| Literature DB >> 33371682 |
Mirelle Takaki1, Vítor F Freire1, Karen J Nicacio1, Ariane F Bertonha1, Nozomu Nagashima2, Richmond Sarpong2, Vinicius Padula3, Antonio G Ferreira4, Roberto G S Berlinck1.
Abstract
Metabolomics analysis detected tambjamine alkaloids in aqueous and EtOAc extracts of the marine invertebrates Virididentula dentata, Tambja stegosauriformis, Tambja brasiliensis, and Roboastra ernsti. Among several tambjamines, the new amino acid derivatives tambjamines M-O (17-19) were identified by Marfey's advanced analysis, UPLC-MS/MS analyses, and total synthesis. The tambjamine diversity increased from the bryozoan V. dentata to its nudibranch predators T. stegosauriformis and T. brasiliensis and attained a higher diversity in R. ernsti, the nudibranch that preys upon T. stegosauriformis and T. brasiliensis. The total tambjamine content also increases among the trophic levels, probably due to biomagnification. Tambjamines A (1), C (3), and D (4) are the major metabolites in the tissues of V. dentata, T. stegosauriformis, T. brasiliensis, and R. ernsti and are likely the main chemical defenses of these marine invertebrates.Entities:
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Year: 2020 PMID: 33371682 PMCID: PMC8627181 DOI: 10.1021/acs.jnatprod.0c01043
Source DB: PubMed Journal: J Nat Prod ISSN: 0163-3864 Impact factor: 4.050