Marine Alkaloids

A special issue of Marine Drugs (ISSN 1660-3397).

Deadline for manuscript submissions: closed (15 September 2010) | Viewed by 45139

Special Issue Editor


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Guest Editor
Dept of Pharmacology, Toxicology and Therapeutic Chemistry, University of Barcelona, Barcelona Science Park, Baldiri Reixac 10-12, 08028 Barcelona, Spain
Interests: marine natural products; bioactive natural products; alkaloids; synthesis; heterocycles
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Special Issue Information

Dear Colleagues,

During the last thirty years an important number of secondary methabolites whith poliheterocyclic structure have been isolated from marine sources. This special issue will focus on the chemistry of marine alkaloids from diverse marine sources ranging from sponges, soft corals, tunicates, and other marine invertebrates. Yondelis® (trabectedin) is an antitumour agent of marine origin discovered in the colonial tunicate Ecteinascidia turbinate. It received marketing authorisation from the European Commission for the treatment of several cancer illness. It is currently produced by chemical synthesis. Yondelis® has a unique action mechanism. It binds to the minor groove of the DNA and interferes with cell division and the gene transcription processes and repair machinery of the DNA. The Issue entitled Marine Alkaloids will cover aspects as isolation, characterization, structure determination, activity, total synthesis, and mechanism of action of that family of compounds.

Prof. Dr. Mercedes Álvarez
Guest Editor

Keywords

  • marine alkaloid
  • isolation
  • activity
  • synthesis
  • heterocycles
  • bio-analogs

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Published Papers (4 papers)

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Research

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601 KiB  
Article
Synthesis of 1-Substituted Carbazolyl-1,2,3,4-tetrahydro- and Carbazolyl-3,4-dihydro-β-carboline Analogs as Potential Antitumor Agents
by Ya-Ching Shen, Yao-To Chang, Chun-Ling Lin, Chia-Ching Liaw, Yao Haur Kuo, Lan-Chun Tu, Sheau Farn Yeh and Ji-Wang Chern
Mar. Drugs 2011, 9(2), 256-277; https://doi.org/10.3390/md9020256 - 10 Feb 2011
Cited by 30 | Viewed by 10100
Abstract
A series of 1-substituted carbazolyl-1,2,3,4-tetrahydro- and carbazolyl-3,4-dihydro-b-carboline analogs have been synthesized and evaluated for antitumor activity against human tumor cells including KB, DLD, NCI-H661, Hepa, and HepG2/A2 cell lines. Among these, compounds 2, 6, 7, and 9 exhibited the most [...] Read more.
A series of 1-substituted carbazolyl-1,2,3,4-tetrahydro- and carbazolyl-3,4-dihydro-b-carboline analogs have been synthesized and evaluated for antitumor activity against human tumor cells including KB, DLD, NCI-H661, Hepa, and HepG2/A2 cell lines. Among these, compounds 2, 6, 7, and 9 exhibited the most potent and selective activity against the tested tumor cells. As for inhibition of topoisomerase II, compounds 114 and 18 showed better activity than etoposide. Among them, compounds 3, 4, 7, 9, and 10 exhibited potent activity. The structure and activity relationship (SAR) study revealed correlation between carbon numbers of the side chain and biological activities. The molecular complex with DNA for compound 2 was proposed. Full article
(This article belongs to the Special Issue Marine Alkaloids)
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190 KiB  
Article
Evaluation of Pyridoacridine Alkaloids in a Zebrafish Phenotypic Assay
by Xiaomei Wei, Tim S. Bugni, Mary Kay Harper, Imelda T. Sandoval, Elizabeth J. Manos, Jennifer Swift, Ryan M. Van Wagoner, David A. Jones and Chris M. Ireland
Mar. Drugs 2010, 8(6), 1769-1778; https://doi.org/10.3390/md8061769 - 2 Jun 2010
Cited by 16 | Viewed by 10731
Abstract
Three new minor components, the pyridoacridine alkaloids 1-hydroxy-deoxyamphimedine (1), 3-hydroxy-deoxyamphimedine (2), debromopetrosamine (3), and three known compounds, amphimedine (4), neoamphimedine (5) and deoxyamphimedine (6), have been isolated from the sponge Xestospongia [...] Read more.
Three new minor components, the pyridoacridine alkaloids 1-hydroxy-deoxyamphimedine (1), 3-hydroxy-deoxyamphimedine (2), debromopetrosamine (3), and three known compounds, amphimedine (4), neoamphimedine (5) and deoxyamphimedine (6), have been isolated from the sponge Xestospongia cf. carbonaria, collected in Palau. Structures were assigned on the basis of extensive 1D and 2D NMR studies as well as analysis by HRESIMS. Compounds 16 were evaluated in a zebrafish phenotype-based assay. Amphimedine (4) was the only compound that caused a phenotype in zebrafish embryos at 30 µM. No phenotype other than death was observed for compounds 13, 5, 6. Full article
(This article belongs to the Special Issue Marine Alkaloids)
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Review

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1705 KiB  
Review
Recent N-Atom Containing Compounds from Indo-Pacific Invertebrates
by Yoel Kashman, Ashgan Bishara and Maurice Aknin
Mar. Drugs 2010, 8(11), 2810-2836; https://doi.org/10.3390/md8112810 - 10 Nov 2010
Cited by 10 | Viewed by 8714
Abstract
A large variety of unique N-atom containing compounds (alkaloids) without terrestrial counterparts, have been isolated from marine invertebrates, mainly sponges and ascidians. Many of these compounds display interesting biological activities. In this report we present studies on nitrogenous compounds, isolated by our [...] Read more.
A large variety of unique N-atom containing compounds (alkaloids) without terrestrial counterparts, have been isolated from marine invertebrates, mainly sponges and ascidians. Many of these compounds display interesting biological activities. In this report we present studies on nitrogenous compounds, isolated by our group during the last few years, from Indo-Pacific sponges, one ascidian and one gorgonian. The major part of the review deals with metabolites from the Madagascar sponge Fascaplysinopsis sp., namely, four groups of secondary metabolites, the salarins, tulearins, taumycins and tausalarins. Full article
(This article belongs to the Special Issue Marine Alkaloids)
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1332 KiB  
Review
Thiazole and Oxazole Alkaloids: Isolation and Synthesis
by Danilo Davyt and Gloria Serra
Mar. Drugs 2010, 8(11), 2755-2780; https://doi.org/10.3390/md8112755 - 5 Nov 2010
Cited by 176 | Viewed by 14771
Abstract
Thiazoles, oxazole and their corresponding reduced derivatives, thiazolines and oxazolines, are found in marine sources exhibiting significant biological activities. The isolation, synthetic, and biological studies of these natural products, covering literature from January 2007 to June 2010, are summarized. Full article
(This article belongs to the Special Issue Marine Alkaloids)
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