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Isolation of eudesmane type sesquiterpene ketone from Prangos heyniae H.Duman & MFWatson essential oil and mosquitocidal activity of the essential oils

Ozek, Gulmira; Bedir, Erdal; Tabanca, Nurhayat; Ali, Abbas; Khan, Ikhlas A.; Duran, Ahmet; Baser, Kemal H. C.; Ozek, Temel


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  <identifier identifierType="URL">https://aperta.ulakbim.gov.tr/record/31247</identifier>
  <creators>
    <creator>
      <creatorName>Ozek, Gulmira</creatorName>
      <givenName>Gulmira</givenName>
      <familyName>Ozek</familyName>
      <affiliation>Anadolu Univ, Fac Pharm, Dept Pharmacognosy, TR-26470 Eskisehir, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Bedir, Erdal</creatorName>
      <givenName>Erdal</givenName>
      <familyName>Bedir</familyName>
      <affiliation>Izmir Inst Technol, Dept Bioengn, TR-35430 Izmir, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Tabanca, Nurhayat</creatorName>
      <givenName>Nurhayat</givenName>
      <familyName>Tabanca</familyName>
    </creator>
    <creator>
      <creatorName>Ali, Abbas</creatorName>
      <givenName>Abbas</givenName>
      <familyName>Ali</familyName>
      <affiliation>Univ Mississippi, Natl Ctr Nat Prod Res, University, MS 38677 USA</affiliation>
    </creator>
    <creator>
      <creatorName>Khan, Ikhlas A.</creatorName>
      <givenName>Ikhlas A.</givenName>
      <familyName>Khan</familyName>
      <affiliation>Univ Mississippi, Natl Ctr Nat Prod Res, University, MS 38677 USA</affiliation>
    </creator>
    <creator>
      <creatorName>Duran, Ahmet</creatorName>
      <givenName>Ahmet</givenName>
      <familyName>Duran</familyName>
      <affiliation>Veysel Karani St,Blok K-38, Selcuklu Konya, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Baser, Kemal H. C.</creatorName>
      <givenName>Kemal H. C.</givenName>
      <familyName>Baser</familyName>
      <affiliation>Near East Univ, Fac Pharm, Dept Pharmacognosy, Mersin 10, Lefkosa Nicosia Trnc, Turkey</affiliation>
    </creator>
    <creator>
      <creatorName>Ozek, Temel</creatorName>
      <givenName>Temel</givenName>
      <familyName>Ozek</familyName>
    </creator>
  </creators>
  <titles>
    <title>Isolation Of Eudesmane Type Sesquiterpene Ketone From Prangos Heyniae H.Duman &amp; Mfwatson Essential Oil And Mosquitocidal Activity Of The Essential Oils</title>
  </titles>
  <publisher>Aperta</publisher>
  <publicationYear>2018</publicationYear>
  <dates>
    <date dateType="Issued">2018-01-01</date>
  </dates>
  <resourceType resourceTypeGeneral="Text">Journal article</resourceType>
  <alternateIdentifiers>
    <alternateIdentifier alternateIdentifierType="url">https://aperta.ulakbim.gov.tr/record/31247</alternateIdentifier>
  </alternateIdentifiers>
  <relatedIdentifiers>
    <relatedIdentifier relatedIdentifierType="DOI" relationType="IsIdenticalTo">10.1515/chem-2018-0051</relatedIdentifier>
  </relatedIdentifiers>
  <rightsList>
    <rights rightsURI="http://www.opendefinition.org/licenses/cc-by">Creative Commons Attribution</rights>
    <rights rightsURI="info:eu-repo/semantics/openAccess">Open Access</rights>
  </rightsList>
  <descriptions>
    <description descriptionType="Abstract">In the present work, an endemic species Prangos heyniae collected in four locations from Turkey was subjected to hydrodistillation in Clevenger type apparatus to obtain the essential oils (E01-4). The gas chromatography/mass spectrometry (GC/MS) and gas chromatography-flame ionization detector (GC/FID) analyses showed that the EOs were rich in sesquiterpenes, germacrene D (10.3-12.1%), beta-bisabolene (14.4%), kessane (26.9%), germacrene B (8.2%), elemol (3.4-46.9%), beta-bisabolenal (14-70.7%), beta-bisabolenol (8.4%) and an eudesmane type sesquiterpene (1) (16.1%) with [M(+)218]. This unidentified compound (1) was isolated in a rapid one-step manner with &amp;gt;95.0% purity using Preparative Capillary Gas Chromatography (PCGC) with an HP Innowax column connected to a Preparative Fraction Collector (PFC) system. Structure determination was accomplished from 1D- and 2D-NMR spectroscopic data which determined a new eudesmane type sesquiterpene, 3,7(11)-eudesmadien-2-one (1). Using a biting deterrent bioassay, the mean proportion not biting (PNB) values of the P. heyniae E01-4 were 0.88 for E01 and 0.80 for E02 which were similar to the positive control DEET (N, N-diethyl-3-methylbenzamide). The E03 and E04 had lower PNB values of 0.64 and 0.44, respectively. P. heyniae E01-4 showed good larvicidal activity at 125 and 62.5 ppm whereas E01-3 were slightly less effective at the dose of 31.25 ppm and E04 was not active at 31.25 ppm against 1st instar Aedes aegypti.</description>
  </descriptions>
</resource>
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