A Bioactive Triterpenoid and Vulpinic Acid Derivatives from the Mushroom Scleroderma citrinum

Somdej Kanokmedhakul; Kwanjai Kanokmedhakul; Thirada Prajuabsuk; Kasem Soytong; Palangpon Kongsaeree; Apichart Suksamrarn

doi:10.1055/s-2003-40639

Planta Med 2003; 69(6): 568-571
DOI: 10.1055/s-2003-40639

Letter

A Bioactive Triterpenoid and Vulpinic Acid Derivatives from the Mushroom Scleroderma citrinum

Somdej Kanokmedhakul¹ , Kwanjai Kanokmedhakul¹ , Thirada Prajuabsuk¹ , Kasem Soytong² , Palangpon Kongsaeree³ , Apichart Suksamrarn⁴

¹Department of Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen, Thailand
²Department of Plant Pest Management, Faculty of Agricultural Technology, King Mongkut’s Institute of Technology Ladkrabang, Bangkok, Thailand
³Department of Chemistry, Faculty of Science, Mahidol University, Bangkok, Thailand
⁴Department of Chemistry, Faculty of Science, Ramkhamhaeng University, Bangkok, Thailand

Abstract

A new lanostane-type triterpenoid, (20S,22S,23E)-22-O-acetyl-25-hydroxylanosta-8,23(E)-dien-3-one (1), isolated as a new natural product for the first time, methyl 4,4′-dimethoxyvulpinate (2), together with the known compound 4,4′-dimethoxyvulpinic acid (3) were isolated from the mushroom Scleroderma citrinum. Their structures were determined using spectroscopic and chemical methods, and an X-ray analysis was performed to confirm structure of 1. Compound 1 exhibited significant antiviral activity against Herpes simplex type 1. Compound 3 and two of its derivatives, the dibromo derivative 5 and acetate derivative 6, exhibited activity towards Mycobacterium tuberculosis. In addition, 5 and 6 also showed cytotoxicity against the NCI-H187 cell line.

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Asst. Prof. Dr. Somdej Kanokmedhakul

Department of Chemistry

Faculty of Science

Khon Kaen University

Khon Kaen 40002

Thailand

Email: somdej@kku.ac.th

Fax: +66-043-243338