Malyngamide 2, an oxidized lipopeptide with nitric oxide inhibiting activity from a Papua New Guinea marine cyanobacterium

Journal of Natural Products

Volumn 74, Issue 1, 2011, Pages 95-98

  Malloy, Karla L ^a   Villa, Francisco A ^a   Engene, Niclas ^a   Matainaho, Teatulohi ^b   Gerwick, Lena ^a   Gerwick, William H ^a  

^a UNIVERSITY OF CALIFORNIA SAN DIEGO   (United States)

^b UNIVERSITY OF PAPUA NEW GUINEA   (Papua New Guinea)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIINFLAMMATORY AGENT; CYTOTOXIC AGENT; MALYNGAMIDE 2; NITRIC OXIDE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CONCENTRATION RESPONSE; CONTROLLED STUDY; CYANOBACTERIUM; DRUG CYTOTOXICITY; DRUG STRUCTURE; IC 50; LYNGBYA SORDIDA; MACROPHAGE; MAMMAL CELL; MARINE BACTERIUM; MOLECULAR MODEL; MOUSE; NONHUMAN; PAPUA NEW GUINEA;

ANIMALS; ANTINEOPLASTIC AGENTS; CYANOBACTERIA; DRUG SCREENING ASSAYS, ANTITUMOR; LIPOPEPTIDES; LIPOPOLYSACCHARIDES; MACROPHAGES; MICE; MOLECULAR STRUCTURE; NITRIC OXIDE; PAPUA NEW GUINEA;

LYNGBYA; MAMMALIA;

EID: 79951532784     PISSN: 01633864     EISSN: 15206025     Source Type: Journal    
DOI: 10.1021/np1005407     Document Type: Article

References (24)

1. Tidgewell, K.; Clark, B. T.; Gerwick, W. H. In ComprehensiVe Natural Products Chemistry, 2nd ed.; Moore, B., Crews, P., Eds.; Elsevier Limited: Oxford, 2010, in press.
2. Suntornchashwej, S.; Khanit, S.; Kazushi, K.; Minoru, I. Chem. Asian J. 2007, 2, 114-122.
3. Appleton, D. R.; Sewell, M. A.; Berridge, M. V.; Copp, B. R. J. Nat. Prod. 2002, 65, 630-631.
4. Gallimore, W. A.; Scheuer, P. J. J. Nat. Prod. 2000, 63, 1422-1424.
5. Kan, Y.; Fujita, T.; Nagai, H.; Sakamoto, B.; Hokama, Y. J. Nat. Prod. 1998, 61, 152-155.
6. Gerwick, W. H.; Tan, L. T.; Sitachitta, N. Alkaloids Chem. Biol. 2001, 57, 75-184.
7. Gu, L.; Wang, B.; Kulkarni, A.; Geders, T. W.; Grindberg, R. V.; Gerwick, L.; Hakansson, K.; Wipf, P.; Smith, J. L.; Gerwick, W. H.; Sherman, D. H. Nature 2009, 459, 731-735.
8. This newest representative of the malyngamide family is named "malyngamide 2" to follow a recent report of "malyngamide Z" and "malyngamide 1". Junyang, H. Ph.D. Dissertation, National Dong Hwa University, 2008.
9. Gutierrez, M.; Suyama, T. L.; Engene, N.; Wingerd, J. S.; Matainaho, T.; Gerwick, W. H. J. Nat. Prod. 2008, 71, 1099-1103.
10. Marner, F.-J.; Moore, R. E.; Hirotsu, K.; Clardy, J. J. Org. Chem. 1977, 42, 2815-2819.
11. Nogle, L. M.; Marquez, B. L.; Gerwick, W. H. Org. Lett. 2003, 5, 3-6.
12. Cardellina, J. H.; Dalietos, D.; Marner, F. J.; Mynderse, J. S.; Moore, R. E. Phytochemistry 1978, 17, 2091-2095.
13. Suntornchashwej, S.; Suwanborirux, K.; Isobe, M. Tetrahedron 2007, 63, 3217-3226.
14. Edwards, D. J.; Marquez, B. L.; Nogle, L. M.; McPhail, K.; Goeger, D. E.; Roberts, M. A.; Gerwick, W. H. Chem. Biol. 2004, 11, 817-833.
15. Chan, Y. A.; Boyne, M. T., II; Podevels, A. M.; Klimowicz, A. K.; Handelsman, J.; Kelleher, N. L.; Thomas, M. G. Proc. Natl. Acad. Sci. U. S. A. 2006, 103, 14349-14354.
16. Praud, A.; Valls, R.; Piovetti, L.; Banaigs, B. Tetrahedron Lett. 1993, 34, 5437-5440.
17. Villa, F. A.; Lieske, K.; Gerwick, L. Eur. J. Pharmacol. 2010, 629, 140-146.
18. Manger, R. L.; Leja, L. S.; Lee, S. Y.; Hungerford, J. M.; Hokama, Y.; Dickey, R. W.; Granade, H. R.; Lewis, R.; Yasumoto, T.; Wekell, M. M. J. AOAC Int. 1995, 78, 521-527.
19. Castenholz, R. W.; Rippka, R.; Herdman, M. In Bergey's Manual of Systematic Bacteriology; Boone, D. R., Castenholz, R. W., Eds.; Springer: New York, 2001; Vol. 1, pp 473-599.
20. Komárek, J.; and Anagnostidis, K. Süsswasserflora Von Mitteleuropa. 19/2; Elsevier/Spektrum: Heidelberg, Germany, 2005.
21. Engene, N.; Coates, R. C.; Gerwick, W. H. J. Phycol. 2010, 46, 591-601.
22. Haasnoot, C. A. G.; de Leeuw, F. A. A. M.; Altona, C. Tetrahedron 1980, 36, 2783-2792.
23. Karplus, M. J. Am. Chem. Soc. 1963, 85, 2870-2871.
24. Alley, M. C.; Scudiero, D. A.; Monks, A.; Hursey, M. L.; Czerwinski, M. J.; Fine, D. L.; Abbott, B. J.; Mayo, J. G.; Shoemaker, R. H.; Boyd, M. R. Cancer Res. 1988, 48, 589-601.