23518-30-1|利卡灵A|Licarin A|MFCD20260801-范德生物科技公司

利卡灵A

NMR下载 COA and HPLC MSDS下载
names：
Licarin A
CAS号：
23518-30-1
MDL Number： MFCD20260801
MF(分子式)： C20H22O4 MW(分子量)： 326.39
EINECS: Reaxys Number:
Pubchem ID:5281836 Brand:BIOFOUNT

利卡灵A (23518-30-1,Licarin A)是二氢苯并呋喃新木脂素，是异丁香酚与辣根过氧化物酶 (HRP) 的氧化偶联反应的产物。利卡灵A在抵抗锥虫的锥虫行为表现出 58.7％的寄生虫裂解作用，IC₅₀ 值为 100.8 µM。利卡灵A 在 200 µM 时显示 100％的寄生虫死亡率。

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中文别名	利卡灵A (23518-30-1,Licarin A);里卡灵 A
英文别名	Licarin A(23518-30-1);(-)-Licarin A;(±)-Licarin A
CAS号	23518-30-1
SMILES	OC1=CC=C([C@H]2OC3=C(OC)C=C(/C=C/C)C=C3[C@@H]2C)C=C1OC
Inchi	InChI=1S/C20H22O4/c1-5-6-13-9-15-12(2)19(24-20(15)18(10-13)23-4)14-7-8-16(21)17(11-14)22-3/h5-12,19,21H,1-4H3/b6-5+/t12-,19-/m0/s1
InchiKey	ITDOFWOJEDZPCF-FNINDUDTSA-N
分子式 Formula	C20H22O4
分子量 Molecular Weight	326.39
闪点 FP	227.2±28.7 °C
熔点 Melting point	No data available
沸点 Boiling point	452.0±45.0 °C at 760 mmHg
Polarizability极化度	37.9±0.5 10-24cm3
密度 Density	1.2±0.1 g/cm3
蒸汽压 Vapor Pressure	0.0±1.1 mmHg at 25°C
溶解度Solubility
性状	白色结晶粉末
储藏条件 Storage conditions	存放在阴凉干燥处，短期（数天至数周）在0-4℃，长期（数月至数年）在-20℃。

利卡灵A (23518-30-1,Licarin A)实验注意事项：
1.实验前需戴好防护眼镜，穿戴防护服和口罩，佩戴手套，避免与皮肤接触。
2.实验过程中如遇到有毒或者刺激性物质及有害物质产生，必要时实验操作需要手套箱内完成以免对实验人员造成伤害
3.实验后产生的废弃物需分类存储，并交于专业生物废气物处理公司处理，以免造成环境污染

Licarin A(23518-30-1) Experimental considerations:
1. Wear protective glasses, protective clothing and masks, gloves, and avoid contact with the skin during the experiment.
2. The waste generated after the experiment needs to be stored separately, and handed over to a professional biological waste gas treatment company to avoid environmental pollution.

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产品说明	利卡灵A (23518-30-1,Licarin A)是二氢苯并呋喃新木脂素，是异丁香酚与辣根过氧化物酶 (HRP) 的氧化偶联反应的产物
Introduction	Licarin A (23518-30-1,利卡灵A) is a dihydrobenzofuran neolignan, a product of the oxidative coupling reaction between isoeugenol and horseradish peroxidase (HRP)
Application1
Application2
Application3

警示图
危险性	warning
危险性警示	Not available
安全声明	H303吞入可能有害+H313皮肤接触可能有害+H2413吸入可能对身体有害
安全防护	P264处理后彻底清洗+P280戴防护手套/穿防护服/戴防护眼罩/戴防护面具+P305如果进入眼睛+P351用水小心冲洗几分钟+P338取出隐形眼镜（如果有）并且易于操作,继续冲洗+P337如果眼睛刺激持续+P2393获得医疗建议/护理
备注	实验过程中防止吸入、食入，做好安全防护

Matrix Solid-Phase Dispersion Combined with HPLC-DAD for Simultaneous Determination of Nine Lignans in Saururus chinensis PMID 30272133; Journal of chromatographic science 2019 Feb; 57(2):186-193

[Lignans from Machilus robusta] PMID 24010288; Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 2013 Jun; 38(11):1740-6

New neolignans and lignans from Vietnamese medicinal plant Machilus odoratissima NEES PMID 16508197; Chemical & pharmaceutical bulletin 2006 Mar; 54(3):380-3

Antimycobacterial neolignans isolated from Aristolochia taliscana PMID 20209328; Memorias do Instituto Oswaldo Cruz 2010 Feb; 105(1):45-51

