83161-56-2|一枝蒿酮酸|Rupestonic acid|-范德生物科技公司

一枝蒿酮酸

NMR下载 COA and HPLC MSDS下载
names：
Rupestonic acid
CAS号：
83161-56-2
MDL Number：
MF(分子式)： C15H20O3 MW(分子量)： 248.32
EINECS: Reaxys Number:
Pubchem ID:24094149 Brand:BIOFOUNT

一枝蒿酮酸(83161-56-2,Rupestonic acid)是从Artemisia rupestris L.中分离出的一种含多官能团的双半链类化合物。一枝蒿酮酸能抑制流感病毒（流感病毒）。

货品编码	规格	纯度	价格 (¥)	现价(¥)	特价(¥)	库存描述	数量	总计 (¥)
YZM000741-5mg	5mg		¥ 0.00	¥ 0.00		Backorder	- +	¥ 0.00
YZM000741-1mg	1mg	>97%	¥ 0.00	¥ 0.00		2-3天	- +	¥ 0.00

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中文别名	一枝蒿酮酸(83161-56-2);鼠李酮酸;
英文别名	Rupestonic acid(83161-56-2);rupestonic acid;rupestonic acid; 2-((5R,8S,8aS)-3,8-Dimethyl-2-oxo-1,2,4,5,6,7,8,8a-octahydro-azulen-5-yl)-acrylic acid; Pechueloic acid; (+)-pechueloic acid; (+)-3-oxo-1αH,7αH,10αH-guaia-4,11-dien-12-oic acid; 2-((5R,8S,8aS)-3,8-dimethyl-2-oxo-1,2,4,5,6,7,8,8a-octahydroazulen-5-yl)acrylic acid;
CAS号	83161-56-2
SMILES	CC1=C2[C@@]([C@H](CC[C@@H](C(C(O)=O)=C)C2)C)([H])CC1=O
Inchi	InChI=1S/C15H20O3/c1-8-4-5-11(9(2)15(17)18)6-13-10(3)14(16)7-12(8)13/h8,11-12H,2,4-7H2,1,3H3,(H,17,18)/t8-,11+,12-/m0/s1
InchiKey	ZFHSKBJBODQVBX-AXTRIDKLSA-N
分子式 Formula	C15H20O3
分子量 Molecular Weight	248.32
闪点 FP	232.8±19.4 °C
熔点 Melting point	No data available
沸点 Boiling point	438.0±24.0 °C at 760 mmHg
Polarizability极化度	27.0±0.5 10-24cm3
密度 Density	1.1±0.1 g/cm3
蒸汽压 Vapor Pressure	0.0±2.3 mmHg at 25°C
溶解度Solubility
性状	Solid
储藏条件 Storage conditions	请根据产品建议的存储条件进行存储,Please store the product under the recommended condition sin the description.

一枝蒿酮酸(83161-56-2,Rupestonic acid)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.

Tags：一枝蒿酮酸试剂,一枝蒿酮酸杂质,一枝蒿酮酸中间体,一枝蒿酮酸密度,一枝蒿酮酸溶解度,一枝蒿酮酸旋光度,一枝蒿酮酸闪点,一枝蒿酮酸熔点,一枝蒿酮酸购买,一枝蒿酮酸MSDS,

产品说明	一枝蒿酮酸(83161-56-2,Rupestonic acid)是从Artemisia rupestrisL. 中分离出的一种含多官能团的倍半萜类有机化合物
Introduction	一枝蒿酮酸(83161-56-2,Rupestonic acid)a sesquiterpene fromArtemisia rupestrisL., can inhibitinfluenza virus.
Application1
Application2
Application3

一枝蒿酮酸(83161-56-2,Rupestonic acid)药理学：

一枝蒿酮酸Rupestonic acid 是从 Artemisia rupestris L. 中分离出的一种含多官能团的倍半萜类化合物。Rupestonic acid 能抑制流感病毒 (influenza virus)。

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

Obul M, et al. Structural modification on rupestonic acid leads to highly potent inhibitors against influenza virus. Mol Divers. 2019 Feb;23(1):1-9.

