蛇床子提取物 | 484-12-8

• 物质功能分类: 生物化工 - 提取物 - 植物提取物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 中文名称: 蛇床子提取物
• 中文别名: 7-甲氧基-8-异戊烯基香豆素；甲氧基欧芹酚；王草素；蛇床子素；7-甲氧基-8-(3-甲基-2-丁烯基)香豆素；欧芹酚甲醚,甲氧基欧芩酚,喔斯脑；蛇床籽素
• 英文名称: osthole
• 英文别名: osthol；7-methoxy-8-isopentenoxycoumarin；7-methoxy-8-isopentenylcoumarin；7-methoxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one；7-methoxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one；7-methoxy-8-(3-methyl-2-butenyl)coumarin；OST；7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one
• CAS: 484-12-8
• 化学式: C₁₅H₁₆O₃
• mdl: MFCD00076049
• 分子量: 244.29
• InChiKey: MBRLOUHOWLUMFF-UHFFFAOYSA-N

物化性质

• 熔点：
  83-84°C
• 沸点：
  347.2°C (rough estimate)
• 密度：
  1.1263 (rough estimate)
• 溶解度：
  可溶于甲醇：10mg/mL，澄清，无色
• 最大波长(λmax)：
  322nm(MeOH)(lit.)
• LogP：
  3.686 (est)
• 颜色/状态：
  Colorless needle like crystals
• 蒸汽压力：
  6.9X10-6 mm Hg at 25 °C (est)
• 稳定性/保质期：

  按规格使用和贮存，不会发生分解，避免与氧化物接触。

• 保留指数：
  2174;2139;2138;2157;2157;2143;2138;2144

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.266
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

ADMET

代谢

欧前胡素是一种活性成分，也是伞形科植物蛇床（Cnidium monnieri (L.) Cussion）中发现的主要香豆素化合物之一，其果实被用作传统中药，用于治疗男性阳痿、癣感染和血瘀。最近的研究揭示了欧前胡素的多种药理作用，如改善男性性功能障碍、抗糖尿病和抗高血压。还观察到其对血栓和血小板聚集的抑制作用以及对中枢神经的保护作用。另一方面，欧前胡素的代谢尚未得到充分研究。本研究在大鼠口服欧前胡素后，使用高效灵敏的超高效液相色谱-串联四极飞行时间质谱（UPLC-QTOF/MS）技术研究了欧前胡素的生物转化。在大鼠尿液中检测并鉴定了18种欧前胡素代谢物和母药。首次鉴定并表征了14种欧前胡素代谢物。通过比较质谱/质谱扫描下的碎片模式和分子量变化，阐明了欧前胡素代谢物的结构。欧前胡素的主要一期代谢途径包括7-去甲基化、8-去氢化、香豆素上的羟基化和3,4-环氧化。硫酸结合物被检测为欧前胡素的二期代谢物。

Osthole is an active ingredient and one of the major coumarin compounds that were identified in the genus Cnidium moonnieri (L.) Cussion, the fruit of which was used as traditional Chinese medicine to treat male impotence, ringworm infection and blood stasis conventionally. Recent studies revealed that osthole has diverse pharmacological effects, such as improving male sexual dysfunction, anti-diabetes, and anti-hypertentions. The inhibition of thrombosis and platelet aggregation and protection of central nerve were also observed. On the other hand, the metabolism of osthole has not yet been investigated thoroughly. Herein the biotransformation of osthole in rat was investigated after oral administration of osthole by using efficient and sensitive ultra-performance liquid chromatography-tandem quadrupole-time of flight mass spectrometry (UPLC-QTOF/MS). Eighteen osthole metabolites and the parent drug were detected and identified in rat urine. Fourteen metabolites of osthole were identified and characterized for the first time. Structures of metabolites of osthole were elucidated by comparing fragment pattern under MS/MS scan and change of molecular weight with those of osthole. The main phase I metabolic pathways were summed as 7-demethylation, 8-dehydrogenation, hydroxylation on coumarin and 3,4-epoxide. Sulfate conjugates were detected as phase II metabolites of osthole.

