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118974-02-0

中文名稱 煙曲霉毒素c
英文名稱 FUMITREMORGIN C
CAS 118974-02-0
分子式 C22H25N3O3
分子量 379.45
MOL 文件 118974-02-0.mol
118974-02-0 結(jié)構(gòu)式 118974-02-0 結(jié)構(gòu)式

基本信息

中文別名
煙曲酶毒素C
煙曲霉毒素C
煙曲霉震顫素C
煙曲霉素C, 來源于煙曲霉菌
英文別名
12α-Fumitremorgin C
12alpha-Fumitremorgin C
FuMitreMorgin CFuMitreMorg
Fumitremorgin C, from Aspergillus fumigatus
Fumitremorgin C, 98%, from Aspergillus fumigatus
Fumitremorgin C, Aspergillus. fumigatus - CAS 118974-02-0 - Calbiochem
(5aS,12S,14aS)-1,2,3,5a,6,11,12,14a-Octahydro-9-methoxy-12-(2-methyl-1-propen-1-yl)-5H,14H-pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione
5H,14H-Pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,14-dione,1,2,3,5a,6,11,12,14a-octahydro-9-methoxy-12-(2-methyl-1-propen-1-yl)-,(5aS,12S,14aS)-
所屬類別
天然產(chǎn)物:生物堿

物理化學(xué)性質(zhì)

熔點259.5-260.5℃
沸點642.9±55.0 °C(Predicted)
密度1.34±0.1 g/cm3(Predicted)
儲存條件2-8°C
儲存條件2-8°C
溶解度acetonitrile: 5 mg/mL, soluble
溶解度乙腈:可溶5 mg/mL
酸度系數(shù)(pKa)17.16±0.40(Predicted)
形態(tài)solid
顏色白色至淺棕色

安全數(shù)據(jù)

安全說明22-24/25
WGK Germany3
WGK Germany3
海關(guān)編碼2941900000

常見問題列表

背景
煙曲霉毒素是由串珠鐮刀菌(Fusarium moniliforme)產(chǎn)生,通常在霉變的玉米中發(fā)現(xiàn),真菌毒素。煙曲霉毒素發(fā)現(xiàn)較晚,最早于1988年報告,最常見的是煙曲霉毒素B、煙曲霉毒素C。
生物活性
Fumitremorgin C是有效,選擇性的ABCG2/BRCP抑制劑。
體外研究

Multidrug resistance (MDR) is a major problem in cancer chemotherapy. Fumitremorgin C is extremely effective in reversing resistance to mitoxantrone, doxorubicin, and topotecan in multidrug-selected cell lines. In MCF-7/mtxR (a mitoxantroneselected cell line), fumitremorgin C reverses mitoxantrone resistance (114-fold) and doxorubicin resistance (3-fold). Fumitremorgin C (5/AM)significantly potentiates the toxicity of mitoxantrone (93-fold), doxorubicin (26-fold), and topotecan (24-fold) in S1M1-3.2 cells. Reversal of resistance is associated with an increase in drug accumulation. Fumitremorgin C does not reverse drug resistance in cells with elevated expression of Pgp or MRP. Fumitremorgin C almost completely reverses resistance mediated by BCRP in vitro and is a pharmacological probe for the expression and molecular action of this transporter. Fumitremorgin C also enhances the toxicity of mitoxantrone and topotecan in vector-transfected MCF-7 cells (2.5–5.6 fold). It reduces the IC 50 of topotecan in BCRP-overexpressing cells below that observed in the untreated vector-transfected cells. .

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