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63109-30-8

63109-30-8 structure
63109-30-8 structure
  • Name: INUVISCOLIDE
  • Chemical Name: (3aS,5aS,8R,8aR,9aR)-8-hydroxy-8-methyl-1,5-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,5-b]furan-2-one
  • CAS Number: 63109-30-8
  • Molecular Formula: C15H20O3
  • Molecular Weight: 248.31700
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2016-11-28 14:25:15
  • Modify Date: 2024-04-05 08:01:36
  • Inuviscolide is an apoptosis inducer. Inuviscolide can induce of G2/M arrest in human melanoma cell lines. Inuviscolide exhibits antineoplastic and anti-inflammatory activities[1][2][3].

Name (3aS,5aS,8R,8aR,9aR)-8-hydroxy-8-methyl-1,5-dimethylidene-3a,4,5a,6,7,8a,9,9a-octahydroazuleno[6,5-b]furan-2-one
Synonyms Inuviscolide
(3aR,4aR,5R,7aS,9aS)-5-hydroxy-5-methyl-3,8-dimethylidenedecahydroazuleno[6,5-b]furan-2(3H)-one
Description Inuviscolide is an apoptosis inducer. Inuviscolide can induce of G2/M arrest in human melanoma cell lines. Inuviscolide exhibits antineoplastic and anti-inflammatory activities[1][2][3].
Related Catalog
In Vitro Inuviscolide (9-72 μM; 24 h) 抑制 SK-28,624 和 1363 黑色素瘤细胞的增殖,IC50 值分别为 37,41.1 和 39 μM[2]。 Inuviscolide (36-54 μM; 4-24 h) 导致 SK-28 细胞在 G2/M 期发生剂量依赖性积累[2]。 Inuviscolide (72 μM; 48 h) 导致约 70% 的 SK-28 细胞表现出早期凋亡标志物[2]。 Inuviscolide 在 100 μM 时抑制人白细胞弹性蛋白酶的释放 51%[1]。 Inuviscolide 抑制蜂毒分泌的 PLA2 (sPLA2),IC50 值为 80.5 μM[1]。 Inuviscolide 在 50 μM 时抑制 COX-1 (40%),而它对诱导型 COX-2 没有活性[1]。 Cell Proliferation Assay[2] Cell Line: SK-28, 624 and 1363 melanoma cells Concentration: 9-72 μM Incubation Time: 24 hours Result: Resulted in a dose-dependent inhibition of cellular proliferation, with no significant changes between the three cell lines.
In Vivo Inuviscolide 减少了反复应用 12-O-tetradecanoylphorbol 13-acetate 诱导的皮炎小鼠皮肤白细胞浸润[1]。
References

[1]. Máñez S, et, al. Inhibition of pro-inflammatory enzymes by inuviscolide, a sesquiterpene lactone from Inula viscosa. Fitoterapia. 2007 Jun;78(4):329-31.  

[2]. Rozenblat S, et, al. Induction of G2/M arrest and apoptosis by sesquiterpene lactones in human melanoma cell lines. Biochem Pharmacol. 2008 Jan 15;75(2):369-82.  

[3]. Hernández V, et, al. A mechanistic approach to the in vivo anti-inflammatory activity of sesquiterpenoid compounds isolated from Inula viscosa. Planta Med. 2001 Nov;67(8):726-31.  

Molecular Formula C15H20O3
Molecular Weight 248.31700
Exact Mass 248.14100
PSA 46.53000
LogP 2.21140