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Planta Med 2010; 76(14): 1616-1621
DOI: 10.1055/s-0030-1249781
Natural Product Chemistry
Original Papers
© Georg Thieme Verlag KG Stuttgart · New York

Ardeemins and Cytochalasins from Aspergillus terreus Residing in Artemisia annua

Hua-Wei Zhang1 , 2 , Jie Zhang1 , Sha Hu1 , Zun-Jian Zhang3 , Cheng-Jian Zhu2 , Seik Weng Ng4 , Ren-Xiang Tan1
  • 1Institute of Functional Biomolecules, State Key Laboratory of Pharmaceutical Biotechnology, School of Medicine, Nanjing University, Nanjing, China
  • 2Institute of Coordination Chemistry, State Key Laboratory of Coordination Chemistry, School of Chemistry & Chemical Engineering, Nanjing University, Nanjing, China
  • 3Center for Instrumental Analysis, China Pharmaceutical University, Nanjing, China
  • 4University of Malaya, Kuala Lumpur, Malaysia
Further Information

Publication History

received April 2, 2009 revised August 5, 2009

accepted March 5, 2010

Publication Date:
09 April 2010 (online)

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Abstract

Three new alkaloids, 15b-dehydro-5-N-acetylardeemin (3), 10-phenyl-[12]-cytochalasins Z16 (6) and Z17 (7), were characterized from the liquid culture of the endophytic fungus Aspergillus terreus IFB-E030 along with six known derivatives, 5-N-acetylardeemin (1), 15b-β-hydroxyl-5-N-acetylardeemin (2), cytochalasin E (4), rosellichalasin (5), cytochalasins Z11 (8), and Z13 (9). The structures of the new metabolites were established mainly by a combination of their 1D- and 2D‐NMR spectra, single crystal X‐ray diffraction, and the modified Mosher reaction. Biological assays indicated that cytochalasin Z17 (7) had moderate cytotoxicity against human nasopharyngeal epidermoid tumor KB cell line with an IC50 value of 26.2 µM.

Key words

structure determination - natural products - Aspergillus terreus - ardeemin - cytochalasin

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Prof. Dr. Ren-Xiang Tan

Institute of Functional Biomolecules
State Key Laboratory of Pharmaceutical Biotechnology
Nanjing University

Hankou Road 22

Nanjing 210093

China

Phone: + 86 25 83 59 29 45

Fax: + 86 25 83 30 27 28

Email: rxtan@nju.edu.cn

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