Increase of caspase-3 activity by lignans from Machilus thunbergii in HL-60 cells PMID 15305043; Biological & pharmaceutical bulletin 2004 Aug; 27(8):1305-7

1.Meso-dihydroguaiaretic acid and licarin A of Machilus thunbergii protect against glutamate-induced toxicity in primary cultures of a rat cortical cells.
Ma CJ;Kim SR;Kim J;Kim YC Br J Pharmacol. 2005 Nov;146(5):752-9.
Abstract: We previously reported that four lignans isolated from the bark of Machilus thunbergii Sieb. et Zucc. (Lauraceae) protected primary cultures of rat cortical neurons from neurotoxicity induced by glutamate. 2 Among the lignans, meso-dihydroguaiarectic acid (MDGA) and licarin A significantly attenuated glutamate-induced neurotoxicity when added prior to or right after the excitotoxic glutamate challenge. 3 The neuroprotective activities of two lignans appeared to be more effective in protecting neurons against neurotoxicity induced by NMDA than that induced by kainic acid. 4 MDGA and licarin A diminished the calcium influx that routinely accompanies with the glutamate-induced neurotoxicity, and inhibited the subsequent overproduction of cellular nitric oxide and peroxide to the level of control cells. They also preserved cellular activities of antioxidative enzymes such as superoxide dismutase, glutathione peroxidase and glutathione reductase reduced in the glutamate-injured neuronal cells. 5 Thus, our results suggest that MDGA and licarin A significantly protect primary cultured neuronal cells against glutamate-induced oxidative stress, via antioxidative activities.

2.Theoretical prediction of the relationship between phenol function and COX-2/AP-1 inhibition for ferulic acid-related compounds.
Murakami Y;Ito S;Atsumi T;Fujisawa S In Vivo. 2005 Nov-Dec;19(6):1039-43.
Abstract:Ferulic acid-related compounds possess antioxidant activity. Dehydrodiisoeugenol and ferulic acid dimer (bis-FA), but not the parent monomers isoeugenol and ferulic acid, inhibit lipopolysaccharide (LPS)-induced cyclooxygenase-2 (COX-2) gene expression in RAW 264.7 cells. To clarify the mechanism of their inhibitory effects on COX-2 expression, the phenolic O-H bond dissociation enthalpy (BDE) and ionization potential (IP) of 8 ferulic acid-related compounds were calculated by both semi-empirical molecular orbital (AM1, PM3) and ab initio (3-21G* 6-31G*) and density function theory (DFT) (B3LYP) methods. COX-2 inhibition appeared in compounds with phenolic O-H BDE higher than 85.76 kcal/mol, as calculated by the density function theory (DFT) approach. The phenolic O-H BDEs of the most potent compounds, dehydrodiisoeugenol and bis-FA, were 85.99 and 85.76 kcal/mol, respectively. No causal relationship between COX-2 inhibition and IP was found. Neither dehydrodiisoeugenol nor bis-FA possessed significant scavenging activity against the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical. The NSAID-like activity of dehydrodiisoeugenol and bis-FA appears to be related to their phenol function.

3.Analysis of anti-inflammatory dehydrodiisoeugenol and metabolites excreted in rat feces and urine using HPLC-UV.
Li F;Yang XW Biomed Chromatogr. 2012 Jun;26(6):703-7. doi: 10.1002/bmc.1717. Epub 2011 Sep 19.
Abstract:Dehydrodiisoeugenol (DDIE) is a lignan in the fruit of Myristica fragrans. It can be converted into several metabolites in in vitro and in vivo metabolism. In this study, the excretion of DDIE in urine and feces was investigated after intravenous (i.v.) and intragastric (i.g.) administration to rats. DDIE and its metabolites (M-1 and M-2) were measured using HPLC. The amount of DDIE and its metabolites excreted was higher in feces than in urine, suggesting that DDIE and its metabolites are eliminated primarily in the feces. Significant differences in the excretion levels of DDIE and its metabolites were seen between i.v. and i.g. administration. Greater amounts of DDIE and its metabolites were excreted following i.v. administration, suggesting that DDIE can exert a longer period of anti-inflammatory activity following i.g. administration. The accuracy, precision, recovery and stability of the analytical method in this study were satisfactory for the measurement of DDIE and its metabolites in rat urine and feces. Observations made in this study will contribute to understanding of the absorption, distribution, metabolism and excretion pathway of DDIE and will aid decision-making regarding the best mode of DDIE administration during treatment to maximize its anti-inflammatory effects.

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