An alternative stereoselective synthesis of greensporone C

Vema, Venkata Naresh; Kumari, Y. Bharathi; Musulla, Sridhar; Addada, RamaKrishnam Raju; Alapati, Srinivasa Rao

doi:10.1016/j.tetlet.2018.10.020

Cited by 9 publications

(2 citation statements)

References 16 publications

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“…Compound 14 was evaluated for its in vitro TAK1 inhibitory activity and found to be inactive . Interestingly, some of these structures have caught the attention of synthetic chemists, with 14 , , 13 , and 19 being subjected to total synthesis; in those cases the characterization data between synthetic and natural compounds were in agreement. While preparing this manuscript, the total synthesis of compounds 21 and 22 was achieved and the absolute configuration of the stereogenic centers of the tetrahydrofuran rings was established as (5 R ,8 R ) .…”

Section: Part Ii: Chemical Diversity Of Freshwater Fungimentioning

confidence: 99%

Freshwater Fungi as a Source of Chemical Diversity: A Review

et al. 2021

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As their name indicates, freshwater fungi occur on submerged substrates in fresh water habitats. This review brings together the chemical diversity and biological activity of 199 of the 280 known freshwater fungal metabolites published from 1992 to 2020, representing at least seven structural classes, including polyketides, phenylpropanoids, terpenoids, meroterpenoids, alkaloids, polypeptides, and monosaccharides. In addition to describing what they are, where they are found, and what they do, we also discuss strategies for the collection, isolation, and identification of fungi from freshwater habitats, with the goal of enhancing chemists' knowledge of several mycological principles. We anticipate that this review will provide a springboard for future natural products studies from this fascinating but underexplored group of Ascomycota.

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Section: Part Ii: Chemical Diversity Of Freshwater Fungimentioning

confidence: 99%

Freshwater Fungi as a Source of Chemical Diversity: A Review

et al. 2021

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“…In addition, these structural classes represent two different perspectives from the vantage point of natural products drug discovery. In the case of RALs, we, − and others, − are intrigued by their biological activities, especially against transforming growth factor-β-activated kinase 1 (TAK1). , Our program is actively engaged in discovering new analogues and/or identifying fungal strains that biosynthesize them at a high titer, especially since at least one analogue is in clinical development as a cancer chemotherapeutic. , By contrast, spirobisnaphthalenes are considered “nuisance compounds” in our program. They are encountered somewhat frequently when studying fungi for bioactive metabolites, and, since they typically exhibit only mild cytotoxic activity, − we prefer to avoid them …”

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confidence: 99%

Dereplication of Fungal Metabolites by NMR-Based Compound Networking Using MADByTE

et al. 2022

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Strategies for natural product dereplication are continually evolving, essentially in lock step with advances in MS and NMR techniques. MADByTE is a new platform designed to identify common structural features between samples in complex extract libraries using two-dimensional NMR spectra. This study evaluated the performance of MADByTE for compound dereplication by examining two classes of fungal metabolites, the resorcylic acid lactones (RALs) and spirobisnaphthalenes. First, a pure compound database was created using the HSQC and TOCSY data from 19 RALs and 10 spirobisnaphthalenes. Second, this database was used to assess the accuracy of compound class clustering through the generation of a spin system feature network. Seven fungal extracts were dereplicated using this approach, leading to the correct prediction of members of both families from the extract set. Finally, NMR-guided isolation led to the discovery of three new palmarumycins (20−22). Together these results demonstrate that MADByTE is effective for the detection of specific compound classes in complex mixtures and that this detection is possible for both known and new natural products.

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The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2018

Herndon

2019

Coordination Chemistry Reviews

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An alternative stereoselective synthesis of greensporone C

Cited by 9 publications

References 16 publications

Freshwater Fungi as a Source of Chemical Diversity: A Review

Freshwater Fungi as a Source of Chemical Diversity: A Review

Dereplication of Fungal Metabolites by NMR-Based Compound Networking Using MADByTE

The chemistry of the carbon-transition metal double and triple bond: Annual survey covering the year 2018

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