@article{bogdanov_secondary_2017,
	title = {Secondary metabolome and its defensive role in the aeolidoidean \textit{{Phyllodesmium} longicirrum} , ({Gastropoda}, {Heterobranchia}, {Nudibranchia})},
	volume = {13},
	issn = {1860-5397},
	url = {https://www.beilstein-journals.org/bjoc/articles/13/50},
	doi = {10.3762/bjoc.13.50},
	abstract = {Phyllodesmium longicirrum
              is the largest aeolidoidean species known to date, and extremely rich in terpenoid chemistry. Herein we report the isolation of a total of 19 secondary metabolites from a single specimen of this species, i.e., steroids
              1–4
              , cembranoid diterpenes
              5–13
              , complex biscembranoids
              14
              and
              15
              , and the chatancin-type diterpenes
              16–19
              . These compounds resemble those from soft corals of the genus
              Sarcophyton
              , of which to date, however, only
              S. trocheliophorum
              is described as a food source for
              P. longicirrum
              . Fish feeding deterrent activity was determined using the tropical puffer fish
              Canthigaster solandri
              , and showed activity for (2
              S
              )-isosarcophytoxide (
              10
              ), cembranoid bisepoxide
              12
              and 4-oxochatancin (
              16
              ). Determining the metabolome of
              P. longicirrum
              and its bioactivity, makes it evident that this seemingly vulnerable soft bodied animal is well protected from fish by its chemical arsenal.},
	language = {en},
	urldate = {2022-11-09},
	journal = {Beilstein Journal of Organic Chemistry},
	author = {Bogdanov, Alexander and Hertzer, Cora and Kehraus, Stefan and Nietzer, Samuel and Rohde, Sven and Schupp, Peter J and Wägele, Heike and König, Gabriele M},
	month = mar,
	year = {2017},
	pages = {502--519},
}

{"_id":"kuKyoZuRiSJcupaFc","bibbaseid":"bogdanov-hertzer-kehraus-nietzer-rohde-schupp-wgele-knig-secondarymetabolomeanditsdefensiveroleintheaeolidoideaniphyllodesmiumlongicirrumigastropodaheterobranchianudibranchia-2017","author_short":["Bogdanov, A.","Hertzer, C.","Kehraus, S.","Nietzer, S.","Rohde, S.","Schupp, P. J","Wägele, H.","König, G. M"],"bibdata":{"bibtype":"article","type":"article","title":"Secondary metabolome and its defensive role in the aeolidoidean <i>Phyllodesmium longicirrum</i> , (Gastropoda, Heterobranchia, Nudibranchia)","volume":"13","issn":"1860-5397","url":"https://www.beilstein-journals.org/bjoc/articles/13/50","doi":"10.3762/bjoc.13.50","abstract":"Phyllodesmium longicirrum is the largest aeolidoidean species known to date, and extremely rich in terpenoid chemistry. Herein we report the isolation of a total of 19 secondary metabolites from a single specimen of this species, i.e., steroids 1–4 , cembranoid diterpenes 5–13 , complex biscembranoids 14 and 15 , and the chatancin-type diterpenes 16–19 . These compounds resemble those from soft corals of the genus Sarcophyton , of which to date, however, only S. trocheliophorum is described as a food source for P. longicirrum . Fish feeding deterrent activity was determined using the tropical puffer fish Canthigaster solandri , and showed activity for (2 S )-isosarcophytoxide ( 10 ), cembranoid bisepoxide 12 and 4-oxochatancin ( 16 ). Determining the metabolome of P. longicirrum and its bioactivity, makes it evident that this seemingly vulnerable soft bodied animal is well protected from fish by its chemical