The DOI matches its Crossref record; 3 of the 3 references it cites were found in a registry or an index.
Isolation, Structure Determination, and Biological Activity of Lyngbyabellin A from the Marine Cyanobacterium Lyngbya majuscula
Abstract
Lyngbyabellin A (1), a significantly cytotoxic compound with unusual structural features, was isolated from a Guamanian strain of the marine cyanobacterium Lyngbya majuscula. This novel peptolide is structurally related to dolabellin (2) in that both depsipeptides bear a dichlorinated beta-hydroxy acid and two functionalized thiazole carboxylic acid units. Its gross structure has been elucidated by spectral analysis, including 2D NMR techniques. The absolute stereochemistry of 1 was determined by chiral HPLC analysis of hydrolysis products and by characterization of the degradation products methyl 7,7-dichloro-3-hydroxy-2,2-dimethyloctanoate (3) and the corresponding acid 4. The total structure was further supported by molecular modeling studies. The isolation of 1 from L. majuscula once more supports the proposal that many compounds originally isolated from the sea hare Dolabella auricularia are of cyanobacterial origin. Lyngbyabellin A (1) was shown to be a potent disrupter of the cellular microfilament network.
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Gerwick, W. H., Proteau, P. J., Nagle, D. G., Hamel, E., Blokhin, A., & Slate, D. L. (1994) · The Journal of Organic Chemistry · doi:10.1021/jo00085a006 · Cited by 365
Trimurtulu, G., Ohtani, I., Patterson, G. M. L., Moore, R. E., Corbett, T. H., Valeriote, F. A., & Demchik, L. (1994) · Journal of the American Chemical Society · doi:10.1021/ja00090a020 · Cited by 303
Self-citationGolakoti, T., Ogino, J., Heltzel, C. E., Le Husebo, T., Jensen, C. M., Larsen, L. K., Patterson, G. M. L., Moore, R. E., Mooberry, S. L., Corbett, T. H., et al. (1995) · Journal of the American Chemical Society · doi:10.1021/ja00154a002 · Cited by 186
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Cited by
Marine cyanobacteria—a prolific source of natural products
Burja, A. M., Banaigs, B., Abou-Mansour, E., Grant Burgess, J., & Wright, P. C. (2001) · Tetrahedron · doi:10.1016/s0040-4020(01)00931-0 · Cited by 841
Molecular Networking as a Dereplication Strategy
Yang, J. Y., Sanchez, L. M., Rath, C. M., Liu, X., Boudreau, P. D., Bruns, N., Glukhov, E., Wodtke, A., de Felicio, R., Fenner, A., et al. (2013) · Journal of Natural Products · doi:10.1021/np400413s · Cited by 607
Marine cyanobacteria compounds with anticancer properties: A review on the implication of apoptosis
Costa, M., Costa-Rodrigues, J., Fernandes, M. H., Barros, P., Vasconcelos, V., & Martins, R. (2012) · Marine Drugs · doi:10.3390/md10102181 · Cited by 147
In vitro antibacterial activity of laboratory grown culture of Spirulina platensis
Kaushik, P., & Chauhan, A. (2008) · Indian Journal of Microbiology · doi:10.1007/s12088-008-0043-0 · Cited by 124
Metadata
- Authors
- Luesch, H., Yoshida, W. Y., Moore, R. E., Paul, V. J., & Mooberry, S. L.
- Venue
- Journal of Natural Products
- Publisher
- American Chemical Society (ACS)
- Published
- 2000-04-13
- Volume
- 63
- Issue
- 5
- Pages
- 611-615
- ISSN
- 0163-3864 (ISSN-L)
- 1520-6025
- OpenAlex
- W2076335808
- Cited by
- 164
- References
- 3
- FWCI
- 3.30
- Type
- journal article
- Language
- en
- Open access
- closed
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- Luesch, H., Yoshida, W. Y., Moore, R. E., Paul, V. J., & Mooberry, S. L. (2000). Isolation, Structure Determination, and Biological Activity of Lyngbyabellin A from the Marine Cyanobacterium Lyngbya majuscula. Journal of Natural Products. https://doi.org/10.1021/np990543q
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