Discovery of Undescribed Monoterpenoid Polyprenylated Acylphloroglucinols with Immunosuppressive Activities from Hypericum longistylum
Acylphlorostylums A–G (1–7), seven undescribed monoterpenoid polyprenylated acylphloroglucinols, were isolated and identified from Hypericum longistylum. Significantly, acylphlorostylums A and B were the first monoterpenoid polyprenylated acylphloroglucinols possessing a dodecahydro-1H-benzo [b]cycl...
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Published in | Phytochemistry (Oxford) Vol. 198; p. 113173 |
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Main Authors | , , , , , , , , , , |
Format | Journal Article |
Language | English |
Published |
OXFORD
Elsevier Ltd
01.06.2022
Elsevier |
Subjects | |
Online Access | Get full text |
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Summary: | Acylphlorostylums A–G (1–7), seven undescribed monoterpenoid polyprenylated acylphloroglucinols, were isolated and identified from Hypericum longistylum. Significantly, acylphlorostylums A and B were the first monoterpenoid polyprenylated acylphloroglucinols possessing a dodecahydro-1H-benzo [b]cyclopenta [e]oxepine moiety bearing a 6/7/5 fused tricyclic ring system that assembled by the attack from 4-OH to C-13. In addition, acylphlorostylums A–G exhibited moderate in vitro immunosuppressive activity in anti-CD3/anti-CD28 monoclonal antibodies, lipopolysaccharide and concanavalin A-induced murine splenocyte proliferation, with IC50 values ranging from 1.51 ± 0.12 to 18.49 ± 1.67 μM, underscoring those isolates as novel chemical templates in the development of novel immunosuppressors.
Seven undescribed monoterpenoid polyprenylated acylphloroglucinols with in vitro immunosuppressive activity. [Display omitted]
•Seven undescribed monoterpenoid polyprenylated acylphloroglucinols were isolated.•Acylphlorostylums A and B bear a notable 6/7/5 tricyclic ring system.•Acylphlorostylums A–G exhibited in vitro immunosuppressive activity. |
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Bibliography: | ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 0031-9422 1873-3700 |
DOI: | 10.1016/j.phytochem.2022.113173 |