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Planta Med 2012; 78(6): 582-588
DOI: 10.1055/s-0031-1298228
Natural Product Chemistry
Original Papers
© Georg Thieme Verlag KG Stuttgart · New York

Depsidones, Aromatase Inhibitors and Radical Scavenging Agents from the Marine-Derived Fungus Aspergillus unguis CRI282-03

Sanya Sureram1 , 2 , Suthep Wiyakrutta3 , Nattaya Ngamrojanavanich2 , Chulabhorn Mahidol1 , 4 , Somsak Ruchirawat1 , 4 , 5 , Prasat Kittakoop1 , 4 , 5
  • 1Chulabhorn Research Institute, Laksi, Bangkok, Thailand
  • 2Department of Chemistry, Faculty of Science, Chulalongkorn University, Bangkok, Thailand
  • 3Department of Microbiology, Faculty of Science, Mahidol University, Bangkok, Thailand
  • 4Chulabhorn Graduate Institute, Chemical Biology Program, Laksi, Bangkok, Thailand
  • 5Center of Excellence on Environmental Health and Toxicology, CHE, Ministry of Education, Thailand
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Publication History

received Sept. 20, 2011 revised January 3, 2012

accepted January 12, 2012

Publication Date:
03 February 2012 (online)

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Abstract

Three new depsidones (1, 3, and 4), a new diaryl ether (5), and a new natural pyrone (9) (synthetically known), together with three known depsidones, nidulin (6), nornidulin (7), and 2-chlorounguinol (8), were isolated from the marine-derived fungus Aspergillus unguis CRI282-03. Aspergillusidone C (4) showed the most potent aromatase inhibitory activity with the IC50 value of 0.74 µM, while depsidones 1, 3, 6–8 inhibited aromatase with IC50 values of 1.2–11.2 µM. It was found that the structural feature of depsidones, not their corresponding diaryl ether derivatives (e.g. 5), was important for aromatase inhibitory activity. Aspergillusidones A (1) and B (3) showed radical scavenging activity in the XXO assay with IC50 values of 16.0 and < 15.6 µM, respectively. Compounds 1 and 3–7 were mostly inactive or showed only weak cytotoxic activity against HuCCA-1, HepG2, A549, and MOLT-3 cancer cell lines.

Key words

Aspergillus unguis - Trichocomaceae - depsidones - aromatase inhibitor - radical scavenging activity - marine-derived fungi

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References

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Dr. Prasat Kittakoop

Chulabhorn Research Institute

54 Vibhavadi-Rangsit Road

Bangkok 10210

Thailand

Phone: +66 8 69 75 57 77

Fax: +66 25 74 06 22 ext. 15 13

Email: prasat@cri.or.th