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Merck
CN

SML0772

Sigma-Aldrich

Curvularin

from Penicillium citrinum, ≥98% (HPLC)

别名:

2H-3-Benzoxacyclododecin-2,10(1H)-dione, 4,5,6,7,8,9-hexahydro-11,13-dihydroxy-4-methyl-,(4S)-

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关于此项目

经验公式(希尔记法):
C16H20O5
化学文摘社编号:
分子量:
292.33
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.77
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生物来源

Penicillium citrinum

质量水平

方案

≥98% (HPLC)

表单

powder

溶解性

DMSO: 1 mg/mL

储存温度

−20°C

SMILES字符串

OC1=C(C(CCCCC[C@H](C)O2)=O)C(CC2=O)=CC(O)=C1

InChI

1S/C16H20O5/c1-10-5-3-2-4-6-13(18)16-11(8-15(20)21-10)7-12(17)9-14(16)19/h7,9-10,17,19H,2-6,8H2,1H3/t10-/m0/s1

InChI key

VDUIGYAPSXCJFC-JTQLQIEISA-N

生化/生理作用

S - Curvularin is a macrocyclic lactone with cytotoxic activity. Curvularin inhibits cell division as well as expression of human inducible nitric oxide synthase (iNOS), an enzyme critically involved in pro-inflammatory immune processes. Curvularin anti-inflammatory activity was demonstrated in chronic inflammatory disease models in mice such as Chronic Induced Arthritis (CIA) as well as in human alveolar epithelial A549/8 cells.
Curvularin is a macrocyclic lactone with cytotoxic activity.

制备说明

Soluble in DMSO (1 mg/mL), Chloroform (3 mg/mL) and Dichloromethane (3 mg/mL). Note: Insoluble in water.

其他说明

Store the product sealed at −20 °C. Under these conditions the product is stable for at least 5 years.

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Acute Tox. 4 Oral

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Birgitte Andersen et al.
International journal of food microbiology, 126(1-2), 172-179 (2008-07-05)
Ulocladium, which is phylogenetically related to Alternaria, contains species that are food spoilers and plant pathogens, but also species that have potential as enzyme producers and bio-control agents. Ulocladium spp. are often found on dead vegetation, in soil, air and
Lian Wu Xie et al.
Applied biochemistry and biotechnology, 159(1), 284-293 (2009-04-01)
With the anti-microbial and anti-tumor composite screening model, bioassay-guided fractionation led to the isolation of two structurally related bioactive compounds, curvularin and alphabeta-dehydrocurvularin, from ethyl acetate extract of Eupenicillium sp. associated with marine sponge Axinella sp. Further study on the
Nadine Schmidt et al.
Biochemical pharmacology, 79(5), 722-732 (2009-10-27)
Chondrocytes are important for the development and maintenance of articular cartilage. However, both in osteoarthritis (OA) and rheumatoid arthritis (RA) chondrocytes are involved in the process of cartilage degradation and synthesize important immunomodulatory mediators, including nitric oxide (NO) generated by
Qiren Liang et al.
The Journal of organic chemistry, 72(25), 9846-9849 (2007-11-09)
Concise and efficient total syntheses of 11-alpha-methoxycurvularin and 11-beta-methoxycurvularin were accomplished for the first time. The three-component linchpin coupling and intramolecular acylation reactions were key steps, in which we found the spectral data of 11-alpha-methoxycurvularin and 11-beta-methoxycurvularin, reported in the
Ia I Savchuk et al.
Mikrobiolohichnyi zhurnal (Kiev, Ukraine : 1993), 74(4), 52-56 (2012-10-24)
Silica gel column chromatography (silica gel "L" II kind of activity 100/160 mkm) of the chloroform extract from the cultural filtrate of Penicillium sp. 10-51 gave two fractions (chloroform and chloroform-acetone, 5:1) having biological activity. Recrystallization yielded two compounds. On

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