Brazilian gorgonians: a source of odoriferous compounds?

Abstract

The gorgonian Phyllogorgia dilatata Esper is an octocoral known to be source of biologically active terpenes. In this study, odoriferous compounds present in P. dilatata tissues were investigated, due to their exotic olfactory notes. The search of volatile compounds was performed in a dichloromethane/methanol extract submitted to a silica gel vacuum chromatography and HPLC, yielding the isomers (Z,E) and (E,E)-germacrones, identified by GC/MS, 1 and 2D NMR. The stereochemistry of (E,E)-germacrone, as well as its preferred conformation, was confirmed by NOESY. Sensory analysis of the two isomers revealed a fragrant, citrus, woody and weak marine odor, similar to the odor of the natural gorgonian, and (E,E)-germacrone has a three times more intense aroma than the (Z,E) isomer.

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Acknowledgments

The authors thank CAPES, CNPq and FAPERJ for scholarships and foment.

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Contributions

SSO, LFM and RAE contributed in collecting animal sample and identification, confection of herbarium, running the laboratory work, analysis of the data and drafted the paper. LFM and RAE contributed in animal identification and herbarium confection. SSO, YFMF, DT, LFM, RAE and CMR contributed to chromatographic analysis. SSO, LFM and CMR contributed to critical reading of the manuscript. KLM contributed to plant collection. RAE and CMR designed the study, supervised the laboratory work and contributed to critical reading of the manuscript. All the authors have read the final manuscript and approved the submission.

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Correspondence to Claudia Moraes Rezende.

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In memoriam.

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Oigman, S.S., de Miranda Fernandes, Y.F., Teles, D. et al. Brazilian gorgonians: a source of odoriferous compounds?. Rev. Bras. Farmacogn. 25, 612–618 (2015). https://doi.org/10.1016/j.bjp.2015.08.004

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Keywords

  • Germacrones
  • Gorgonian
  • Phyllogorgia dilatata
  • Oxygenated sesquiterpenes
  • Germacrone
  • Fragrance