Potential cancer chemopreventive agents from Arbutus unedo

• Published in: Natural product research Vol. 20; no. 4; pp. 327 - 334
• Main Authors: Carcache-Blanco, Esperanza J., Cuendet, Muriel, Park‡, Eun Jung, Su§, Bao-Ning, Rivero-Cruz, J. Fausto, Farnsworth, Norman R., Pezzuto¶, John M., Douglas Kinghorn§, A.
• Format: Journal Article
• Language: English
• Published: England Taylor & Francis Group 01.04.2006
• Subjects: 7β-Hydroxystigmast-4-en-3-one; Animals; Antineoplastic Agents, Phytogenic - chemistry; Antineoplastic Agents, Phytogenic - isolation & purification; Antineoplastic Agents, Phytogenic - pharmacology; Arbutus unedo; Cell Line, Tumor; Cyclooxygenase 2 Inhibitors - chemistry; Cyclooxygenase 2 Inhibitors - isolation & purification; Cyclooxygenase 2 Inhibitors - pharmacology; Cyclooxygenase-2 inhibition assay; Ericaceae - chemistry; Inhibitory Concentration 50; JB6 cell transformation assay; Mice; Models, Molecular; Molecular Structure; Pentacyclic triterpenes; Plant Extracts - chemistry; Plant Extracts - pharmacology; Pomolic acid 3-acetate; Sterols
• ISSN: 1478-6419; 1478-6427
• DOI: 10.1080/14786410500161205

A phytochemical study of the petroleum ether and ethyl acetate extracts of the entire plant of Arbutus unedo led to the isolation of a new sterol, 7β-hydroxystigmast-4-en-3-one (1), and nine known compounds of the flavan, steroid, and terpenoid types. The structure of 1 was determined by spectroscopic data interpretation in combination with molecular modeling calculations. The absolute stereochemistry of C-7 was assigned as S for compound 1 based on the obtained CD spectral data. Activity in the JB6 cell transformation assay was found for pomolic acid 3-acetate (4). All isolates obtained were evaluated in a cyclooxygenase-2 (COX-2) inhibition assay.