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Cytotoxic Nitrogenous Terpenoids from Two South China Sea Nudibranchs Phyllidiella pustulosa, Phyllidia coelestis, and Their Sponge-Prey Acanthella cavernosa

1
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zuchongzhi Road 555 Zhangjiang Hi-Tech Park, Shanghai 201203, China
2
College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310014, China
3
Consiglio Nazionale delle Ricerche (CNR), Istituto di Chimica Biomolecolare (ICB), Via Campi Flegrei, 34, 80078 Pozzuoli (Na), Italy
*
Authors to whom correspondence should be addressed.
These authors contributed equally to this work.
Mar. Drugs 2019, 17(1), 56; https://doi.org/10.3390/md17010056
Received: 10 December 2018 / Revised: 28 December 2018 / Accepted: 4 January 2019 / Published: 16 January 2019
(This article belongs to the Special Issue Chemical Defense in Marine Organisms)
A detailed chemical investigation of two South China Sea nudibranchs Phyllidiella pustulosa and Phyllidia coelestis, as well as their possible sponge-prey Acanthella cavernosa, led to the isolation of one new nitrogenous cadinane-type sesquiterpenoid xidaoisocyanate A (1), one new naturally occurring nitrogen-containing kalihinane-type diterpenoid bisformamidokalihinol A (16), along with 17 known nitrogenous terpenoids (215, 1719). The structures of all the isolates were elucidated by detailed spectroscopic analysis and by the comparison of their spectroscopic data with those reported in the literature. In addition, the absolute stereochemistry of the previously reported axiriabiline A (5) was determined by X-ray diffraction (XRD) analysis. In a bioassay, the bisabolane-type sesquiterpenoids 8, 10, and 11 exhibited cytotoxicity against several human cancer cell lines. View Full-Text
Keywords: nitrogenous terpenoids; South China Sea; sponge; nudibranch; cytotoxicity nitrogenous terpenoids; South China Sea; sponge; nudibranch; cytotoxicity
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Wu, Q.; Chen, W.-T.; Li, S.-W.; Ye, J.-Y.; Huan, X.-J.; Gavagnin, M.; Yao, L.-G.; Wang, H.; Miao, Z.-H.; Li, X.-W.; Guo, Y.-W. Cytotoxic Nitrogenous Terpenoids from Two South China Sea Nudibranchs Phyllidiella pustulosa, Phyllidia coelestis, and Their Sponge-Prey Acanthella cavernosa. Mar. Drugs 2019, 17, 56.

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