2010
DOI: 10.3390/md8122906
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Bioactive Dehydrotyrosyl and Dehydrodopyl Compounds of Marine Origin

Abstract: The amino acid, tyrosine, and its hydroxylated product, 3,4-dihydroxyphenylalanine (dopa), plays an important role in the biogenesis of a number of potentially important bioactive molecules in marine organisms. Interestingly, several of these tyrosyl and dopa-containing compounds possess dehydro groups in their side chains. Examples span the range from simple dehydrotyrosine and dehydrodopamines to complex metabolic products, including peptides and polycyclic alkaloids. Based on structural information, these c… Show more

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Cited by 43 publications
(29 citation statements)
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References 115 publications
(144 reference statements)
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“…The results presented in this paper strongly support the proposal that lamellarin‐type compounds could arise by oxidative coupling of dehydrodopyl derivatives. Dehydrodopyl and dehydrotyrosyl derivatives have been shown to be abundantly present in numerous marine invertebrates . Tyrosinase present in these invertebrates can definitely cause nonspecific oxidation of these compounds and generate their quinonoid products.…”
Section: Discussionmentioning
confidence: 99%
See 1 more Smart Citation
“…The results presented in this paper strongly support the proposal that lamellarin‐type compounds could arise by oxidative coupling of dehydrodopyl derivatives. Dehydrodopyl and dehydrotyrosyl derivatives have been shown to be abundantly present in numerous marine invertebrates . Tyrosinase present in these invertebrates can definitely cause nonspecific oxidation of these compounds and generate their quinonoid products.…”
Section: Discussionmentioning
confidence: 99%
“…Dehydrodopyl and dehydrotyrosyl derivatives have been shown to be abundantly present in numerous marine invertebrates. [8] Tyrosinase present in these invertebrates can definitely cause nonspecific oxidation of these compounds and generate their quinonoid products. Therefore, production of dihydroxycoumarin skeletons found in compounds such as lamellarins and ningalins is certainly possible by the oxidative cyclization of native dehydrodopyl derivatives.…”
Section: Discussionmentioning
confidence: 99%
“…Marine environment exhibits extremely harsh physical and chemical environmental conditions that drive the researchers' towards the production of different molecules with unique structural features when compared to the terrestrial ecosystem. Invariably, the land holds up a total of only 12 phyla, whereas the marine stream comprises a total of 32 phyla [17,18]. A recent census shows that the field of marine research transcends across 80 nations, involving more than 2700 scientists, concentrating on diversity, distribution and discovering potential drugs from various marine sources [19].…”
Section: The Marine Diversitymentioning
confidence: 99%
“…[2][3][4] The marine environment is extremely complex, showing immense biodiversity. 5 Numerous new natural compounds have been isolated from marine invertebrates, such as echinoderms with interesting pharmaceutical activities and a broad spectrum of biological activity.…”
Section: Introductionmentioning
confidence: 99%