Halogenated cladosporols produced by the sodium halide-supplemented fermentation of the plant-associated fungus Cladosporium sp. TMPU1621. Issue 20 (16th May 2018)

• Record Type: Journal Article
• Authors: Yamazaki, Hiroyuki; Yagi, Akiho; Akaishi, Masanari; Kirikoshi, Ryota; Takahashi, Ohgi; Abe, Tatsuki; Chiba, Satomi; Takahashi, Kenta; Iwakura, Natsuki; Namikoshi, Michio; Uchida, Ryuji
• Is Part Of: Tetrahedron letters. Volume 59:Issue 20(2018)
• Page Start: 1913
• Page End: 1915
• Publication Date: 2018-05-16
• Subjects: Cladosporol -- Sodium halide -- Plant-associated fungus -- Cladosporium sp. TMPU1621 -- Methicillin-resistant Staphylococcus aureus (MRSA); Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2018.03.082
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: A new chloro-cladosporol was isolated from the culture broth of Cladosporium sp. Medium with NaCl increased the productivity of the chlorinated congener. Fermentation of the strain with NaBr gave a new brominated cladosporol derivative. Some cladosporols exhibited antimicrobial activity against two MRSA strains. Abstract: A new cladosporol derivative, 2-chloro-cladosporol D (6 ), was isolated together with known cladosporol (1 ), cladosporols B–D (2 –4 ), and cladosporol F (5 ) from the culture broth of plant-associated Cladosporium sp. TMPU1621. The structure of6 was elucidated from spectroscopic analyses including NMR and MS data. The productivity of6 increased in 3% NaCl-supplemented medium; therefore, fermentation of the producing fungus TMPU1621 with 3% NaBr was investigated, leading to the induced production of a new halogenated cladosporol, 2-bromo-cladosporol D (7 ). Compound2 showed the lowest MIC values of 3.13 and 12.5 μg/mL against two MRSA strains, ATCC43300 and ATCC700698, respectively.