Pallidopenillines: Polyketides from the Alga-Derived Fungus Penicillium thomii Maire KMM 4675
2016
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
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.
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