| Identification | Back Directory | [Name]
6,8-Dihydroxy-7-methoxy-3-methyl-1H-2-benzopyran-1-one | [CAS]
26246-41-3 | [Synonyms]
K 251-1
Reticulol
Nsc 294978
6,8-Dihydroxy-7-methoxy-3-methylisocoumarin
6,8-Dihydroxy-7-methoxy-3-methyl-1H-2-benzopyran-1-one
1H-2-Benzopyran-1-one, 6,8-dihydroxy-7-methoxy-3-methyl- | [Molecular Formula]
C11H10O5 | [MOL File]
26246-41-3.mol | [Molecular Weight]
222.19 |
| Chemical Properties | Back Directory | [Melting point ]
193-193.5℃ | [Boiling point ]
473.2±45.0 °C(Predicted) | [density ]
1.424±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in DMSO | [form ]
A powder | [pka]
7.19±0.20(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Description]
Reticulol is an isocoumarin derivative produced by certain species of Streptomyces that inhibits cAMP phosphodiesterase (IC50 = 41 μM). It also inhibits DNA topoisomerase I when used at a concentration of 45 μM in B16F10 melanoma cells. Reticulol has antifungal activity against T. mentagrophyes with a MIC of 1.8 μM. It is cytotoxic against A427 human lung and B16F10 mouse melanoma cells at concentrations of 25 and 200 μM, respectively, and inhibits lung metastasis in mice. | [Uses]
Reticulol is an isocoumarin metabolite produced by selected species of Streptomyces. Reticulol was first described as a potent inhibitor of cyclic nucleotide phosphodiesterase but more recent research has demonstrated a topoisomerase I inactivation mechanism. Reticulol also causes dose dependent inhibition of lung metastasis in the B16F10 melanoma model. | [Uses]
Reticulol is an isocoumarin metabolite shown to inactivate topoisomerase I. | [in vivo]
Reticulol (10 mg/kg, 50 mg/kg; iv; day 3 and day 5 after tumor implanted) inhibits tumor growth in mice bearing B16F10 melanoma, and shows lung metastasis-blocking effect[1]. | Animal Model: | Pathogen-free female C57BL/6J mice[1] | | Dosage: | 10 mg/kg, 50 mg/kg | | Administration: | IV via the tail vein; day 3 and day 5 after tumor implanted | | Result: | Inhibited tumor growth.
|
| [storage]
Store at -20°C | [References]
[1] L A MITSCHER W M W W Andres. Reticulol, a new metabolic isocoumarin.[J]. Experientia, 1964, 20 5: 258-259. DOI: 10.1007/bf02151790
[2] Y FURUTANI. Reticulol, an inhibitor of cyclic adenosine 3’, 5’-monophosphate phosphodiesterase.[J]. Journal of Antibiotics, 1975, 28 7: 558-560. DOI: 10.7164/antibiotics.28.558
[3] DAE-SEOG LIM. Topoisomerase I inactivation by reticulol and its in vivo cytotoxicity against B16F10 melanoma.[J]. Chemotherapy, 2003, 49 5: 257-263. DOI: 10.1159/000072451
[4] DAE-SEOG LIM. Antitumor efficacy of reticulol from Streptoverticillium against the lung metastasis model B16F10 melanoma. Lung metastasis inhibition by growth inhibition of melanoma.[J]. Chemotherapy, 2003, 49 3: 146-153. DOI: 10.1159/000070621 |
|
| Company Name: |
Lynnchem
|
| Tel: |
86-(0)29-85992781 17792393971 |
| Website: |
http://www.lynnchem.com/ |
| Company Name: |
Novachemistry
|
| Tel: |
44-20819178-90 02081917890 |
| Website: |
https://www.novachemistry.com/ |
| Company Name: |
Energy Chemical
|
| Tel: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
|