A bioactive triterpenoid and vulpinic acid derivatives from the mushroom Scleroderma citrinum.
A new lanostane-type triterpenoid, (20 S,22 S,23 E)-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.
Kanokmedhakul
Somdej
S
Department of Chemistry, Faculty of Science, Khon Kaen University, Khon Kaen, Thailand. somdej@kku.ac.th
Kanokmedhakul
Kwanjai
K
Prajuabsuk
Thirada
T
Soytong
Kasem
K
Kongsaeree
Palangpon
P
Suksamrarn
Apichart
A
D000972:Antineoplastic Agents, Phytogenic / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D000995:Antitubercular Agents / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D000998:Antiviral Agents / Q000008:administration & dosage / Q000494:pharmacology / Q000627:therapeutic use; D001487:Basidiomycota; D005663:Furans / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D018259:Herpesvirus 1, Human / Q000187:drug effects*; D006801:Humans; D020128:Inhibitory Concentration 50; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D010648:Phenylacetates / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D008517:Phytotherapy; D010936:Plant Extracts / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D014315:Triterpenes / Q000008:administration & dosage / Q000494:pharmacology* / Q000627:therapeutic use; D014407:Tumor Cells, Cultured / Q000187:drug effects
D000972:Antineoplastic Agents, Phytogenic; D000995:Antitubercular Agents; D000998:Antiviral Agents; D005663:Furans; D010648:Phenylacetates; D010936:Plant Extracts; D014315:Triterpenes; C077134:vulpinic acid