PMID: 11314968Apr 21, 2001Paper

Alkyl phenols and derivatives from Tapirira obtusa

Phytochemistry
S D CorreiaG A Cordell

Abstract

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.

References

Apr 1, 1980·Planta medica·F J Evans, R J Schmidt
Jan 1, 1993·Journal of Natural Products·K LikhitwitayawuidN Ruangrungsi
Mar 26, 1998·Journal of Natural Products·J M DavidG A Cordell

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Citations

Jun 16, 2006·Organic Letters·Christophe Hoarau, Thomas R R Pettus
Jun 9, 2005·Natural Product Research·Manuela P CardosoJuceni P David
Mar 12, 2013·Acta Crystallographica. Section E, Structure Reports Online·Paramasivam SugumarMondikalipudur Nanjappa Gounder Ponnuswamy
Jun 1, 2013·Acta Crystallographica. Section E, Structure Reports Online·Liang-Liang FangXin-Ying Zhang
Jan 1, 2009·Acta Crystallographica. Section E, Structure Reports Online·Shifeng ChenJian-Feng Qi
Feb 22, 2012·Acta Crystallographica. Section E, Structure Reports Online·S ParamasivamP T Perumal
Jul 2, 2015·Journal of Natural Products·Alexander L EatonDavid G I Kingston
Dec 2, 2008·Phytochemistry·Vincent RoumyClaude Moulis
Mar 28, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Chang-Wei LiCheng-Bin Cui
May 31, 2017·Journal of Natural Products·Allison LedouxMichel Frédérich
Jul 14, 2020·Natural Product Research·Larissa Kom Ma'magDieudonné Emmanuel Pegnyemb

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