np7b00163_si_001.pdf (12.22 MB)
Structurally Diverse Diterpenoids from Isodon scoparius and Their Bioactivity
journal contribution
posted on 2017-06-27, 15:23 authored by Hua-Yi Jiang, Wei-Guang Wang, Jian-Wei Tang, Miao Liu, Xing-Ren Li, Kun Hu, Xue Du, Xiao-Nian Li, Hong-Bin Zhang, Jian-Xin Pu, Han-Dong SunFourteen new diterpenoids (1–14) based on four skeletal types and
two known analogues (15 and 16) were isolated
from the aerial parts of Isodon scoparius. Compound 2 is the first ent-kaurane diterpenoid featuring
a 1,11-ether bridge, and
the structures of these new compounds were established mainly by NMR
and MS methods. The absolute configurations of 1 and 5 and the relative configuration of 3 were determined
using single-crystal X-ray diffraction. The absolute configuration
of 14 was determined by comparison of the experimental
and calculated electronic circular dichroism spectra. Compounds 1, 4, and 15 were active against
five human tumor cell lines (HL-60, SMMC-7721, A-549, MCF-7, and SW-480),
and they also inhibited NO production in LPS-stimulated RAW264.7 cells,
with IC50 values of 1.0, 3.1, and 1.8 μM, respectively.