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One new 3,4- seco -17,13-friedo-lanostane triterpenoid heilaohuacid A ( 1 ), one new 3,4- seco -17,14-friedo-lanostane triterpenoid heilaohuacid B ( 2 ), five new 3,4 -seco -lanostane triterpenoids heilaohuacids C-D ( 3–4 ) and heilaohumethylesters A-C ( 7–9 ), one new 3,4- seco -cycloartane triterpenoid heilaohuacid E ( 5 ), and one new  intact -lanostane triterpenoid heilaohuacid F ( 6 ), together with twenty-two known analogues ( 10–31 ), were isolated from heilaohu. Their structures were determined using HR-ESI-MS data, 1D and 2D NMR spectra,  13 C NMR calculations, and electronic circular dichroism (ECD) calculations. Heilaohuacids A and B ( 1  and  2 ) contain a 3,4- seco  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  4  and  31  significantly inhibited the release level of IL-6 with IC 50  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  in vitro  with IC 50  values of 7.52, 8.85, and 7.97 μM, respectively.

frontiers in chemistry

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