来源:Hazardous Substances Data Bank (HSDB)

代谢

课题组对蛇床子素(1)进行了生物转化研究，利用黑曲霉(Alternaria longipes)对蛇床子素进行了转化，并获得了五种转化产物。基于广泛的谱学数据，这些代谢产物的结构被鉴定为4'-羟基蛇床子素(2)、4'-羟基-2',3'-二氢蛇床子素(3)、2',3'-二羟基蛇床子素(4)、蛇床子素-4'-甲酸甲酯(5)和蛇床子素-4'-葡萄糖苷酸-1-酯(6)。其中，产物5和6是新的化合物。

The biotransformation of osthole (1) by Alternaria longipes was carried out, and five transformed products were obtained in the present research work. Based on their extensive spectral data, the structures of these metabolites were characterized as 4'-hydroxyl-osthole (2), 4'-hydroxyl-2',3'-dihydroosthole (3), 2',3'-dihydroxylosthole (4), osthole-4'-oic acid methyl ester (5), and osthole-4'-oic acid glucuron-1-yl ester (6), respectively. Among them, products 5 and 6 were new compounds.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 毒性总结

鉴定和使用：蛇床子素是一种天然产物，存在于多种药用植物中，如蛇床子和苍术。它已被测试为一种实验性治疗。人体研究：据报道，蛇床子素具有抗肿瘤活性，通过诱导凋亡和抑制癌细胞生长及转移。在人类结肠癌细胞系的研究中显示，p53被激活，随后产生反应性氧种和激活c-Jun N端激酶。动物研究：体外和体内实验结果表明，蛇床子素具有多种药理作用，包括神经保护、成骨、免疫调节、抗癌、保肝、心血管保护和抗菌活性。蛇床子素和其他香豆素在抑制苯并[a]芘的致突变性方面表现出高活性。生态毒性研究：随着时间的推移，由于蛇床子素的作用，D. rerio胚胎的形态异常增加。在24-48小时的胚胎中观察到凝固、孵化延迟、卵黄囊水肿、心包水肿和色素沉着。72小时后出现了脊柱侧弯和头部水肿的症状。此外，在96小时内的受精胚胎组织中观察到弯曲的尾巴、眼部缺陷和崩溃的症状。眼部缺陷和色素沉着是本研究中观察到的额外症状。

IDENTIFICATION AND USE: Osthole is a natural product found in several medicinal plants such as Cnidium monnieri and Angelica pubescens. It has been tested as an experimental therapy. HUMAN STUDIES: Osthole has been reported to have antitumor activities via the induction of apoptosis and inhibition of cancer cell growth and metastasis. Studies in human colon cancer cell lines demonstrated that p53 was activated followed by generation of reactive oxygen species and activation of c-Jun N-terminal kinase. ANIMAL STUDIES: In vitro and in vivo experimental results have revealed that osthole demonstrates multiple pharmacological actions including neuroprotective, osteogenic, immunomodulatory, anticancer, hepatoprotective, cardiovascular protective, and antimicrobial activities. Osthole and other coumarins showed high activity in the inhibition of the mutagenicity of benzo[a]pyrene. ECOTOXICITY STUDIES: There was an increase in the morphological abnormalities in D. rerio embryo due to osthol over time. Coagulation, delayed hatching, yolk sac edema, pericardial edema, and pigmentation were observed in embryos at 24-48 hours. Symptoms of scoliosis and head edema occurred after 72 hours. In addition, bent tails, ocular defects, and symptoms of collapse were observed in fertilized embryo tissue within 96 hours. Ocular defects and pigmentation were the additional symptoms observed in this study.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

