Chemical signals from a marine bryozo

Christophersen, Camilla; CARLE, J. S.

doi:10.1007/bf00405376

Cited by 20 publications

(9 citation statements)

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“…Evidence is growing that their occurrence in marine species is on a scale comparable to that known for plants, not only marine macroalgae but also vascular plants (W hittaker & Feeny 1971;Rice 1974;Rosenthal & Janzen 1979). Alkaloids and terpenoids, for example, are particularly prevalent in both (Halstead 1978;Scheuer 1978Scheuer , 1983Hashimoto 1979;Rosenthal & Janzen 1979;Russell 1984), and there are striking examples of the very same substances being common to higher plants and m odular invertebrates (for example, the monoterpenoids citral and geraniol occur both in vascular plants and the cheilostomate bryozoan Flustrafoliacea (Christopherson & Carle 1978)).…”

Section: (B) Secondary Substances That Act Physicallymentioning

confidence: 99%

“…The substances concerned are quite different from the higher molecular mass polypeptides that occur within venomous nematocysts (Russell 1984). The few bryozoans that have been investigated are rich sources of secondary substances (Christopherson & Carle, 1978;Carle et al 1982;W ulff et al 1982). Perhaps least is known about modular ascidians.…”

Section: (B) Secondary Substances That Act Physicallymentioning

confidence: 99%

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Defensive strategies of modular organisms

Dyrynda

1986

Phil. Trans. R. Soc. Lond. B

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Convergences concomitant with the occurrence of modular growth among systematically remote plant and invertebrate taxa not only reflect similar optimal ways of exploiting resources such as space, but also common defensive requirements among such organisms. This paper analyses the kinds of unfavourable interspecific interactions, principally predation, epibiosis, and endobiosis, which are found among the major aquatic invertebrate groups that may be considered to be modular (Porifera, Bryozoa, and some of the Coelenterata and Tunicata). Most of the organisms are also non-locomotory, and in extreme cases, virtually immotile. The defence mechanisms of organisms exhibiting the opposing traits of (i) modular and unitary organization, and (ii) motility and immotility, are compared and contrasted. There is a more widespread occurrence of defence (i) by means of consolidated and unconsolidated skeletal reinforcement, and (ii) by actively and passively dispensed secondary substances, in less motile than in more motile organisms. These defensive modes represent alternatives to ‘fight’ and ‘flight’ responses seen within the more motile invertebrates. Lack of motility is of greater significance in correlating defensive modes than is modularity. The balance between physical and chemical mechanisms used in defence can vary, even among closely related taxa. A more particular pattern of significance is the more widespread occurrence of defence by the use of passively dispensed chemical substances within modular, rather than unitary non-locomotory invertebrate groups. This may be a response to the increased risks of pathogenic infection which modular biota face through their susceptibility to frequent large scale wounding and partial mortality.

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Section: (B) Secondary Substances That Act Physicallymentioning

confidence: 99%

Section: (B) Secondary Substances That Act Physicallymentioning

confidence: 99%

Defensive strategies of modular organisms

Dyrynda

1986

Phil. Trans. R. Soc. Lond. B

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“…along with citronellol 61, nerol 62 and geraniol 63 67. The functions of these chemicals in F. foliacea are not known, but citral and geraniol are well known chemical signalling molecules in terrestrial organisms such as bees 80.…”

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confidence: 99%

Bryozoan Metabolites: An Ecological Perspective

2007

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“…As regards linear monoterpenoids, geraniol, nerol, and their simple oxidized or reduced derivatives have been found in the bryozoan Flustra.foliacea [3]. Geranylquinones have been isolated from either a Cystophora sp.…”

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confidence: 99%

Adriadysiolide, the First Monoterpenoid Isolated from a Marine Sponge

Mancini

Guella

Guerriero

et al. 1987

Helvetica Chimica Acta

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Spectra and chemical transformations allow to establish the gross structure 6,7‐epoxy‐4,7‐dimethyl‐l‐oxa‐spiro[4.4]non‐3‐en‐2‐one for adriadysiolide (1), the first monoterpenoid isolated from a marine sponge, a Dysidea sp. of the Adriatic Sea. Its configuration 5R*, 6S*, 7S* as given in 1a is derived from diastereoselective total syntheses of both 1a and its diastereoisomer 1b via stereochemically predictable peracid epoxidations of olefinic precursors. Thus, OH assistance in allylic alcohol 8 leads to oxirane 13 which is subjected to methyl cuprate conjugate addition to give epiadriadysiolide (1b), whilst electronic deactivation by a neighboring heterocyclic O‐atom in intermediate 5, derived from 8 mainly leads to adriadysiolide (1a). Comparative 1H‐NMR shift‐reagent effects with 1a and 1b, evaluated with the aid of molecular‐mechanics calculations, support these conclusions.

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Chemical signals from a marine bryozo

Cited by 20 publications

References 1 publication

Defensive strategies of modular organisms

Defensive strategies of modular organisms

Bryozoan Metabolites: An Ecological Perspective

Adriadysiolide, the First Monoterpenoid Isolated from a Marine Sponge

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