A bioactive triterpenoid and vulpinic acid derivatives from the mushroom Scleroderma citrinum

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

doi:10.1055/s-2003-40639

A bioactive triterpenoid and vulpinic acid derivatives from the mushroom Scleroderma citrinum

Author(s)

Kanokmedhakul, Somdej

Kanokmedhakul, Kwanjai

Prajuabsuk, Thirada

Soytong, Kasem

Kongsaeree, Palangpon

Suksamrarn, Apichart

Date Issued

June 1, 2003

Type

Article

DOI

10.1055/s-2003-40639

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.

Citation

Planta Medica, 69(6), 568-571, 2003