Antifungal activity of compounds isolated from<i>Aspergillus niger</i>and their molecular docking studies with tomatinase

Zulqarnain,; Iqbal, Zafar; Cox, Russell J.; Anwar, Jawad; Ahmad, Nasir; Khan, Khalid; Iqbal, Mudassar; Manzoor, Nazish; Khattak, Saeed Ullah

doi:10.1080/14786419.2018.1548447

Cited by 8 publications

(7 citation statements)

References 14 publications

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“…Further studies revealed antifungal activities against the phytopathogens Fusarium oxysporum f.sp. lycopersici [147], Botrytis cinerea , Gibberella saubinetti , Magnaporthe grisea and Alternaria solani [148].…”

Section: Chemistry and Biological Properties Of Marine Diketopipermentioning

confidence: 99%

Double the Chemistry, Double the Fun: Structural Diversity and Biological Activity of Marine-Derived Diketopiperazine Dimers

et al. 2019

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While several marine natural products bearing the 2,5-diketopiperazine ring have been reported to date, the unique chemistry of dimeric frameworks appears to remain neglected. Frequently reported from marine-derived strains of fungi, many naturally occurring diketopiperazine dimers have been shown to display a wide spectrum of pharmacological properties, particularly within the field of cancer and antimicrobial therapy. While their structures illustrate the unmatched power of marine biosynthetic machinery, often exhibiting unsymmetrical connections with rare linkage frameworks, enhanced binding ability to a variety of pharmacologically relevant receptors has been also witnessed. The existence of a bifunctional linker to anchor two substrates, resulting in a higher concentration of pharmacophores in proximity to recognition sites of several receptors involved in human diseases, portrays this group of metabolites as privileged lead structures for advanced pre-clinical and clinical studies. Despite the structural novelty of various marine diketopiperazine dimers and their relevant bioactive properties in several models of disease, to our knowledge, this attractive subclass of compounds is reviewed here for the first time.

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Section: Chemistry and Biological Properties Of Marine Diketopipermentioning

confidence: 99%

Double the Chemistry, Double the Fun: Structural Diversity and Biological Activity of Marine-Derived Diketopiperazine Dimers

et al. 2019

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“…Although similar compounds showed activity against the HepG2 and CaSki cell lines and various fungi, ,, compounds 1 – 8 were inactive against Botrytis cinerea , Fusarium graminerarum , and Magnaporthe grisea and the human hepatocellular carcinoma cell line HepG2.…”

Section: Resultsmentioning

confidence: 99%

A Molecular Networking Based Discovery of Diketopiperazine Heterodimers and Aspergillicins from Aspergillus caelatus

et al. 2022

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The number of species in Aspergillus section Flavi has recently increased to 36 and includes some of the most important and well-known species in the genus Aspergillus. Numerous secondary metabolites, especially mycotoxins, have been reported from species such as A. flavus; however many of the more recently described species are less studied from a chemical point of view. This paper describes the use of MS/MS-based molecular networking to investigate the metabolome of A. caelatus leading to the discovery of several new diketopiperazine dimers and aspergillicins. An MS-guided isolation procedure yielded six new compounds, including asperazines D–H (1–5) and aspergillicin H (6). Asperazines G and H are artifacts derived from asperazines E and F formed during the separation process by formic acid. Two known compounds, aspergillicins A and C (7 and 8), were isolated from the same strain. Structures were elucidated by analyzing their HR-MS/MS and NMR spectroscopic data. The absolute configuration of asperazines D–F and aspergillicin H were deduced from the combination of NMR, Marfey’s method, and ECD analyses.

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“…91 Antifungal activities against the phytopathogens Fusarium oxysporum f.sp. lycopersici , 92 Botrytis cinerea, Gibberella saubinetti, Magnaporthe grisea and Alternaria solani 85 were likewise reported for (+)-asperazine ( 18 ). (+)-Asperazine ( 18 ) (and also the positional isomer (+)-asperazine A 25 , Fig.…”

Section: Bispyrrolidinoindoline Dioxopiperazine and Tryptophan-derive...mentioning

confidence: 94%

Chemical synthesis in competition with global genome mining and heterologous expression for the preparation of dimeric tryptophan-derived 2,5-dioxopiperazines

2022

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Antifungal activity of compounds isolated fromAspergillus nigerand their molecular docking studies with tomatinase

Cited by 8 publications

References 14 publications

Double the Chemistry, Double the Fun: Structural Diversity and Biological Activity of Marine-Derived Diketopiperazine Dimers

Double the Chemistry, Double the Fun: Structural Diversity and Biological Activity of Marine-Derived Diketopiperazine Dimers

A Molecular Networking Based Discovery of Diketopiperazine Heterodimers and Aspergillicins from Aspergillus caelatus

Chemical synthesis in competition with global genome mining and heterologous expression for the preparation of dimeric tryptophan-derived 2,5-dioxopiperazines

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