Bioactive friedolanostanes and 11(10 leads to 8)-abeolanostanes from the bark of Garcinia speciosa

• Published in: Journal of natural products (Washington, D.C.) D.C.), 2004-12, Vol.67 (12), p.2043-2047
• Main Authors: Vieira, L.M.M, Kijjoa, A, Wilairat, R, Nascimento, M.S.J, Gales, L, Damas, A.M, Silva, A.M.S, Mondranondra, I.O, Herz, W
• Format: Article
• Language: English
• Subjects: Apoptosis - drug effects; Biological and medical sciences; Crystallography, X-Ray; Drug Screening Assays, Antitumor; General pharmacology; Humans; Lanosterol - analogs & derivatives; Lanosterol - chemistry; Lanosterol - isolation & purification; Lanosterol - pharmacology; Medical sciences; Molecular Conformation; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plant Bark - chemistry; Triterpenes - chemistry; Triterpenes - isolation & purification; Triterpenes - pharmacology; Tumor Cells, Cultured
• ISSN: 0163-3864; 1520-6025
• DOI: 10.1021/np049773h

A new friedolanostane, 7, and three triterpenes, 8, 9a, and 10, possessing the new 11(10-->8)-abeolanostane carbon skeleton were isolated from the bark of Garcinia speciosa. Structures were elucidated by spectroscopic and spectrometric studies and the structure of 8 by X-ray crystallographic analysis, thus forcing structure revision of a triterpene from the same source previously assumed to be a friedolanostane. These and several friedo- and lanostanes earlier isolated from the same source were evaluated for cytotoxicity against three human cell lines. Most were moderately active, with three friedolanostanes effective in inducing apoptosis in the MCF-7 cell line.