对乙酰氨基酚（APAP）过量会导致严重的肝毒性。蛇床子素是一种在传统中药中发现的天然香豆素，具有治疗各种疾病的潜力。在本研究中，我们探讨了蛇床子素对小鼠APAP诱导的肝毒性的影响。小鼠连续3天接受蛇床子素（100 mg/kg/天，ip）处理，然后在第四天与APAP（300 mg/kg，ip）共同给药。APAP给药后，小鼠被安乐死，收集其血清和肝脏进行分析。蛇床子素预处理显著减轻了APAP诱导的肝细胞坏死以及ALT和AST活性的增加。与单独使用APAP处理的小鼠相比，蛇床子素预处理显著降低了血清MDA水平和肝H2O2水平，并提高了肝脏GSH水平和GSSG与GSH的比例。同时，蛇床子素预处理显著减轻了APAP诱导的肝脏炎症细胞因子的上调，并抑制了肝细胞色素P450酶的表达，但增加了肝UDP-葡萄糖醛酸基转移酶（UGTs）和磺基转移酶（SULTs）的表达。此外，蛇床子素预处理逆转了APAP诱导的肝cAMP水平降低，但使用H89（一种有效的选择性PKA抑制剂）预处理未能消除蛇床子素的保护作用，而使用L-丁硫氨酸亚砜胺（一种GSH合成抑制剂）预处理则消除了蛇床子素对APAP诱导的肝损伤的保护作用，并消除了蛇床子素引起的APAP代谢酶的变化。然而，在培养的小鼠原代肝细胞和Raw264.7细胞中，蛇床子素（40 umol/L）并未减轻APAP诱导的细胞死亡，但它显著抑制了APAP引起的炎症细胞因子的升高。总的来说，我们已经证明蛇床子素通过抑制APAP的代谢激活并通过抗氧化机制增强其清除，对APAP诱导的肝毒性具有预防作用。

Acetaminophen (APAP) overdose leads to severe hepatotoxicity. Osthole, a natural coumarin found in traditional Chinese medicinal herbs, has therapeutic potential in the treatment of various diseases. In this study, we investigated the effects of osthole against APAP-induced hepatotoxicity in mice. Mice were administered osthole (100 mg/kg per day, ip) for 3 d, then on the fourth day APAP (300 mg/kg, ip) was co-administered with osthole. The mice were euthanized post-APAP, their serum and livers were collected for analysis. Pretreatment with osthole significantly attenuated APAP-induced hepatocyte necrosis and the increases in ALT and AST activities. Compared with the mice treated with APAP alone, osthole pretreatment significantly reduced serum MDA levels and hepatic H2O2 levels, and improved liver GSH levels and the GSSG-to-GSH ratio. Meanwhile, osthole pretreatment markedly alleviated the APAP-induced up-regulation of inflammatory cytokines in the livers, and inhibited the expression of hepatic cytochrome P450 enzymes, but it increased the expression of hepatic UDP-glucuronosyltransferases (UGTs) and sulfotransferases (SULTs). Furthermore, osthole pretreatment reversed APAP-induced reduction of hepatic cAMP levels, but pretreatment with H89, a potent selective PKA inhibitor, failed to abolish the beneficial effect of osthole, whereas pretreatment with L-buthionine sulfoximine, a GSH synthesis inhibitor, abrogated the protective effects of osthole on APAP-induced liver injury, and abolished osthole-caused alterations in APAP-metabolizing enzymes. In cultured murine primary hepatocytes and Raw264.7 cells, however, osthole (40 umol/L) did not alleviate APAP-induced cell death, but it significantly suppressed APAP-caused elevation of inflammatory cytokines. Collectively, we have demonstrated that osthole exerts a preventive effect against APAP-induced hepatotoxicity by inhibiting the metabolic activation of APAP and enhancing its clearance through an antioxidation mechanism.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

