Three Diketopiperazine Alkaloids with Spirocyclic Skeletons and One Bisthiodiketopiperazine Derivative from the Mangrove-Derived Endophytic Fungus Penicillium brocae MA-231

Ling Hong Meng, Chen Yin Wang, Attila Mándi, Xiao Ming Li, Xue Yi Hu, Matthias U. Kassack, T. Kurtán, Bin Gui Wang

Research output: Contribution to journalArticle

42 Citations (Scopus)

Abstract

Four new diketopiperazines including spirobrocazines A-C (1-3) and brocazine G (4) were characterized from the mangrove-derived Penicillium brocae MA-231. Compounds 1 and 2 had a 6/5/6/5/6 cyclic system with a rare spirocyclic center at C-2. Their structures and absolute configurations were determined by spectroscopic analysis, TDDFT-ECD calculations, and X-ray diffraction. Compound 4 exhibited potent cytotoxicity against both sensitive and cisplatin-resistant human ovarian cancer cells and strong antimicrobial activity against pathogenic Staphylococcus aureus.

Original languageEnglish
Pages (from-to)5304-5307
Number of pages4
JournalOrganic Letters
Volume18
Issue number20
DOIs
Publication statusPublished - Oct 21 2016

Fingerprint

Diketopiperazines
alkaloids
Spectroscopic analysis
staphylococcus
fungi
Penicillium
spectroscopic analysis
Cytotoxicity
Fungi
musculoskeletal system
Alkaloids
Skeleton
X-Ray Diffraction
Ovarian Neoplasms
Cisplatin
Staphylococcus aureus
cancer
Cells
Derivatives
X ray diffraction

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Three Diketopiperazine Alkaloids with Spirocyclic Skeletons and One Bisthiodiketopiperazine Derivative from the Mangrove-Derived Endophytic Fungus Penicillium brocae MA-231. / Meng, Ling Hong; Wang, Chen Yin; Mándi, Attila; Li, Xiao Ming; Hu, Xue Yi; Kassack, Matthias U.; Kurtán, T.; Wang, Bin Gui.

In: Organic Letters, Vol. 18, No. 20, 21.10.2016, p. 5304-5307.

Research output: Contribution to journalArticle

Meng, Ling Hong ; Wang, Chen Yin ; Mándi, Attila ; Li, Xiao Ming ; Hu, Xue Yi ; Kassack, Matthias U. ; Kurtán, T. ; Wang, Bin Gui. / Three Diketopiperazine Alkaloids with Spirocyclic Skeletons and One Bisthiodiketopiperazine Derivative from the Mangrove-Derived Endophytic Fungus Penicillium brocae MA-231. In: Organic Letters. 2016 ; Vol. 18, No. 20. pp. 5304-5307.
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