Abstract
Two new octaketides, trichoketides A (1) and B (2), were isolated from a culture broth of the seawater-derived fungus Trichoderma sp. TPU1237 together with two known analogs, trichodermaketones C (3) and D (4), by ODS column chromatography followed by preparative ODS and chiral HPLC. The structures of 1 and 2 were elucidated on the basis of their spectroscopic data, and absolute configurations were assigned by comparing their experimental electronic circular dichroism (ECD) spectra with the calculated ECD spectra. Compounds 1 and 2 were epimers at the C-8 position (α-position of dihydrofuran ring). The IC50 values of compounds 1–4 against protein tyrosine phosphatase 1B were 53.1, 65.1, 68.0 and 55.9 μM, respectively.
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Acknowledgements
This work was supported in part by a Grant-in-Aid for Scientific Research (25870660) from the Ministry of Education, Culture, Sports, Science, and Technology (MEXT) of Japan to HY and by the Foundation for Japanese Chemical Research to HY. We express our thanks to T Matsuki and S Sato of Tohoku Pharmaceutical University for measuring mass and NMR spectra, and K Endo, T Ogasawara, Y Watanabe and M Takahashi of Tohoku Pharmaceutical University for their technical assistance.
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Yamazaki, H., Saito, R., Takahashi, O. et al. Trichoketides A and B, two new protein tyrosine phosphatase 1B inhibitors from the marine-derived fungus Trichoderma sp.. J Antibiot 68, 628–632 (2015). https://doi.org/10.1038/ja.2015.44
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DOI: https://doi.org/10.1038/ja.2015.44
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