Macharistol, a new cytotoxic cinnamylphenol from the stems of Machaerium aristulatum.
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.
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Chemistry and Life Sciences, Research Triangle Institute, P.O. Box 12194, Research Triangle Park, North Carolina 27709, USA.
Kim
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NC
Mi
Q
Q
Chai
H
H
Wall
M E
ME
Wani
M C
MC
Navarro
H A
HA
Burgess
J P
JP
Graham
J G
JG
Cabieses
F
F
Tan
G T
GT
Farnsworth
N R
NR
Pezzuto
J M
JM
Kinghorn
A D
AD
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
D000972:Antineoplastic Agents, Phytogenic; D001578:Benzopyrans; D007529:Isoflavones; D010636:Phenols; D036343:Pterocarpans; C442625:macharistol; C007768:formononetin; C047353:medicarpin; D000094162:Phytoalexins; C001449:inermin