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Pallidopenillines: Polyketides from the Alga-Derived Fungus Penicillium thomii Maire KMM 4675
- Sobolevskaya, Maria
P., Leshchenko, Elena V., Hoai, Trinh P. T., Denisenko, Vladimir A., Dyshlovoy, Sergey A., Kirichuk, Natalya N., Khudyakova, Yuliya V., Kim, Natalya Yu., Berdyshev, Dmitrii V., Pislyagin, Evgeny A., Kuzmich, Aleksandra S., Gerasimenko, Andrey V., Popov, Roman S., von Amsberg, Gunhild, Antonov, Alexandr S., Afiyatullov, Shamil Sh.
- Journal of natural products 2016 v.79 no.12 pp. 3031-3038
- Penicillium, X-radiation, fungi, polyketides, spectroscopy
- Eleven new polyketides, pallidopenillines 1–11, were isolated from the alga-derived fungus Penicillium thomii. The structures of these compounds were established based on spectroscopic methods. The absolute configuration of pallidopenilline A (1) as 4R, 5S, 8S, 9R, 10R, 13R was established using a combination of the modified Mosher’s method, X-ray analysis, and NOESY data. The absolute configurations of 2–5 were determined by time-dependent density functional theory calculations of the ECD spectra and ECD and NOESY data. It was shown that 1-acetylpallidopenilline A (2) and pallidopenilline G (10) inhibit the growth of colonies of 22Rv1 cells by 40% at 2 and 1 μM, respectively.