Characterization of cladosporols from the Marine Algal-Derived Endophytic Fungus Cladosporium cladosporioides EN-399 and configurational revision of the previously reported cladosporol derivatives

Hong Lei Li, Xiao Ming Li, Attila Mandi, S. Antus, Xin Li, Peng Zhang, Yang Liu, T. Kurtán, Bin Gui Wang

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Four new cladosporol derivatives, cladosporols F−I (1−4), the known cladosporol C (5), and its new epimer, cladosporol J (6), were isolated and identified from the marine algal-derived endophytic fungus Cladosporium cladosporioides EN-399. Their structures were determined by detailed interpretation of NMR and MS data, and the absolute configurations were established on the basis of TDDFT-ECD and OR calculations. The configurational assignment of cladosporols F (1) and G (2) showed that the previously reported absolute configuration of cladosporol A and all the related cladosporols need to be revised from (4′R) to (4′S). Compounds 1−6 showed antibacterial activity against Escherichia coli, Micrococcus luteus, and Vibrio harveyi with MIC values ranging from 4 to 128 μg/mL. Compound 3 showed significant cytotoxicity against A549, Huh7, and LM3 cell lines with IC50 values of 5.0, 1.0, and 4.1 μM, respectively, and compound 5 showed activity against H446 cell line with IC50 value of 4.0 μM.

Original languageEnglish
Pages (from-to)9946-9954
Number of pages9
JournalJournal of Organic Chemistry
Volume82
Issue number19
DOIs
Publication statusPublished - Jan 1 2017

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Fungi
Derivatives
Cells
Cytotoxicity
cladosporol
Escherichia coli
Nuclear magnetic resonance

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Characterization of cladosporols from the Marine Algal-Derived Endophytic Fungus Cladosporium cladosporioides EN-399 and configurational revision of the previously reported cladosporol derivatives. / Li, Hong Lei; Li, Xiao Ming; Mandi, Attila; Antus, S.; Li, Xin; Zhang, Peng; Liu, Yang; Kurtán, T.; Wang, Bin Gui.

In: Journal of Organic Chemistry, Vol. 82, No. 19, 01.01.2017, p. 9946-9954.

Research output: Contribution to journalArticle

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AU - Mandi, Attila

AU - Antus, S.

AU - Li, Xin

AU - Zhang, Peng

AU - Liu, Yang

AU - Kurtán, T.

AU - Wang, Bin Gui

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