炎症和氧化应激与神经退行性疾病的发展有关。蛇床子素是从蛇床子中提取的一种化合物，蛇床子是一种传统中药。以前的研究已经证明了蛇床子素具有抗癌活性，并且毒性较低。然而，据我们所知，蛇床子素在小胶质细胞中的抗炎作用尚未得到广泛研究。本研究的目的是探讨蛇床子素对脂多糖（LPS）诱导的小胶质细胞炎症的潜在保护作用。本研究使用LPS刺激的BV2小鼠小胶质细胞建立炎症细胞模型，并研究蛇床子素的抗炎效果。细胞在LPS（10 ug/mL）刺激前1小时用蛇床子素预处理。在加入LPS后6小时，通过ELISA检测炎症因子，包括肿瘤坏死因子（TNF-a）、白细胞介素（IL）-6和IL-1beta的水平变化。此外，在加入LPS后24小时，通过西方印迹分析检测核因子-kappaB（NF-kappaB）p65、磷酸化-NF-kappaB p65、核因子红细胞2相关因子2（Nrf2）和血红素加氧酶（HO）-1的蛋白表达变化。结果显示，蛇床子素处理显著降低了LPS刺激的BV2细胞分泌的炎症细胞因子TNF-a、IL-6和IL-1beta。同时，蛇床子素处理抑制了LPS诱导的NF-kappaB信号通路的激活。此外，蛇床子素以剂量依赖性方式上调了Nrf2和HO-1的表达。基于这些结果，蛇床子素可能通过NF-kappaB和Nrf2途径发挥抗炎作用，表明蛇床子素有潜力被开发成为一种有效的抗炎药物。

Inflammation and oxidative stress are implicated in the development of neurodegenerative diseases. Osthole is a compound that is extracted from She Chuang Zi, which is a type of traditional Chinese medicine. Osthole has previously been demonstrated to exhibit anticancer activities and has a low toxicity. However, to the best of our knowledge, the anti-inflammatory effects of osthole in microglial cells have not been investigated extensively. The aim of the present study was to investigate the potential protective effects of osthole against inflammation induced by lipopolysaccharide (LPS) in microglial cells. The present study employed LPS-stimulated BV2 mouse microglia to establish an inflammatory cell model and to investigate the anti-inflammatory effects of osthole. Cells were pretreated with osthole for 1 hr prior to LPS (10 ug/mL) stimulation. At 6 hr after the addition of LPS, alterations in the levels of inflammatory factors, including tumor necrosis factor (TNF)-a, interleukin (IL)-6 and IL-1beta, were determined by ELISA. Furthermore, at 24 hr after the addition of LPS, western blot analysis was performed to analyze the alterations in the protein expression of nuclear factor-kappaB (NF-kappaB) p65, phosphorylated-NF-kappaB p65, nuclear factor erythroid 2-related factor 2 (Nrf2) and heme oxygenase (HO)-1. The results demonstrated that the secretion of the inflammatory cytokines TNF-a, IL-6 and IL-1beta by LPS-stimulated BV2 cells was significantly reduced by osthole treatment. Simultaneously, osthole treatment inhibited the LPS-induced activation of the NF-kappaB signaling pathway. In addition, osthole upregulated the expression of Nrf2 and HO-1 in a dose-dependent manner. Based on these results, osthole may exhibit anti-inflammatory effects via the NF-kappaB and Nrf2 pathways, indicating that osthole has the potential to be developed into an effective anti-inflammatory drug.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

肺动脉高压（PAH）是一种由各种心肺疾病引发的隐匿性和进行性疾病。炎症在PAH的进展中起着重要作用。蛇床子素（Ost）是一种具有明确抗炎特性的香豆素。本研究旨在探讨Ost对PAH的影响，并探索其作用机制。使用单次注射野百合碱（MCT）诱导的PAH大鼠模型，研究了Ost对PAH的影响。大鼠皮下注射单剂量MCT（50 mg/kg）建立PAH模型，随后通过灌胃每天给予Ost（10或20 mg/kg）治疗28天。测量平均肺动脉压（mPAP）并进行组织学分析。结果显示，与MCT组大鼠相比，Ost显著降低了mPAP，并减少了肺动脉壁增厚。为进一步确定Ost对MCT诱导的PAH的影响是否与炎症反应相关，通过western blot分析研究了核因子-κB（NF-κB）p65信号通路。结果表明，Ost增加了对NF-κB p65信号通路的抑制。综上所述，本研究结果表明，Ost可能通过调节NF-κB p65信号通路，抑制大鼠MCT诱导的PAH的进展。

