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Merck
모든 사진(1)

주요 문서

SMB01003

Sigma-Aldrich

Cyclopenin

≥90% (LC/MS-ELSD)

동의어(들):

(-)-Cyclopenin, (-)-Cyclopenine, 4-methyl-3′-phenylspiro[1H-1,4-benzodiazepine-3,2′-oxirane]-2,5-dione

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About This Item

실험식(Hill 표기법):
C17H14N2O3
CAS Number:
Molecular Weight:
294.30
UNSPSC 코드:
12352205
NACRES:
NA.25

생물학적 소스

plant

분석

≥90% (LC/MS-ELSD)

양식

solid

분자량

294.3

solubility

water: slightly soluble

응용 분야

metabolomics
vitamins, nutraceuticals, and natural products

저장 온도

−20°C

SMILES string

N1(C3(OC3c4ccccc4)C(=O)Nc2c(cccc2)C1=O)C

InChI

1S/C17H14N2O3/c1-19-15(20)12-9-5-6-10-13(12)18-16(21)17(19)14(22-17)11-7-3-2-4-8-11/h2-10,14H,1H3,(H,18,21)

InChI key

APLKWZASYUZSBL-UHFFFAOYSA-N

일반 설명

Cyclopenin, a benzodiazepine alkaloid, is a natural product commonly available from strains of Penicillum cyclopium, Penicillium aurantiogriseum and Penicillum corymbiferum. Existing research suggests that this Penicillium metabolite exerts various biological activities, including antibacterial, antiviral, antitumor, anti-inflammatory, and neuroprotective properties.

애플리케이션

It is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.

생화학적/생리학적 작용

According to existing research, Cyclopenin displays selective inhibition against acetylcholinesterase (AChE). Furthermore, it demonstrates anti-inflammatory properties by inhibiting nitric oxide production, NF-κB activation, and the expression of inflammatory factors such as IL-1β, IL-6, and iNOS in brain macrophages. In an Alzheimer′s disease model, Cyclopenin exhibited the ability to rescue learning deficits induced by amyloid-β42 overexpression in flies, indicating its potential as an anti-inflammatory agent for neurodegenerative diseases. Isolated from Penicillium polonicum MCCC3A00951, Cyclopenin displayed potent inhibition of influenza neuraminidase (NA) with an IC50 value of 5.02μM, suggesting its potential as a candidate for anti-influenza NA therapy. Cyclopenin, identified in the fungus Penicillium auratiogriseum Sp-19, demonstrated cytotoxicity against the tsFT210 cell line at a concentration of 3 μg/mL-1, implying its potential as an antitumor agent.(3)Cyclopenin, isolated from Penicillium polonicum MCCC3A00951, exhibited strong inhibition of influenza neuraminidase (NA) with an IC50 value of 5.02μM. This suggests that Cyclopenin has the potential to be developed as an anti-influenza NA candidate.

특징 및 장점

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

기타 정보

For additional information on our range of Biochemicals, please complete this form.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


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문서 라이브러리 방문

Liyan Wang et al.
The Journal of antibiotics, 73(9), 622-629 (2020-03-27)
In the course of screening lipopolysaccharide (LPS)-induced nitric oxide (NO) production inhibitors, two related benzodiazepine derivatives, cyclopenol and cyclopenin, were isolated from the extract of a deep marine-derived fungal strain, Aspergillus sp. SCSIOW2. Cyclopenol and cyclopenin inhibited the LPS-induced formation

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