title: Macharistol, a new cytotoxic cinnamylphenol from the stems of Machaerium aristulatum.
abstract: A new cinnamylphenol, macharistol (1), along with a known pterocarpan, (+)-medicarpin (2), were isolated as cytotoxic constituents from the stems of Machaerium aristulatum. In addition, a known pterocarpan, (+)-maackiain (3), and a known isoflavone, formononetin (4), were identified as inactive constituents. Compound 1 was evaluated in the in vivo hollow fiber assay with KB, Col-2, and hTERT-RPE1 cells and found to be inactive at the highest dose (25 mg/kg body weight) tested.
authors.affiliation: Chemistry and Life Sciences, Research Triangle Institute, P.O. Box 12194, Research Triangle Park, North Carolina 27709, USA.
authors.forename: E K
authors.initials: EK
authors.lastname: Seo
authors.forename: N C
authors.initials: NC
authors.lastname: Kim
authors.forename: Q
authors.initials: Q
authors.lastname: Mi
authors.forename: H
authors.initials: H
authors.lastname: Chai
authors.forename: M E
authors.initials: ME
authors.lastname: Wall
authors.forename: M C
authors.initials: MC
authors.lastname: Wani
authors.forename: H A
authors.initials: HA
authors.lastname: Navarro
authors.forename: J P
authors.initials: JP
authors.lastname: Burgess
authors.forename: J G
authors.initials: JG
authors.lastname: Graham
authors.forename: F
authors.initials: F
authors.lastname: Cabieses
authors.forename: G T
authors.initials: GT
authors.lastname: Tan
authors.forename: N R
authors.initials: NR
authors.lastname: Farnsworth
authors.forename: J M
authors.initials: JM
authors.lastname: Pezzuto
authors.forename: A D
authors.initials: AD
authors.lastname: Kinghorn
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D007887:Fabaceae / Q000737:chemistry*; D006801:Humans; D007529:Isoflavones / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D015394:Molecular Structure; D009303:Nasopharyngeal Neoplasms; D019906:Nuclear Magnetic Resonance, Biomolecular; D010636:Phenols / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D018547:Plant Stems / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry; D036343:Pterocarpans; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured / Q000187:drug effects / Q000201:enzymology; D000094162:Phytoalexins
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D001578:Benzopyrans; D007529:Isoflavones; D010636:Phenols; D036343:Pterocarpans; C442625:macharistol; C007768:formononetin; C047353:medicarpin; D000094162:Phytoalexins; C001449:inermin