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

  • Maria P Sobolevskaya
  • Elena V Leshchenko
  • Trinh P T Hoai
  • Vladimir A Denisenko
  • Sergey A Dyshlovoy
  • Natalya N Kirichuk
  • Yuliya V Khudyakova
  • Natalya Yu Kim
  • Dmitrii V Berdyshev
  • Evgeny A Pislyagin
  • Aleksandra S Kuzmich
  • Andrey V Gerasimenko
  • Roman S Popov
  • Gunhild von Amsberg
  • Alexandr S Antonov
  • Shamil Sh Afiyatullov

Beteiligte Einrichtungen

Abstract

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.

Bibliografische Daten

OriginalspracheEnglisch
ISSN0163-3864
DOIs
StatusVeröffentlicht - 23.12.2016
PubMed 28006908