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. 2010 Jan 22;8(1):190-9.
doi: 10.3390/md8010190.

ESI FTICR-MS analysis of larvae from the marine sponge Luffariella variabilis

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ESI FTICR-MS analysis of larvae from the marine sponge Luffariella variabilis

Cherie A Motti et al. Mar Drugs. .

Abstract

The viviparous Great Barrier Reef sponge Luffariella variabilis (Poléjaeff 1884) contains a range of secondary metabolites, including manoalide (1) and manoalide monoacetate (3). ESI (+) FTICR-MS accurate mass determination has, for the first time, been used to detected the presence of 3 only in an organic extract of a single L. variabilis larva showing that the parentally produced 3 is sequestered in the larva. As 3 has previously been shown to have antibacterial and quorum sensing inhibition activity, and readily converts to 1, which also exhibits similar activity, it may provide a chemical defence against predation and microbial attack.

Keywords: ESI FTICR-MS; Luffariella variabilis; constitutive defence; larvae; manoalide monoacetate.

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Figures

Figure 1
Figure 1
Stuctures of manoalide (1), secomanoalide (2), manoalide monoacetate (3), lufferiellin A (4), lufferiellin B (5), 25-acetoxyluffariellin A (6), 25-acetoxyluffariellin B (7) and 25-acetoxyseco-manoalide (8).
Figure 2
Figure 2
Portion of the molecular ion spectrum of: (a) Frozen, lyophilised sponge containing manoalide monoacetate (3, m/z 481) and trace amounts of manoalide (1, m/z 439), (b) frozen, lyophilised bulk larvae containing 3 only, and (c) thawed bulk larvae showing the presence of 1 and a total loss of 3.
Figure 3
Figure 3
(a) Initial injection of DCM extract of an individual frozen larva, (b) injection of DCM:MeOH (1:1, v:v) blank and (c) Repeated injection of DCM extract of an individual frozen larva.

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