroxylbutyryl)- 4-chromone [2] and 2,2-dimethyl-5-amino-6-(2'E-ene-4'-hydroxylbutyryl)- 4-chromone [4], were isolated from rice cultures of Fusarium equiseti. Their structures were deduced from chemical and spectral data.

Cited by 14 publications

References 6 publications

The phytotoxicity ofFusarium metabolites: An update since 1989

The phytotoxicity ofFusarium metabolites: An update since 1989

Non-ribosomal peptide synthetase (NRPS)-encoding products and their biosynthetic logics in Fusarium

Muscarine, imidazole, oxazole, thiazole and peptide alkaloids, and other miscellaneous alkaloids

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