Chemical Structures and Biological Activities of of Aplysinopsins: History
Please note this is an old version of this entry, which may differ significantly from the current revision.

Marine products are among the most promising sources of biologically active molecules. Aplysinopsins, tryptophan-derived marine natural products, were isolated from different natural marine sources including sponges, stony corals (hard corals) especially genus scleractinian, as well as sea anemone, in addition to one nudibranch. Aplysinopsins were reported to be isolated from different marine organisms related to various geographic areas such as Pacific, Indonesia, Caribbean, and Mediterranean regions.

  • aplysinopsin
  • sources
  • synthesis
  • bioactivity

1. Different Sources and Chemical Structures of Aplysinopsins

The chemical backbone of the natural aplysinopsins include a simple configuration of monomeric aplysinopsin-type structures and their brominated derivatives at the A ring, variation in the structure of the C ring, the presence and configuration of the C-8-C-1′ double bond, the oxidation state of the 2-aminoimidazoline fragment and N-alkylated at the B ring (Figure 1), in addition to the aplysinopsin dimers form.
Figure 1. The chemical configuration of monomeric aplysinopsin-type structures shows detailed segmentation of the rings, carbon numbering, and type of bonds.
Aplysinopsin, (E)-5-((1H-indol-3-yl)methylene)-2-imino-1,3-dimethylimidazo-li-din-4-one (1), was first isolated from the sponge genus Thorecta of the Australian Great Barrier Reef by Kazlauskas et al. [3]. Sequentially, aplysinopsin and its derivatives have been reported in many other marine organisms from various geographic areas (Table 1, Table 2, Table 3 and Table 4) [2].
Table 1. Monomeric aplysinopsin-type structures and their brominated derivatives.
Table 2. Aplysinopsins substituted at the nitrogen atom.
Table 3. Aplysinopsins with a single C-8-C-1′ bond.
Table 4. Aplysinopsin dimers.

This entry is adapted from the peer-reviewed paper 10.3390/md21050268

This entry is offline, you can click here to edit this entry!
ScholarVision Creations