期刊
JOURNAL OF NATURAL PRODUCTS
卷 81, 期 4, 页码 806-810出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.jnatprod.7b00882
关键词
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资金
- International Joint Research Project of the NST (National Research Council of Science Technology) [ASIA-16-011]
- National Research Foundation of Korea (NRF) - Korean government (MSIP
- Ministry of Science, ICT & Future Planning) [NRF-2017R1C1B2002602]
- KRIBB Research Initiative Program - Ministry of Science ICT (MSIT) of the Republic of Korea
- Ministry of Education, Culture, Sports, Science, and Technology of Japan
- Science and Technology Research Promotion Program for Agriculture, Forestry, Fisheries, and Food Industry
Two new cyclic peptides, pentaminomycins A (1) and B (2), were isolated from cultures of Streptomyces sp. RK88-1441. Based on the interpretation of the NMR, UV, IR, and MS data, the planar structures of 1 and 2 were elucidated as cyclic pentapeptides with a modified amino acid residue, N-5-hydroxyarginine (N5-OH-Arg). The absolute configurations of the constituent amino acid residues were determined by the advanced Marfey's method. Localization of L- and D-amino acids in the sequence was ascertained by chiral analysis of the fragment peptide obtained from a partial hydrolysate; amino acids were identified by LC-MS. Pentaminomycin A (1) reduced alpha-MSH-stimulated melanin synthesis by suppressing the expression of melanogenic enzymes including tyrosinase, tyrosinase-related protein-1 (TRP-1), and tyrosinase-related protein-2 (TRP-2).
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