Rare Chlorinated C19 Steroids Hocarnoids A and B from Hoya carnosa: Isolation, Semisynthesis, and Anti-inflammation DOI
Yang Mi, Yuhao Ren, Minghao Yin

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 20, 2025

Steroids have consistently drawn scientific attention due to their diverse structures and exceptional pharmacological activities. However, halogenated natural steroids remain relatively rare, especially for those derived from plants. In this study, two chlorinated C19 hocarnoids A (1) B (2) were identified the folk medicinal plant Hoya carnosa, representing first examples of C-16 steroids. Semisynthesis compounds 1 2 was completed in 4 5 linear steps with 28.2% 25.3% overall yields through a modified approach, corroborating further structures. total collection 11 steroids, including intermediates obtained during synthesis, evaluated anti-inflammatory activity against lipopolysaccharide (LPS)-induced inflammation-related RAW 264.7 macrophages. Among them, product hocarnoid displayed strongest an IC50 value 3.62 ± 0.08 μM, which also attenuated mRNA levels proinflammatory cytokines IL-1β, IL-6, IL-10, TNF-α.

Language: Английский

Rare Chlorinated C19 Steroids Hocarnoids A and B from Hoya carnosa: Isolation, Semisynthesis, and Anti-inflammation DOI
Yang Mi, Yuhao Ren, Minghao Yin

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 20, 2025

Steroids have consistently drawn scientific attention due to their diverse structures and exceptional pharmacological activities. However, halogenated natural steroids remain relatively rare, especially for those derived from plants. In this study, two chlorinated C19 hocarnoids A (1) B (2) were identified the folk medicinal plant Hoya carnosa, representing first examples of C-16 steroids. Semisynthesis compounds 1 2 was completed in 4 5 linear steps with 28.2% 25.3% overall yields through a modified approach, corroborating further structures. total collection 11 steroids, including intermediates obtained during synthesis, evaluated anti-inflammatory activity against lipopolysaccharide (LPS)-induced inflammation-related RAW 264.7 macrophages. Among them, product hocarnoid displayed strongest an IC50 value 3.62 ± 0.08 μM, which also attenuated mRNA levels proinflammatory cytokines IL-1β, IL-6, IL-10, TNF-α.

Language: Английский

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