Uncommon N-Methoxyindolediketopiperazines from Acrostalagmus luteoalbus, a Marine Algal Isolate of Endophytic Fungus


Cao J., Li X., Li X., Li H., KONUKLUGİL B., Wang B.

Chinese Journal of Chemistry, cilt.39, sa.10, ss.2808-2814, 2021 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 39 Sayı: 10
  • Basım Tarihi: 2021
  • Doi Numarası: 10.1002/cjoc.202100368
  • Dergi Adı: Chinese Journal of Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Applied Science & Technology Source, Chemical Abstracts Core
  • Sayfa Sayıları: ss.2808-2814
  • Anahtar Kelimeler: Marine alga, Endophytic fungus, Acrostalagmus luteoalbus, Natural products, Biological activity, BIOLOGICAL-ACTIVITIES, VERTICILLIN, METABOLITES, DERIVATIVES, DIVERSITY, ALKALOIDS
  • Lokman Hekim Üniversitesi Adresli: Evet

Özet

© 2021 SIOC, CAS, Shanghai and Wiley-VCH GmbHFour new N-methoxyindolediketopiperazines (acrozines D—G, 1—4) and six known congeners (5—10) were purified from the organic extract of Acrostalagmus luteoalbus TK-43, which was a marine algal-derived fungus obtained from Codium fragile. Their structures were determined by interpretation of NMR and mass spectroscopic data. The structures of compounds 1, 2, and 4 including their absolute configurations were confirmed by single-crystal X-ray diffraction, while the absolute configuration of compound 3 was elucidated by comparative analysis of ECD and TDDFT-ECD calculations. Compounds 1—4, with a unique methoxy substitution at N-2, were rarely discovered among indolediketopiperazine alkaloids. All these compounds were evaluated for antimicrobial activities against human- and aquatic-pathogenic bacteria and plant-related pathogenic fungi, with compounds 5 and 7 exhibiting potent activity against Edwardsiella icataluri (MIC = 3 and 5 μmol/L, respectively), while compound 9 displayed a broad spectrum of antibacterial activities. The four new compounds were further tested for anti-acetylcholinesterase (AChE) properties, and compound 3 exhibited inhibitory activity with IC50 value of 8.4 μmol/L.