4.7 Article

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

Journal

PHYTOCHEMISTRY
Volume 199, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2022.113200

Keywords

Periconia sp; Marine fungi; GIAO NMR calculations; Halogenated cyclopentenes

Funding

  1. National Institutes of Health through National Cancer Institute [P01 CA125066]
  2. National Institutes of Health through National Center for Complementary and Integrative Health [T32 AT008938, F31 AT010558]
  3. National Science Foundation [ECCS-2025462]

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Studies on an organic extract of marine fungus Periconia sp. led to the discovery of three rare halogenated cyclopentenes. The structures and configurations of these compounds were determined using various analytical techniques. The compounds were found to be inactive in the tested activities.
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.

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