Pulmonary arterial hypertension (PAH) is an insidious and progressive disease that is triggered by various cardiopulmonary diseases. Inflammation has an important role in the progression of PAH. Osthole (Ost) is a coumarin that has clear anti-inflammatory properties. The present study aimed to investigate the effects of Ost on PAH, and to explore the mechanism underlying this effect. Using the monocrotaline (MCT)-induced PAH rat model, the effects of Ost on PAH were investigated. Rats were subcutaneously administered a single dose of MCT (50 mg/kg) to establish the PAH model, followed by daily treatment with Ost (10 or 20 mg/kg) by gavage for 28 days. The mean pulmonary arterial pressure (mPAP) was measured and histological analysis was performed. The results demonstrated that Ost significantly decreased mPAP, and reduced thickening of the pulmonary artery, compared with in rats in the MCT group. To further determine whether the effects of Ost on MCT-induced PAH were associated with inflammatory responses, the nuclear factor-kappaB (NF-kappaB) p65 signaling pathway was investigated by western blot analysis. The results demonstrated that Ost increased inhibition of the NF-kappaB p65 signaling pathway. In conclusion, the results of the present study demonstrate that Ost may suppress the progression of MCT-induced PAH in rats, which may be, at least partially, mediated through modulation of the NF-kappaB p65 signaling pathway.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

欧前胡素是一种在传统中药植物中发现的天然香豆素，它展示了多种生物活性。在当前的研究中，我们调查了欧前胡素对炎症性肠病（IBD）的预防效果。通过向小鼠结肠腔内注入TNBS来诱导结肠炎。在TNBS处理之前，小鼠连续三天接受欧前胡素（100 mg/kg每天，腹腔注射）的处理。欧前胡素的预处理显著改善了TNBS诱导的结肠炎的临床评分、结肠长度缩短、结肠组织病理学变化以及炎症介质的表达。欧前胡素的预处理提高了血清cAMP水平；但是使用PKA抑制剂H89（10 mg/kg每天，腹腔注射）的治疗并没有消除欧前胡素对TNBS诱导的结肠炎的有益效果。在小鼠腹膜巨噬细胞中，欧前胡素（50 umol/L）的预处理显著减弱了LPS诱导的细胞因子在mRNA水平上的升高；PKA的抑制完全逆转了欧前胡素对IL-1beta、IL-6、COX2和MCP-1的抑制作用，但对TNFa没有影响。在Raw264.7细胞中，p38抑制剂SB203580显著抑制了LPS诱导的细胞因子的上调，而PKA抑制剂H89或KT5720并没有消除SB203580的抑制作用。此外，在LPS刺激的小鼠腹膜巨噬细胞中，SB203580强烈抑制了由PKA抑制剂消除欧前胡素的抑制效果而恢复表达的IL-1beta、IL-6、COX2和MCP-1。Western印迹分析显示，欧前胡素显著抑制了由小鼠TNBS处理或Raw264.7细胞中LPS处理诱导的p38的磷酸化。PKA的抑制部分逆转了欧前胡素对LPS刺激细胞中p38磷酸化的抑制作用。总的来说，我们的结果表明欧前胡素通过减少炎症介质的表达和通过cAMP/PKA依赖性和非依赖性途径减弱p38的磷酸化，有效预防TNBS诱导的结肠炎，其中cAMP/PKA非依赖性途径发挥了主要作用。

