2005
DOI: 10.2174/157019305774322707
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Natural Products Chemistry in Marine Ascidians of the Genus Aplidium

Abstract: Ascidians (tunicates) are widely recognized as one of the most prolific producers of bioactive natural products in the marine environment. In particular, ascidians of the genus Aplidium are renowned for the variability in the metabolites that they content. The non-nitrogenous compounds are dominated by the presence of meroterpenoids exemplified by the longithorones. Among the nitrogen containing group, nucleosides, cyclic peptides and a high variety of alkaloids can be mentioned. In this review the most intere… Show more

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Cited by 46 publications
(39 citation statements)
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“…This rich chemistry is a consequence of their mixed biosynthesis, as they are composed of an aromatic moiety/carbohydrate residue and also a terpenoid portion that can range from one to nine isoprene units. Prenylated quinone/hydroquin one derivatives are amongst the most numerous and widespread in marine environment [63,64]. Meroterpenes are not exclusive to marine organisms, being found also in many terrestrial species.…”
Section: Miscellaneousmentioning
confidence: 99%
“…This rich chemistry is a consequence of their mixed biosynthesis, as they are composed of an aromatic moiety/carbohydrate residue and also a terpenoid portion that can range from one to nine isoprene units. Prenylated quinone/hydroquin one derivatives are amongst the most numerous and widespread in marine environment [63,64]. Meroterpenes are not exclusive to marine organisms, being found also in many terrestrial species.…”
Section: Miscellaneousmentioning
confidence: 99%
“…Representative compounds based on the farnesyl quinone/hydroquinone skeleton within marine environment include avarone and avarol from the marine sponge Dysidea avara (Minale et al 1974) and cyclozonarone from the marine brown alga Dictyopteris undulata (Kurata et al 1996). Above all, marine ascidians of the order Aplousobranchiata, family Polyclinidae have been reported to synthesise prenyl quinones and hydroquinones, either linear or cyclic; these metabolites of mixed biogenesis are generally known as meroterpenes and originated from intra-and inter-molecular cyclizations and/or rearrangements, thus giving macrocyclic or policyclic skeletons, often linked to amino acids or taurine residues (Zubìa et al 2005). Indeed, the first biologically active tunicate metabolite, geranylhydroquinone, was isolated from an Aplidium sp.…”
Section: Sulfated Alkanes and Alkenes From Mediterranean Ascidiansmentioning
confidence: 99%
“…(Fig. 3) A. costellatum, and A. antillense, dimeric prenylated quinones from A. longithorax, and chromenols from A. solidum and Amaroucium multiplicatum (Zubìa et al 2005). The Mediterranean ascidian A. conicum has been extensively studied.…”
Section: Sulfated Alkanes and Alkenes From Mediterranean Ascidiansmentioning
confidence: 99%
“…A subsequent didemnin B analogue possessing a modified side-chain (see Fig. 17), dehydrodidemnin B (aplidine/plitidepsin), isolated from a Mediterranean tunicate in the Aplidium genus was found to possess greater antitumor activity and improved safety profile [102-104]. …”
Section: Utility In Natural Products De-replication and Drug Discomentioning
confidence: 99%