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Lobetyolin

Names

[ CAS No. ]:
136085-37-5

[ Name ]:
Lobetyolin

[Synonym ]:
(4E,12E)-1,7-Dihydroxy-4,12-tetradecadiene-8,10-diyn-6-yl β-D-glucopyranoside
(4E,12E)-1,7-Dihydroxytetradeca-4,12-diene-8,10-diyn-6-yl β-D-glucopyranoside
β-D-Glucopyranoside, (7E)-2-hydroxy-1-[(1E)-5-hydroxy-1-penten-1-yl]-7-nonene-3,5-diyn-1-yl
(2R,3R,4S,5S,6R)-2-[(4E,12E)-1,7-dihydroxytetradeca-4,12-dien-8,10-diyn-6-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Biological Activity

[Description]:

Lobetyolin is derived from Codonopsis pilosula and has antioxidative effect.

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Metabolic Disease
Natural Products >> Others

[In Vitro]

Lobetyolin is derived from Codonopsis pilosula and has antioxidative effect. MUC5AC gene expression induced by phorbol 12-myristate 13-acetate (PMA) from NCI-H292 cells is inhibited by pretreatment with Lobetyolin, lobetyol or methyl linoleate. Lobetyolin does not affect PMA-induced MUC5AC production from NCI-H292 cells. The amounts of mucin in the cells of Lobetyolin-treated cultures are 100±25%, 487±33%, 524±38%, 411±24%, and 402±45% for control, 10 ng/mL of PMA alone, PMA plus Lobetyolin 1 μM, PMA plus Lobetyolin 10 μM, and PMA plus Lobetyolin 100 μM, respectively[1].

[Cell Assay]

After 24 hours of serum deprivation, cells are pretreated with Lobetyolin, lobetyol or methyl linoleate (1, 10, and 100 µM), for 30 minutes and then treated with phorbol 12-myristate 13-acetate (PMA; 10 ng/mL) for 24 hours in serum-free RPMI 1640. After 24 hours, the spent media are collected to measure the secretion of MUC5AC protein and cells are lysed with buffer solution containing 20 mM Tris, 0.5% NP-40, 250 mM NaCl, 3 mM EDTA, 3 mM EGTA, and protease inhibitor cocktail and collected to measure the production of MUC5AC protein (in 24-well culture plate)[1].

[References]

[1]. Yoon YP, et al. Effects of Lobetyolin, Lobetyol and Methyl linoleate on Secretion, Production and Gene Expression of MUC5AC Mucin from Airway Epithelial Cells. Tuberc Respir Dis (Seoul). 2014 Nov;77(5):203-8.


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Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
698.5±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C20H28O8

[ Molecular Weight ]:
396.431

[ Flash Point ]:
376.2±31.5 °C

[ Exact Mass ]:
396.178406

[ PSA ]:
139.84000

[ LogP ]:
2.02

[ Vapour Pressure ]:
0.0±5.0 mmHg at 25°C

[ Index of Refraction ]:
1.607

Safety Information

[ Hazard Codes ]:
Xi

[ Safety Phrases ]:
24/25

Related Compounds