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466-61-5

中文名稱 石松鹼
英文名稱 lycopodine
CAS 466-61-5
分子式 C16H25NO
分子量 247.38
MOL 文件 466-61-5.mol
466-61-5 結(jié)構(gòu)式 466-61-5 結(jié)構(gòu)式

基本信息

中文別名
石松鹼
英文別名
lycopodine
(15R)-15-Methyllycopodan-5-one
1,9-Ethanobenzo[i]quinolizin-14-one, dodecahydro-11-methyl-, (1S,8aR,9S,11R,12aR)-

物理化學(xué)性質(zhì)

熔點(diǎn)114-115°; mp (racemate) 130-131°
比旋光度D -24° (alc)
沸點(diǎn)125 °C(Press: 0.2 Torr)
密度1.18 g/cm3
儲(chǔ)存條件-20°C儲(chǔ)存
溶解度溶于二甲基亞砜
酸度系數(shù)(pKa)9.36±0.40(Predicted)

常見問題列表

生物活性
Lycopodine,一種石松 (Lycopodium clavatumspores) 孢子重要的生物活性成分,通過調(diào)節(jié)難治性前列腺癌細(xì)胞中 5-脂氧合酶 (5-lipoxygenase),極化線粒體膜電位而不調(diào)節(jié) p53 活性來誘導(dǎo)細(xì)胞凋亡。 Lycopodine 通過激活 caspase-3 誘導(dǎo)細(xì)胞凋亡來抑制 HeLa 細(xì)胞的增殖。
靶點(diǎn)

Caspase-3

5-Lipoxygenase

體外研究

Lycopodine (5.22-78.3 μg/mL; 12 hours) has 50% viability at 57.62±0.086 μg/mL and 51.46±1.43 μg/mL for PC3 and LnCaP, respectively.
Treated with Lycopodine (74-222 mM; 12 hours), the apoptotic index is with respect to the gradual increase in doses for the PC3 and LnCaP cells.
Lycopodine (74-222 mM; 12 hours) induces cell cycle arrest at G0/G1 phase in PC3 and LnCaP cells.
Lycopodine (0-200 μg/mL; 48 hours) shows cytotoxicity to HeLa cells in a dose and time dependent manner. However, Lycopodine shows minimal cytotoxic effects in normal peripheral blood mononuclear cells (PBMC) even at the highest dose (200 μg/mL).
Lycopodine (100, 200 μg/mL; 24 hours) increases level of Bax and decreases the mitochondrial cytochrome c. This is followed by an increase in expression of cytochrome c in cytosolic fraction. Lycopodine also cleaves the caspase-3 in the total cell lysate, while the expression of Bcl-2 is down regulated.

Cell Viability Assay

Cell Line: PC3 and LnCaP cells
Concentration: 5.22-78.3 μg/mL
Incubation Time: 12 hours
Result: Reached 50% viability at 57.62±0.086 μg/mL and 51.46±1.43 μg/mL for PC3 and LnCaP, respectively.

Apoptosis Analysis

Cell Line: PC3 and LnCaP cells
Concentration: 74, 148, 222 mM
Incubation Time: 12 hours
Result: The apoptotic index was with respect to the gradual increase in doses.

Cell Cycle Analysis

Cell Line: PC3 and LnCaP cells
Concentration: 74, 148, 222 mM
Incubation Time: 12 hours
Result: Arrested growth of the cells at G0/G1 phase in the case of PC3 and LnCaP cells.

Cell Cytotoxicity Assay

Cell Line: Hela cells and PBMC
Concentration: 0-200 μg/mL
Incubation Time: 48 hours
Result: A linear increase of the cytotoxicity was along with the increase of time of treatment and also of the dose.

Western Blot Analysis

Cell Line: HeLa cells
Concentration: 100, 200 μg/mL
Incubation Time: 24 hours
Result: Increased level of Bax and decreased the mitochondrial cytochrome c.
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