Triterpenoids From With Their Anti-inflammatory and Inhibited Proliferation of Rheumatoid Arthritis-Fibroblastoid Synovial Cells Activities.

One new 3,4--17,13-friedo-lanostane triterpenoid heilaohuacid A (), one new 3,4--17,14-friedo-lanostane triterpenoid heilaohuacid B (), five new 3,4-lanostane triterpenoids heilaohuacids C-D () and heilaohumethylesters A-C (), one new 3,4--cycloartane triterpenoid heilaohuacid E (), and one new -lanostane triterpenoid heilaohuacid F (), together with twenty-two known analogues (), were isolated from heilaohu. Their structures were determined using HR-ESI-MS data, 1D and 2D NMR spectra, C NMR calculations, and electronic circular dichroism (ECD) calculations. Heilaohuacids A and B ( and ) contain a 3,4- ring A and unprecedented migration of Me-18 from C-13 to C-17 or C-14 to C-18. This type of lanostane triterpenoid derivatives was rarely reported so far. More importantly, all compounds against inflammatory cytokines IL-6 and TNF-α levels on LPS-induced RAW 264.7 macrophages were evaluated, and compounds and significantly inhibited the release level of IL-6 with IC values of 8.15 and 9.86 μM, respectively. Meanwhile, compounds 17, 18, and 31 significantly inhibited proliferation of rheumatoid arthritis-fibroblastoid synovial (RA-FLS) cells with IC values of 7.52, 8.85, and 7.97 μM, respectively.