Serinol-derived malyngamides from an Australian cyanobacterium

Journal of Natural Products

Volumn 62, Issue 12, 1999, Pages 1696-1699

  Wan, Feng ^a   Erickson, Karen L ^a  

^a CLARK UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; MALYNGAMIDE; SERINOL; UNCLASSIFIED DRUG; AMIDE;

ACETYLATION; ANTIVIRAL ACTIVITY; ARTICLE; CRYSTALLIZATION; CYANOBACTERIUM; DRUG ISOLATION; NUCLEAR MAGNETIC RESONANCE; RED ALGA; SPECTROSCOPY; STEREOCHEMISTRY; AUSTRALIA; CHEMICAL MODEL; CHEMISTRY; DRUG EFFECT; HUMAN IMMUNODEFICIENCY VIRUS; ISOLATION AND PURIFICATION; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

AMIDES; AUSTRALIA; CYANOBACTERIA; HIV; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL;

EID: 0033403642     PISSN: 01633864     EISSN: None     Source Type: Journal    
DOI: 10.1021/np990291t     Document Type: Article

References (16)

1. (a) Shimizu, Y. Annu. Rev. Microbiol. 1996, 50, 431-465.
2. (b) Jensen, P. R., Fenical, W. J. Ind. Microbiol. 1996, 17, 346-351
3. (c) Namikoshi, M., Rinehart, K. L. J. Ind. Microbiol. 1996, 17, 373-384.
4. (d) Moore, R. E. J. Ind. Microbiol. 1996, 17, 134-143.
5. (a) Cardellina, J. H., II; Marner, F. J.; Moore, R. E. J. Am. Chem. Soc. 1979, 101, 240-242.
6. (b) Mynderse, J. S.; Moore, R. E. J. Org. Chem. 1978, 43, 4359-4363.
7. (c) Todd, J. S.; Gerwick, W. H. Tetrahedron Lett. 1995, 36, 7837-7840 and references therein;
8. (d) Wu, M.; Milligan, K. E.; Gerwick, W. H. Tetrahedron, 1997, 53, 15983-15998.
9. Kan, Y.; Fujita, T.; Nagai, H.; Sakamoto, B.; Hokama, Y. J. Nat. Prod. 1998, 61, 152-155.
10. We have been unable to obtain an identification of the organism. A suitable photograph is not available, and only one voucher specimen exists. This specimen, identification number Q66C5927, was deposited at the Queensland Museum in Brisbane, Australia, and later transferred to the Queensland Herbarium of the Brisbane Botanic Gardens, Brisbane, Australia. Several attempts to obtain an identification from this specimen have been unsuccessful.
11. Breitmaier, E.; Voelter, W. Carbon-13 NMR Spectroscopy: High-Resolution Methods and Applications in Organic Chemistry and Biochemistry. 3rd ed., VCH Publishers: New York, 1987; p 192.
12. Cardellina, J. H. II; Dalietos, D.; Marner, F. J.; Mynderse, J. S.; Moore, R. E. Photochemistry 1978, 77, 2091-2095.
13. Mueller, C.; Voss, G.; Gerlach, H. Liebigs Ann. 1995, 673-676.
14. Meyers, A. I.; Schmidt, W.; McKennon, M. J. Synthesis 1993, 250-262.
15. Waki, M.; Meienhofer, J. J. Org. Chem. 1977, 42, 2019-2020.
16. Weislow, O. S.; Kiser, R.; Fine, D. L.; Bader, J.; Shoemaker, R. H.; Boyd, M. R., J. Natl. Cancer Inst. 1989, 81, 577.