Alkyl phenols and derivatives from Tapirira obtusa.
From the bark of Tapiria obtusa, six alkyl phenol derivatives were isolated: 1-hydroxy-3-[(Z)-7'-nonadecenyl]-benzene, 1-hydroxy-3-[(Z)-7'-heptadecenyl]-benzene, 1-hydroxy-3-[14'-phenyltetradecyl]-benzene, and 1-hydroxy-3-[16'-phenyltetradecyl]-benzene, and their possible biogenetic precursors, 1-(16'-phenyl-12'Z-hexadecenyl)-4-Z-cyclohexene-(1S*,3S*)-diol and (4S*,6S*)-dihydroxy-6-(14'Z-nonadecenyl)-2-cyclohexenone. The structures of these compounds were elucidated by chemical and spectroscopic analysis, (4S*,6S*)-Dihydroxy-6-(14'Z-nonadecenyl)-2-cyclohexenone showed cytotoxic activity.
Correia
S D
SD
College of Pharmacy, University of Illinois at Chicago, 60612, USA.
David
J M
JM
David
J P
JP
Chai
H B
HB
Pezzuto
J M
JM
Cordell
G A
GA
D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry* / Q000302:isolation & purification; D018547:Plant Stems / Q000737:chemistry; D019685:Rosales / Q000737:chemistry*; D017550:Spectroscopy, Fourier Transform Infrared; D014197:Trees
D010636:Phenols