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Literature DB >> 15497958

Tetradehydrohalicyclamine A and 22-hydroxyhalicyclamine A, new cytotoxic bis-piperidine alkaloids from a marine sponge Amphimedon sp.

Shigeki Matsunaga¹, Yoshinari Miyata, Rob W M van Soest, Nobuhiro Fusetani.

Abstract

Two new 3-alkylpiperidine alkaloids, tetradehydrohalicyclamine A (2) and 22-hydroxyhalicyclamine A (3), have been isolated from a marine sponge Amphimedon sp. as cytotoxic constituents. Their structures were elucidated by spectroscopic analysis. Compounds 2 and 3 inhibited growth of P388 cells with IC50 values of 2.2 and 0.45 microg/mL, respectively.

Entities: Chemical

Mesh：

Substances：

Year: 2004 PMID： 15497958 DOI： 10.1021/np049824a

Source DB: PubMed Journal: J Nat Prod ISSN： 0163-3864 Impact factor: 4.050

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Cited

8 in total

1. Synthesis of the stereogenic triad of the halicyclamine A core.

Authors: Gary A Molander; Frédéric Cadoret
Journal: Tetrahedron Lett Date: 2011-04-27 Impact factor: 2.415

2. Neopetrosiamine A, biologically active bis-piperidine alkaloid from the Caribbean sea sponge Neopetrosia proxima.

Authors: Xiaomei Wei; Karinel Nieves; Abimael D Rodríguez
Journal: Bioorg Med Chem Lett Date: 2010-07-24 Impact factor: 2.823

3. Bacterial community analyses of two Red Sea sponges.

Authors: Mona Radwan; Amro Hanora; Jindong Zan; Naglaa M Mohamed; Dina M Abo-Elmatty; Soad H Abou-El-Ela; Russell T Hill
Journal: Mar Biotechnol (NY) Date: 2009-12-03 Impact factor: 3.619

Review 4. New one-pot methodologies for the modification or synthesis of alkaloid scaffolds.

Authors: Amir E Wahba; Mark T Hamann
Journal: Mar Drugs Date: 2010-08-24 Impact factor: 5.118

5. DedA protein relates to action-mechanism of halicyclamine A, a marine spongean macrocyclic alkaloid, as an anti-dormant mycobacterial substance.

Authors: Masayoshi Arai; Liu Liu; Takao Fujimoto; Andi Setiawan; Motomasa Kobayashi
Journal: Mar Drugs Date: 2011-06-08 Impact factor: 6.085

Tetradehydrohalicyclamine A and 22-hydroxyhalicyclamine A, new cytotoxic bis-piperidine alkaloids from a marine sponge Amphimedon sp.

1. Synthesis of the stereogenic triad of the halicyclamine A core.

2. Neopetrosiamine A, biologically active bis-piperidine alkaloid from the Caribbean sea sponge Neopetrosia proxima.

3. Bacterial community analyses of two Red Sea sponges.

Review 4. New one-pot methodologies for the modification or synthesis of alkaloid scaffolds.

5. DedA protein relates to action-mechanism of halicyclamine A, a marine spongean macrocyclic alkaloid, as an anti-dormant mycobacterial substance.

6. Total Synthesis of (-)-Anaferine: A Further Ramification in a Diversity-Oriented Approach.

7. 4-Hy-droxy-1,1'-bis-[(S)-1-phenyl-eth-yl]-5,5',6,6'-tetra-hydro-3,4'-bipyridine-2,2'(1H,1'H)-dione.

8. In Search of Alternative Antibiotic Drugs: Quorum-Quenching Activity in Sponges and their Bacterial Isolates.