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Lepidiline C Sale

目录号 : GC66012

Lepidiline C 对HL-60细胞显示出细胞毒活性,IC50值为 27.7 μM.

Lepidiline C Chemical Structure

Cas No.:2750933-59-4

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10mg
¥4,320.00
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25mg
¥8,550.00
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50mg
¥13,050.00
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Sample solution is provided at 25 µL, 10mM.

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产品描述

Lepidiline C shows cytotoxic activity against HL-60 cells with an IC50 of 27.7 μM.

Chemical Properties

Cas No. 2750933-59-4 SDF Download SDF
分子式 C20H23ClN2O 分子量 342.86
溶解度 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 2.9166 mL 14.5832 mL 29.1664 mL
5 mM 0.5833 mL 2.9166 mL 5.8333 mL
10 mM 0.2917 mL 1.4583 mL 2.9166 mL
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Research Update

Synthesis and Cytotoxic Activity of Lepidilines A-D: Comparison with Some 4,5-Diphenyl Analogues and Related Imidazole-2-thiones

J Nat Prod 2021 Dec 24;84(12):3071-3079.PMID:34808062DOI:10.1021/acs.jnatprod.1c00797.

A straightforward access to 2-unsubstituted imidazole N-oxides with subsequent deoxygenation by treatment with Raney-nickel followed by N-benzylation opens up a convenient route to lepidilines A and C. Both imidazolium salts were used to generate in situ the corresponding imidazol-2-ylidenes, which smoothly reacted with elemental sulfur, yielding imidazole-2-thiones. These reactions were performed either under classical conditions in pyridine solutions or mechanochemically using solid Cs2CO3 as a base. The structure of Lepidiline C was unambiguously confirmed by X-ray analysis of its hexafluorophosphate. An analogous protocol toward lepidilines B and D and their 4,5-diphenyl analogues is less efficient due to observed instability of the key precursors, i.e., the respective 2-methylimidazole N-oxides. Comparison of cytotoxic activity against HL-60 and MCF-7 cell lines of all lepidilines, as well as their selected structural analogues (e.g., 4,5-diphenyl derivatives and PF6 salts), revealed slightly more potent activity of the 2-methylated series, irrespectively of the type of counterion present in the imidazolium salt. Remarkably, the well-known 1,3-diadamantylimidazolium bromide (the "Arduengo salt"), known as the precursor of the first, shelf-stable NHC representative, and its adamantyloxy analogue displayed the most significant cytotoxic activity in the studied series.