Literature DB >> 35421431

Polychlorinated cyclopentenes from a marine derived Periconia sp. (strain G1144).

Kristóf B Cank1, Robert A Shepherd1, Sonja L Knowles1, Manuel Rangel-Grimaldo1, Huzefa A Raja1, Zoie L Bunch1, Nadja B Cech1, Christopher A Rice2, Dennis E Kyle3, Joseph O Falkinham4, Joanna E Burdette5, Nicholas H Oberlies6.   

Abstract

Studies on an organic extract of a marine fungus, Periconia sp. (strain G1144), led to the isolation of three halogenated cyclopentenes along with the known and recently reported rhytidhyester D; a series of spectrometric and spectroscopic techniques were used to elucidate these structures. Interestingly, two of these compounds represent tri-halogenated cyclopentene derivatives, which have been observed only rarely from Nature. The relative and absolute configurations of the compounds were established via mass spectrometry (MS), nuclear magnetic resonance (NMR) spectroscopy, Mosher's esters method, optical rotation and GIAO NMR calculations, including correlation coefficient calculations and the use of both DP4+ and dJ DP4 analyses. Several of the isolated compounds were tested for activity in anti-parasitic, antimicrobial, quorum sensing inhibition, and cytotoxicity assays and were shown to be inactive.
Copyright © 2022 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  GIAO NMR calculations; Halogenated cyclopentenes; Marine fungi; Periconia sp.

Mesh:

Substances:

Year:  2022        PMID: 35421431      PMCID: PMC9173697          DOI: 10.1016/j.phytochem.2022.113200

Source DB:  PubMed          Journal:  Phytochemistry        ISSN: 0031-9422            Impact factor:   4.004


  57 in total

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Authors:  K Tanaka; K Hirayama; H Yonezawa; G Sato; A Toriyabe; H Kudo; A Hashimoto; M Matsumura; Y Harada; Y Kurihara; T Shirouzu; T Hosoya
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Journal:  Mol Ecol Resour       Date:  2019-11-06       Impact factor: 7.090

4.  Bis-benzimidazole hits against Naegleria fowleri discovered with new high-throughput screens.

Authors:  Christopher A Rice; Beatrice L Colon; Mehmet Alp; Hakan Göker; David W Boykin; Dennis E Kyle
Journal:  Antimicrob Agents Chemother       Date:  2015-01-20       Impact factor: 5.191

5.  High-resolution MS, MS/MS, and UV database of fungal secondary metabolites as a dereplication protocol for bioactive natural products.

Authors:  Tamam El-Elimat; Mario Figueroa; Brandie M Ehrmann; Nadja B Cech; Cedric J Pearce; Nicholas H Oberlies
Journal:  J Nat Prod       Date:  2013-08-16       Impact factor: 4.050

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Review 7.  Fungal Identification Using Molecular Tools: A Primer for the Natural Products Research Community.

Authors:  Huzefa A Raja; Andrew N Miller; Cedric J Pearce; Nicholas H Oberlies
Journal:  J Nat Prod       Date:  2017-02-15       Impact factor: 4.050

8.  Thielavins: tuned biosynthesis and LR-HSQMBC for structure elucidation.

Authors:  Zeinab Y Al Subeh; Huzefa A Raja; Amanda Maldonado; Joanna E Burdette; Cedric J Pearce; Nicholas H Oberlies
Journal:  J Antibiot (Tokyo)       Date:  2021-01-25       Impact factor: 2.649

9.  Media studies to enhance the production of verticillins facilitated by in situ chemical analysis.

Authors:  Chiraz Soumia M Amrine; Huzefa A Raja; Blaise A Darveaux; Cedric J Pearce; Nicholas H Oberlies
Journal:  J Ind Microbiol Biotechnol       Date:  2018-09-27       Impact factor: 3.346

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