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Open AccessFeature PaperArticle

Amphilectene Diterpene Isonitriles and Formamido Derivatives from the Hainan Nudibranch Phyllidia Coelestis

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Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica Biomolecolare (ICB), Via Campi Flegrei, 34, 80078 Pozzuoli (Na), Italy
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State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica (SIMM), Chinese Academy of Sciences, Zuchongzhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, China
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Study Program of Chemical Analysis, Universitas Pendidikan Ganesha, Bali 81116, Indonesia
*
Authors to whom correspondence should be addressed.
Mar. Drugs 2019, 17(11), 603; https://doi.org/10.3390/md17110603
Received: 3 October 2019 / Revised: 21 October 2019 / Accepted: 23 October 2019 / Published: 24 October 2019
Terpene content of two distinct collections of the nudibranch Phyllidia coelestis from the South China Sea has been chemically analyzed. A series of amphilectene diterpenes, most likely of dietary origin, with isocyano and formamido functionalities have been isolated from both collections and spectroscopically characterized by an exhaustive nuclear magnetic resonance (NMR) analysis. Interestingly, the structural architecture of compounds 57 and 9 with both 8,13-cis and 12,13-cis ring junctions is unprecedented in the amphilectene skeleton. Metabolite 3, which was the most abundant in the nudibranch’s mantle, has been shown to deter feeding by a generalist predator, supporting its involvement in chemical defense. View Full-Text
Keywords: nudibranch mollusks; isonitrile diterpenes; stereochemistry; ecological activity nudibranch mollusks; isonitrile diterpenes; stereochemistry; ecological activity
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MDPI and ACS Style

Carbone, M.; Ciavatta, M.L.; Manzo, E.; Li, X.-L.; Mollo, E.; Mudianta, I.W.; Guo, Y.-W.; Gavagnin, M. Amphilectene Diterpene Isonitriles and Formamido Derivatives from the Hainan Nudibranch Phyllidia Coelestis. Mar. Drugs 2019, 17, 603.

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