Osthole, a natural coumarin found in traditional Chinese medicinal plants, has shown multiple biological activities. In the present study, we investigated the preventive effects of osthole on inflammatory bowel disease (IBD). Colitis was induced in mice by infusing TNBS into the colonic lumen. Before TNBS treatment, the mice received osthole (100 mg/kg par day, ip) for 3 d. Pretreatment with osthole significantly ameliorated the clinical scores, colon length shortening, colonic histopathological changes and the expression of inflammatory mediators in TNBS-induced colitis. Pretreatment with osthole elevated serum cAMP levels; but treatment with the PKA inhibitor H89 (10 mg/kg per d, ip) did not abolish the beneficial effects of osthole on TNBS-induced colitis. In mouse peritoneal macrophages, pretreatment with osthole (50 umol/L) significantly attenuated the LPS-induced elevation of cytokines at the mRNA level; inhibition of PKA completely reversed the inhibitory effects of osthole on IL-1beta, IL-6, COX2, and MCP-1 but not on TNFa. In Raw264.7 cells, the p38 inhibitor SB203580 markedly suppressed LPS-induced upregulation of the cytokines, whereas the PKA inhibitors H89 or KT5720 did not abolish the inhibitory effects of SB203580. Moreover, in LPS-stimulated mouse peritoneal macrophages, SB203580 strongly inhibited the restored expression of IL-1beta, IL-6, COX2, and MCP-1, which was achieved by abolishing the suppressive effects of osthole with the PKA inhibitors. Western blot analysis showed that osthole significantly suppressed the phosphorylation of p38, which was induced by TNBS in mice or by LPS in Raw264.7 cells. Inhibition of PKA partially reversed the suppressive effects of osthole on p38 phosphorylation in LPS-stimulated cells. Collectively, our results suggest that osthole is effective in the prevention of TNBS-induced colitis by reducing the expression of inflammatory mediators and attenuating p38 phosphorylation via both cAMP/PKA-dependent and independent pathways, among which the cAMP/PKA-independent pathway plays a major role.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

民族药理学相关性：白芷（Libanotis buchtormensis）是中国陕西省一种重要的传统药材，用于治疗多种疾病。白芷超临界提取物（LBSE）具有镇痛、镇静和抗炎的特性。蛇床子素是LBSE中的主要生物活性成分之一，它因其显著的抗肿瘤、镇痛和抗炎性质而闻名，还能缓解高血糖。研究目的：本研究的目的是比较SD大鼠口服纯蛇床子素和LBSE后蛇床子素的药代动力学和组织分布。两种制剂以相同的蛇床子素剂量（约130 mg/kg）给药。结果应为指导白芷的临床应用提供一些指导。材料与方法：采用反相高效液相色谱法（RP-HPLC）分析SD大鼠口服纯蛇床子素和LBSE后蛇床子素的药代动力学和组织分布。所有药代动力学数据均使用3P97软件进行分析。按照实验计划收集血液和内脏器官（心脏、肝脏、脾脏、肺和肾脏）的样本并进行预处理。预处理后，使用醚-乙酸乙酯混合物（3:1，v/v）提取血浆和组织样本。使用RP-HPLC方法测定血浆和组织中蛇床子素的浓度。结果：本文描述的方法具有良好的精确度和稳定性，适用于生物样本中蛇床子素的测定。我们发现口服纯蛇床子素和LBSE后蛇床子素的平均血浆浓度-时间曲线呈单峰。口服纯蛇床子素和LBSE后蛇床子素的血浆浓度也存在明显差异。LBSE中的非蛇床子素成分与蛇床子素显示出一些药代动力学相互作用，从而降低了其吸收水平（p<0.05）。我们的结果显示，在单一和复合给药方案中，蛇床子素的组织分布不同。结论：本研究比较了大鼠口服纯蛇床子素和LBSE后蛇床子素的药代动力学特征和组织分布；结果可能对这种传统中药的临床应用有所帮助。

