Details

Autor(en) / Beteiligte

• Shi, Qiangqiang
• Huang, Yanjie
• Su, Haiguo
• Gao, Ya
• Peng, Xingrong
• Zhou, Lin
• Li, Xiaonian
• Qiu, Minghua

Titel

C28 steroids from the fruiting bodies of Ganoderma resinaceum with potential anti-inflammatory activity

Ist Teil von

• Phytochemistry (Oxford), 2019-12, Vol.168, p.112109-112109, Article 112109

Ort / Verlag

Elsevier Ltd

Erscheinungsjahr

2019

Link zum Volltext

Quelle

Elsevier ScienceDirect Journals Complete

Beschreibungen/Notizen

• Eight undescribed ergostane-type steroids, (22E,24R)-ergosta-7,22-dien-3β,5α-diol- 6,5-olide, (22E,24R)-ergosta-7,9(11),22-trien-3β,5β,6β-triol, (22E,24R)-6β-methoxy ergosta-7,9(11),22-trien-3β,5α,14β-triol, (22E,24R)-9α,15α-dihydroxyergosta-4,6,8 (14),22-tetraen-3-one, (22E,24R)-ergosta-5,8,22-trien-3β,11α-dihydroxyl-7-one, (22E,24R)-ergosta-4,7,22-trien-3β,9α,14β-trihydroxyl-6-one, (22E,24R)-ergosta-7,22- dien-3β,9α,14β-trihydroxyl-6-one, and (22E,24R)-6β-methoxyergosta-7,22-dien-3β, 5α,9α,14β-tetraol, and twenty-one known analogues were isolated from the fruiting bodies of Ganoderma resinaceum Boud. Their chemical structures were determined on the basis of comprehensive spectroscopic analysis and X-ray crystal diffraction, as well as empirical pyridine-induced deshielding effects. Furthermore, selected compounds were evaluated for their inhibitory effects on macrophage activation using an inhibition of nitric oxide production assay. Finally, (22E,24R)-ergosta-5,8,22- trien-3β,11α-dihydroxyl-7-one, (22E,24R)-ergosta-4,7,22-trien-3β,9α,14β-tri hydroxyl-6-one, (22E,24R)-6β-methoxyergosta-7,22-dien-3β,5α,9α,14β-tetraol, (22E,24R)-ergosta-6,9,22-trien-3β,5α,8α-triol,ergost-6,22-dien-3β,5α,8α-triol, 5α,6α-epoxy-(22E,24R)-ergosta-8,22-diene-3β,7α-diol, 5α,6α-epoxy-(22E,24R)- ergosta-8(14),22-diene-3β,7α-diol, 5α,6α-epoxy-(22E,24R)-ergosta-8(14),22-diene-3β, 7β-diol, and 22E-7α-methoxy-5α,6α-epoxyergosta-8(14),22-dien-3β-ol showed inhibitory effects on NO production with IC50 values ranging from 3.24 ± 0.02 to 35.19 ± 0.41 μM compared with L-NMMA (IC50 49.86 ± 2.13 μM), indicating that they have potential anti-inflammatory activity. [Display omitted] •Twenty-nine ergostane-type steroids were isolated from the fruiting bodies of Ganoderma resinaceum, including eight undescribed ones.•One undescribed steroid possessed a rare seven-membered lactone ring B.•The structures of the undescribed compounds were determined by NMR, X-ray, and empirical rule.•Some Compounds showed inhibitory effects on NO production with IC50 values ranging from 3.24 ± 0.02 to 35.19 ± 0.41 μM.