Namalides B and C and Spumigins K-N from the Cultured Freshwater Cyanobacterium Sphaerospermopsis torques-reginae

Author(s)

Sanz, Miriam ^[1] ; Salinas, Roberto Kopke ^[2] ; Pinto, Ernani ^[1]

Affiliation

^[1] Univ Sao Paulo, Sch Pharmaceut Sci, Dept Clin & Toxicol Anal, Ave Prof Lineu Prestes 580, Sao Paulo, SP - Brazil

^[2] Univ Sao Paulo, Dept Biochem, Inst Chem, Ave Prof Lineu Prestes 748, BR-05508900 Sao Paulo, SP - Brazil

• Document type: Journal article
• Source: Journal of Natural Products; v. 80, n. 9, p. 2492-2501, SEP 2017.
• Web of Science Citations: 3

Abstract

Chemical investigations of the terrestrial cyanobacterium Sphaerospermopsis torques-reginae ITEP-024 from northern Brazil afforded namalides B (1) and C (2), the first analogues of this anabaenopeptide-like metabolite to be described. Four other related peptides (3-6), termed spumigins K-N, were also identified. Planar structures and absolute configurations for 1, 2, and 3a-6a were deduced by a combination of 2D NMR, HRMS analysis, and Marfey's methodology. Spumigins K-N (3-6) are the first examples of spumigins containing a 2-hydroxy-4-(4-hydroxypheny1)butanoic acid (Hhpba) in the N-terminal position. Compounds 1 and 2 inhibited carboxypeptidase A with IC50 values of 0.75 and 2.0 mu M, respectively. (AU)

• FAPESP's process: 14/50420-9 - Secondary metabolites from aquatic microrganisms and their impact on seafood and freshwater fish aquaculture
• Grantee: Ernani Pinto Junior
• Support Opportunities: Regular Research Grants
• FAPESP's process: 12/25272-0 - ISOLATION AND ESTRUCTURAL CHARACTERTHERIZATION OF NOVEL COMPOUNDS WITH POTENCIAL THERAPEUTIC APPLICATION FROM BRAZILIAN FRESHWATER CYANOBACTERIA
• Grantee: Miriam Sanz Roldán
• Support Opportunities: Scholarships in Brazil - Post-Doctoral
• FAPESP's process: 16/07490-1 - Structural studies of the Na+/Ca2+ exchanger and of proteins from the Zika virus by Nuclear Magnetic Resonance spectroscopy in solution
• Grantee: Roberto Kopke Salinas
• Support Opportunities: Regular Research Grants