Structure-activity relationship studies of 1-(1'-hydroxyalkyl)rupestonic acid methyl esters against influenza viruses PMID 28196702; Bioorganic & medicinal chemistry letters 2017 03; 27(6):1484-1487 N

Advances in studies on the rupestonic acid derivatives as anti-influenza agents PMID 22625417; Mini reviews in medicinal chemistry 2013 Feb; 13(2):310-5 (Review Article) Name matches: sesquiterpene ru

[The structure and absolute configuration of isorupestonic acid from Artemisia rupestris L] PMID 1805508; Yao xue xue bao = Acta pharmaceutica Sinica 1991; 26(7):505-9 Name matches: sesquiterpene rupe

Structural modification on rupestonic acid leads to highly potent inhibitors against influenza virus PMID 29971616; Molecular diversity 2019 Feb; 23(1):1-9 Name matches: neuraminidase rupestonic acid

一枝蒿酮酸(83161-56-2,Rupestonic acid)参考文献：

1、Structural modification on rupestonic acid leads to highly potent inhibitors against influenza virus
Mamateli Obul, Xincheng Wang, Jiangyu Zhao, Gen Li, Haji Akber Aisa & Guozheng Huang

Abstract Influenza viruses are responsible for seasonal epidemics and occasional pandemics, which cause significant morbidity and mortality. Although several drugs (adamantanes and neuraminidase inhibitors) are available in the market, the worldwide spread of drug-resistant influenza strains poses an urgent need for novel antiviral drugs. Artemisia rupestris L. is a folk medicine used to treat cold. In this paper, we structurally modified rupestonic acid, a bioactive component of A. rupestris, to synthesize a series of 2-substituted rupestonic acid methyl esters (3a–3o). Their structures were fully characterized by 1H NMR, 13C NMR, HRMS spectra. Among them, compounds 3b and 3c exhibited potent activities against influenza H1N1 with micromolar IC50 values and might serve as new lead compounds for the treatment of influenza.

2、Novel amides modified rupestonic acid derivatives as anti-influenza virus reagents
Gen Li 1, Mamateli Obul 2, Jiang-Yu Zhao 1, Ge-Yu Liu 1, Wei Lu 3, Haji Akber Aisa

Abstract In spired by the important role of amide groups of anti-influenza drugs oseltamivir, zanamivir and peramivir in bioactivity, a series of novel amides modified rupestonic acid derivatives were designed and synthesized. The absolute configuration of critical intermediate bearing chloride with newly formed stereocenter was confirmed by X-ray crystallographic analysis. And all new compounds were evaluated for their in vitro inhibitory activities against influenza A (H1N1 and H3N2) and influenza B viruses. The bioassay results showed that 5h with 4-fluorbenzylsulfonyl modified to 2 position of methyl rupestonate displayed the highest activity against influenza A (H1N1 and H3N2) viruses, even stronger than reference drugs oseltamivir and ribavirin (RVB), and might be recommended as a lead compound to further develop the new anti-influenza reagent.

3、1,2,3-Triazole-containing derivatives of rupestonic acid: click-chemical synthesis and antiviral activities against influenza viruses
Yao-Wu He 1, Chang-Zhi Dong 2, Jiang-Yu Zhao 3, Lin-Lin Ma 4, Yu-Huan Li 4, Haji Akber Aisa

Abstract Two series of rupestonic acid derivatives, (1-substituted-1H-1,2,3-triazol-4-yl)methyl 2-((5R,8S,8aS)-3,8-dimethyl-2-oxo-1,2,4,5,6,7,8,8a-octahydroazulen-5-yl)acrylate and N-(1-substituted-1H-1,2,3-triazol-4-yl)methyl 2-((5R,8S,8aS)-3,8-dimethyl-2-oxo-1,2,4,5,6,7,8,8a-octahydroazulen-5-yl)acrylamide were easily and efficiently synthesized via click chemistry. These compounds were tested for their in vitro activities against various strains of influenza A virus (H1N1, oseltamivir resistant H1N1, H3N2) and influenza B virus. The results showed that nine compounds were active against the H1N1 strain of influenza A virus and among them the best one 14a, was as active as the reference drugs, Oseltamivir and Ribavirin. Some of them were also active on the Oseltamivir resistant H1N1 strain. In regards to influenza B virus, twenty-one compounds over thirty were active and seven of them 7b, 8b, 9b, 10a, 11b, 12b, 13b showed better activity than Ribavirin. The structure-activity relationship of these compounds is discussed on the basis of each type of the viruses studied. Furthermore, four best representative compounds 7b, 10a, 12b and 14a were evaluated in a plaque assay experiment using MDCK cells and RBV as control compound and the results showed that 7b, 10a and 12b were better than RBV in inhibiting plaque formation, in good accordance with their anti-influenza B activities.

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