Five new sesquiterpenes, neurolobatin
A (1), neurolobatin
B (2), 5β-hydroxy-8β-isovaleroyloxy-9α-hydroxycalyculatolide
(3), 3-epi-desacetylisovaleroylheliangine
(4), and 3β-acetoxy-8β-isovaleroyloxyreynosin
(5), were isolated from the aerial parts of Neurolaena lobata. The structures were established
by means of a combined spectroscopic data analysis, including ESIMS,
APCI-MS, and 1D- and 2D-NMR techniques. Neurolobatin A (1) and B (2) are unusual isomeric seco-germacranolide sesquiterpenes with a bicyclic acetal moiety, compounds 3 and 4 are unsaturated epoxy-germacranolide
esters, and compound 5 is the first eudesmanolide isolated
from the genus Neurolaena. The isolated compounds
(1–5) were shown to have noteworthy
antiproliferative activities against human tumor cell lines (A2780,
A431, HeLa, and MCF7). The anti-inflammatory effects of 1–5, evaluated in vitro using LPS- and TNF-α-induced
IL-8 expression inhibitory assays, revealed that all these compounds
strongly down-regulated the LPS-induced production of IL-8 protein,
with neurolobatin B (2) and 3-epi-desacetylisovaleroylheliangine
(4) being the most effective.