Secondary metabolome and its defensive role in the aeolidoidean Phyllodesmium longicirrum, (Gastropoda, Heterobranchia, Nudibranchia)

Alexander Bogdanov,
Cora Hertzer,
Stefan Kehraus,
Samuel Nietzer,
Sven Rohde,
Peter J. Schupp,
Heike Wägele and
Gabriele M. König

Full Research Paper
Published 13 Mar 2017

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1. Graphical Abstract
2. Figure 1: Secondary metabolites isolated in this study from P. longicirrum.
  
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3. Figure 2: Structures of secondary metabolites from P. longicirrum as described by Coll et al. in 1985 [13].
  
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4. Figure 3: Significant ¹H,¹H COSY correlations as found in compound 1.
  
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5. Figure 4: Secosterols [22,24] related to 3β,5α,6β-trihydroxy-9-oxo-9,11-secogorgostan-11-ol (1) from P. longicirrum.
  
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6. Figure 5: Conformational structure of 1 (key NOESY correlations are indicated with blue arrows; coupling cons...
  
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7. Figure 6: Structure of cembranoid 5. ¹H,¹H spin systems (A, B and C) are indicated in bold, arrows show key H...
  
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8. Figure 7: Compound 5 and the most closely related cembranoids from soft corals.
  
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9. Figure 8: Proposed configuration and selected NOE correlations of bisepoxide 12 (key NOE correlations are ind...
  
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10. Figure 9: Structures of bisglaucumlids A–C (23–25).
  
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11. Figure 10: Proposed configuration of the eastern part (rings B, C and D) of isobisglaucumlides B and C (14 and ...
  
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12. Figure 11: Effect of Phyllodesmium metabolites in different concentrations on predation by Canthigaster soland...
  
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13. Figure 12: Phylogenetic tree of octocorals relevant as putative food sources for Phyllodesmium spp. Phylogram ...
  
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