Concerning the phakellin substructure of palau'amine

Tetrahedron Letters

Volumn 47, Issue 23, 2006, Pages 3933-3935

  Nakadai, Masakazu ^a   Harran, Patrick G ^a  

^a UNIVERSITY OF TEXAS SOUTHWESTERN MEDICAL CENTER   (United States)

Author keywords

Antimicrobial; Guanidine; Natural products

Indexed keywords

ALKALOID DERIVATIVE; PALAU AMINE; PHAKELLIN; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; STRUCTURE ACTIVITY RELATION; STRUCTURE ANALYSIS;

EID: 33646142757     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.03.156     Document Type: Article

References (21)

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17. 13C NMR, melting points, mass spectra) were in full accord with that reported
18. As reported by Sharma and confirmed by us, 6 is also decomposed in 3 N HCl to the corresponding dibrominated variant of 8. However, this requires heating at 100 °C wherein three additional products form (in roughly equal amounts). Sharma characterized one of those as ring-expanded compound 10. See:. Sharma G. Drugs, Food, Sea, Myth, Reality [Intl. Symp. Proc.] (1978) 203-207 {A figure is presented}
19. Antimicrobial assays were performed at Cumbre, Inc., 1502 Viceroy Dr., Dallas, TX 75235. See Supplementary data for a full tabular survey.
20. Dibromophakellin has been isolated from nature in both enantiomeric forms but not as a racemate. See Ref. 1b and. De Nanteuil G., Ahond A., Guilhem J., Poupat C., Tran Huu Dau E., Potier P., Pusset M., Pusset J., and Laboute P. Tetrahedron 41 (1985) 6019-6033
21. Palau'amine is reported 'active' against Staphylococcus aureus and Bacillus subtilis at 10 μg/disk. See Ref. 1a.