arsenal.","language":"en","urldate":"2022-11-09","journal":"Beilstein Journal of Organic Chemistry","author":[{"propositions":[],"lastnames":["Bogdanov"],"firstnames":["Alexander"],"suffixes":[]},{"propositions":[],"lastnames":["Hertzer"],"firstnames":["Cora"],"suffixes":[]},{"propositions":[],"lastnames":["Kehraus"],"firstnames":["Stefan"],"suffixes":[]},{"propositions":[],"lastnames":["Nietzer"],"firstnames":["Samuel"],"suffixes":[]},{"propositions":[],"lastnames":["Rohde"],"firstnames":["Sven"],"suffixes":[]},{"propositions":[],"lastnames":["Schupp"],"firstnames":["Peter","J"],"suffixes":[]},{"propositions":[],"lastnames":["Wägele"],"firstnames":["Heike"],"suffixes":[]},{"propositions":[],"lastnames":["König"],"firstnames":["Gabriele","M"],"suffixes":[]}],"month":"March","year":"2017","pages":"502–519","bibtex":"@article{bogdanov_secondary_2017,\n\ttitle = {Secondary metabolome and its defensive role in the aeolidoidean \\textit{{Phyllodesmium} longicirrum} , ({Gastropoda}, {Heterobranchia}, {Nudibranchia})},\n\tvolume = {13},\n\tissn = {1860-5397},\n\turl = {https://www.beilstein-journals.org/bjoc/articles/13/50},\n\tdoi = {10.3762/bjoc.13.50},\n\tabstract = {Phyllodesmium longicirrum\n is the largest aeolidoidean species known to date, and extremely rich in terpenoid chemistry. Herein we report the isolation of a total of 19 secondary metabolites from a single specimen of this species, i.e., steroids\n 1–4\n , cembranoid diterpenes\n 5–13\n , complex biscembranoids\n 14\n and\n 15\n , and the chatancin-type diterpenes\n 16–19\n . These compounds resemble those from soft corals of the genus\n Sarcophyton\n , of which to date, however, only\n S. trocheliophorum\n is described as a food source for\n P. longicirrum\n . Fish feeding deterrent activity was determined using the tropical puffer fish\n Canthigaster solandri\n , and showed activity for (2\n S\n )-isosarcophytoxide (\n 10\n ), cembranoid bisepoxide\n 12\n and 4-oxochatancin (\n 16\n ). Determining the metabolome of\n P. longicirrum\n and its bioactivity, makes it evident that this seemingly vulnerable soft bodied animal is well protected from fish by its chemical arsenal.},\n\tlanguage = {en},\n\turldate = {2022-11-09},\n\tjournal = {Beilstein Journal of Organic Chemistry},\n\tauthor = {Bogdanov, Alexander and Hertzer, Cora and Kehraus, Stefan and Nietzer, Samuel and Rohde, Sven and Schupp, Peter J and Wägele, Heike and König, Gabriele M},\n\tmonth = mar,\n\tyear = {2017},\n\tpages = {502--519},\n}\n\n\n\n","author_short":["Bogdanov, A.","Hertzer, C.","Kehraus, S.","Nietzer, S.","Rohde, S.","Schupp, P. J","Wägele, H.","König, G. M"],"key":"bogdanov_secondary_2017","id":"bogdanov_secondary_2017","bibbaseid":"bogdanov-hertzer-kehraus-nietzer-rohde-schupp-wgele-knig-secondarymetabolomeanditsdefensiveroleintheaeolidoideaniphyllodesmiumlongicirrumigastropodaheterobranchianudibranchia-2017","role":"author","urls":{"Paper":"https://www.beilstein-journals.org/bjoc/articles/13/50"},"metadata":{"authorlinks":{}}},"bibtype":"article","biburl":"https://bibbase.org/zotero/umbio","dataSources":["q7Tb7wki2eReLge4d","rHP9GHgeQb4ozKCM2","aCZyEFXgPqwkpZ6Nr","xZeC7RPPeRGqSz5Fy","Y4nMXh9jioywpKo7t","3AQ3Pr42h5fHsFagR"],"keywords":[],"search_terms":["secondary","metabolome","defensive","role","aeolidoidean","phyllodesmium","longicirrum","gastropoda","heterobranchia","nudibranchia","bogdanov","hertzer","kehraus","nietzer","rohde","schupp","wägele","könig"],"title":"Secondary metabolome and its defensive role in the aeolidoidean <i>Phyllodesmium longicirrum</i> , (Gastropoda, Heterobranchia, Nudibranchia)","year":2017}