In:
Frontiers in Chemistry, Frontiers Media SA, Vol. 9 ( 2021-12-9)
Abstract:
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.
Type of Medium:
Online Resource
ISSN:
2296-2646
DOI:
10.3389/fchem.2021.808870
DOI:
10.3389/fchem.2021.808870.s001
Language:
Unknown
Publisher:
Frontiers Media SA
Publication Date:
2021
detail.hit.zdb_id:
2711776-5
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