Germacrone: Occurrence, Synthesis, Chemical Transformations and Biological Properties

Barrero, Alejandro F.; Herrador, M. Mar; Arteaga, Pilar; Catalán, Julieta V.

doi:10.1177/1934578x0800300418

Cited by 5 publications

(3 citation statements)

References 86 publications

(48 reference statements)

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“…The structure of a related molecule, isogermacrone, has also been reported (Jacobsson et al , 1985; CSD Refcode DICDOI). The FIQLOG structure is in space group Pc , and apparently is an example of a chiral structure formed by a cycloalkene molecule, which does not contain chiral centers (Barrero et al , 2008).…”

Section: Introductionmentioning

confidence: 99%

Crystal structure of a second polymorph of germacrone, C₁₅H₂₂O

2022

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The crystal structure of a new polymorph of germacrone has been solved and refined using synchrotron X-ray powder diffraction data and optimized using density functional theory techniques. This polymorph (Form II) crystallizes in space group C2/c (#15) with a = 26.0073(4), b = 9.84383(10), c = 10.53713(13) Å, β = 95.7547(11)°, V = 2684.04(3) Å3, and Z = 8. The crystal structure is dominated by van der Waals interactions, but four C–H⋯O hydrogen bonds are present. The structure exhibits many similarities to the previously reported Form I polymorph FIQLOG, but is clearly different. The powder pattern has been submitted to ICDD for inclusion in the Powder Diffraction File™ (PDF).

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Section: Introductionmentioning

confidence: 99%

Crystal structure of a second polymorph of germacrone, C₁₅H₂₂O

2022

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“…and tumeric ( Curcuma spp .) which are commonly used as food spices and flavoring agents ( 165 , 166 ).…”

Section: Resultsmentioning

confidence: 99%

Plant-Derived Food Grade Substances (PDFGS) Active Against Respiratory Viruses: A Systematic Review of Non-clinical Studies

et al. 2021

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Human diet comprises several classes of phytochemicals some of which are potentially active against human pathogenic viruses. This study examined available evidence that identifies existing food plants or constituents of edible foods that have been reported to inhibit viral pathogenesis of the human respiratory tract. SCOPUS and PUBMED databases were searched with keywords designed to retrieve articles that investigated the effect of plant-derived food grade substances (PDFGS) on the activities of human pathogenic viruses. Eligible studies for this review were those done on viruses that infect the human respiratory tract. Forty six (46) studies met the specified inclusion criteria from the initial 5,734 hits. The selected studies investigated the effects of different PDFGS on the infectivity, proliferation and cytotoxicity of different respiratory viruses including influenza A virus (IAV), influenza B virus (IBV), Respiratory syncytial virus (RSV), human parainfluenza virus (hPIV), Human coronavirus NL63 (HCoV-NL63), and rhinovirus (RV) in cell lines and mouse models. This review reveals that PDFGS inhibits different stages of the pathological pathways of respiratory viruses including cell entry, replication, viral release and viral-induced dysregulation of cellular homeostasis and functions. These alterations eventually lead to the reduction of virus titer, viral-induced cellular damages and improved survival of host cells. Major food constituents active against respiratory viruses include flavonoids, phenolic acids, tannins, lectins, vitamin D, curcumin, and plant glycosides such as glycyrrhizin, acteoside, geniposide, and iridoid glycosides. Herbal teas such as guava tea, green and black tea, adlay tea, cistanche tea, kuding tea, licorice extracts, and edible bird nest extracts were also effective against respiratory viruses in vitro. The authors of this review recommend an increased consumption of foods rich in these PDFGS including legumes, fruits (e.g berries, citrus), tea, fatty fish and curcumin amongst human populations with high prevalence of respiratory viral infections in order to prevent, manage and/or reduce the severity of respiratory virus infections.

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“…Notably, germacrone and b-elemene are bioactive components occurring in the essential oils from Rhizoma curcuma (known as Ezhu), one of the most used traditional Chinese medicines, especially in the treatment of cancer and stomach complaints (Zhong, Hoi et al, 2011). In previous studies, germacrone was reported to have anti-inflammatory activity, depressant properties on the central nervous system, inhibition of stressinduced ulcers, hepatoprotective effects, vasodilator activity and inhibition of breast cancer cell line proliferation (Barrero, Herrador, Arteaga, & Catalàn, 2008).…”

Section: Gc Analysismentioning

confidence: 99%

A forgotten vegetable (Smyrnium olusatrum L., Apiaceae) as a rich source of isofuranodiene

et al. 2012

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Germacrone: Occurrence, Synthesis, Chemical Transformations and Biological Properties

Cited by 5 publications

References 86 publications

Crystal structure of a second polymorph of germacrone, C₁₅H₂₂O

Crystal structure of a second polymorph of germacrone, C₁₅H₂₂O

Plant-Derived Food Grade Substances (PDFGS) Active Against Respiratory Viruses: A Systematic Review of Non-clinical Studies

A forgotten vegetable (Smyrnium olusatrum L., Apiaceae) as a rich source of isofuranodiene

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Germacrone: Occurrence, Synthesis, Chemical Transformations and Biological Properties

Cited by 5 publications

References 86 publications

Crystal structure of a second polymorph of germacrone, C15H22O

Crystal structure of a second polymorph of germacrone, C15H22O

Plant-Derived Food Grade Substances (PDFGS) Active Against Respiratory Viruses: A Systematic Review of Non-clinical Studies

A forgotten vegetable (Smyrnium olusatrum L., Apiaceae) as a rich source of isofuranodiene

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Crystal structure of a second polymorph of germacrone, C₁₅H₂₂O

Crystal structure of a second polymorph of germacrone, C₁₅H₂₂O