TY - JOUR
T1 - Euphopubescenol and euphopubescene, two new jatrophane polyesters, and lathyrane-type diterpenes from Euphorbia pubescens
AU - Valente, Cláudia
AU - Pedro, Madalena M.
AU - Ascenso, José R.
AU - Abreu, Pedro M.
AU - Nascimento, Maria São José
AU - Ferreira, Maria José Umbelino
PY - 2004/3
Y1 - 2004/3
N2 - The structures of euphopubescenol and euphopubescene, two new macrocyclic jatrophane diterpene polyesters, isolated from the whole dried plant of Euphorbia pubescens, were established as 5α,8α,15β-triacetoxy- 3α-benzoyloxy-4α-hydroxy-9,14-dioxo13βH-jatropha-6(17), 11E-diene (1) and 3β,7β,8β,9α,14α,15β- hexaacetoxy-2βH-jatropha-5E,11E-diene (2) by 1D- and 2D-NMR (COSY, HMQC, HMBC and NOESY), IR, EI-MS and EI-FTICR-MS. Two known lathyrane derivatives, jolkinol A (3) and jolkinol A (4), whose 13C-NMR spectra were assigned, were also isolated. Compounds 1-3 have been evaluated for their ability to inhibit the in vitro growth of three human tumour cell lines representing different tumour types, MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and SF-268 (CNS cancer). They inhibited both MCF-7 and NCI-H460 cell lines, with Gl50 values ranging between 40.9 μM and 95.3 μM, but were found to be ineffective as growth inhibitors of the SF-268 cell line.
AB - The structures of euphopubescenol and euphopubescene, two new macrocyclic jatrophane diterpene polyesters, isolated from the whole dried plant of Euphorbia pubescens, were established as 5α,8α,15β-triacetoxy- 3α-benzoyloxy-4α-hydroxy-9,14-dioxo13βH-jatropha-6(17), 11E-diene (1) and 3β,7β,8β,9α,14α,15β- hexaacetoxy-2βH-jatropha-5E,11E-diene (2) by 1D- and 2D-NMR (COSY, HMQC, HMBC and NOESY), IR, EI-MS and EI-FTICR-MS. Two known lathyrane derivatives, jolkinol A (3) and jolkinol A (4), whose 13C-NMR spectra were assigned, were also isolated. Compounds 1-3 have been evaluated for their ability to inhibit the in vitro growth of three human tumour cell lines representing different tumour types, MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer) and SF-268 (CNS cancer). They inhibited both MCF-7 and NCI-H460 cell lines, with Gl50 values ranging between 40.9 μM and 95.3 μM, but were found to be ineffective as growth inhibitors of the SF-268 cell line.
KW - Antitumour activity
KW - Euphorbia pubescens
KW - Euphorbiaceae
KW - Jatrophane diterpenes
UR - http://www.scopus.com/inward/record.url?scp=1842536353&partnerID=8YFLogxK
U2 - 10.1055/s-2004-815542
DO - 10.1055/s-2004-815542
M3 - Article
C2 - 15114502
SN - 0032-0943
VL - 70
SP - 244
EP - 249
JO - Planta Medica
JF - Planta Medica
IS - 3
ER -