ETHNOPHARMACOLOGICAL RELEVANCE: Libanotis buchtormensis is the source of an important traditional medicine from Shaanxi province of China used in the treatment of many illnesses. Libanotis buchtormensis supercritical extract (LBSE) has analgesic, sedative and anti-inflammatory qualities. Osthole is one of the major bioactive components of LBSE; it is known for its significant anti-tumor, analgesic, and anti-inflammatory properties, it also alleviates hyperglycemia. AIM OF THE STUDY: The purpose of the present study was to compare the pharmacokinetics and tissue distribution of osthole in Sprague-Dawley (SD) rats after oral administration of pure osthole and LBSE. The two preparations were administered at the same osthole dose (approximately 130 mg/kg). The results should provide some guidance for the clinical applications of Libanotis buchtormensis. MATERIALS AND METHODS: Comparative pharmacokinetics and tissue distribution of osthole in SD rats after oral administration of pure osthole and LBSE were analyzed using reversed-phase high-performance liquid chromatography (RP-HPLC). All pharmacokinetic data were analyzed using 3P97 software. Samples of blood and internal organs (heart, liver, spleen, lungs and kidney) were collected and pretreated according to the experimental schedule. After pretreatment, plasma and tissue samples were extracted using ether-ethyl acetate mixture (3:1, v/v). The concentration of osthole in the plasma and tissues were determined using the RP-HPLC method. RESULTS: The procedure described in this paper shows good precision and stability and is suitable for the osthole assays in biological samples. We found that the average plasma concentration-time profile of osthole after oral administration of osthole and LBSE showed a single peak. There were also clear differences between plasma concentrations of osthole after oral administration of pure osthole and LBSE. Non-osthole ingredients in LBSE showed some pharmacokinetic interactions with osthole and hence decreased its absorption levels (p<0.05). Our results show different tissue distribution of osthole in the single and composite administration regimens. CONCLUSIONS: This study compares the pharmacokinetic characteristics and tissue distribution of osthole in rats after oral administration of pure osthole and LBSE; the results might be useful in clinical application of this traditional Chinese herbal medicine.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

民族药理学相关性：补肾益智方（BSYZ）是一种传统的中药复方，常用于治疗中医的神虚和弱智，以及根据现代中医的阿尔茨海默病。蛇床子（L.）Cusson果实（CM）被视为BSYZ的主要草药，其主要活性成分蛇床子素（OST）被认为是BSYZ的主要活性成分之一。尽管OST在BSYZ中扮演着重要角色，但其生物利用度较差。为了调查OST的生物利用度是否受到BSYZ和CM提取物的影响，对纯OST不同剂量、CM和BSYZ提取物的药代动力学进行了比较评估。材料与方法：30只大鼠随机分为5组，分别口服不同剂量的纯OST（15、75和150 mg/kg）、CM（15 mg/kg OST）和BSYZ（15 mg/kg OST）提取物。在给药后的不同预定时间点，使用HPLC-UV方法测定大鼠血浆中OST的浓度，并研究主要药代动力学参数。结果：结果显示，各组间OST的药代动力学参数差异有统计学意义（p<0.05）。与不同剂量纯蛇床子素相比，口服BSYZ提取物后，OST的AUC(0至t)、AUC(0至无穷大)和Cmax显著增加，其次是CM提取物。结论：本研究表明，纯OST口服给药后的生物利用度极低，由于传统中药补肾益智方的协同作用，其生物利用度显著提高。

ETHNOPHARMACOLOGICAL RELEVANCE: Bushen Yizhi prescription (BSYZ) is a traditional Chinese compound prescription, which is commonly used in China for treating ShenXu and hypophrenia based on traditional Chinese medicine and Alzheimer's Disease according to modern Chinese medicine. Cnidium monnieri (L.) Cusson fruits (CM) is treated as the main herb of BSYZ, and its main active ingredient Osthole (OST) is considered as one of the major active ingredients of BSYZ. Even though OST plays an important role in the BSYZ its bioavailability is poor. In order to investigate whether the bioavailability of OST was influenced by BSYZ and CM extract, the comparative evaluations on pharmacokinetics of OST after oral administration of pure OST at different doses, CM and BSYZ extract were studied. MATERIALS AND METHODS: 30 rats were randomly assigned to five groups and orally administered with pure OST at different doses (15, 75 and 150 mg/kg), CM (15 mg/kg OST) and BSYZ (15 mg/kg OST) extract. At different predetermined time points after administration, the concentrations of OST in rat plasma were determined by using the HPLC-UV method, and main pharmacokinetic parameters were investigated. RESULTS: The results showed that the pharmacokinetic parameters of OST were significantly different (p<0.05) among the groups. The AUC(0 to t), AUC(0 to infinity) and Cmax of OST were significantly increased after oral administration of BSYZ extract, followed by CM extract, in comparison to pure osthole at different doses. CONCLUSIONS: This present study indicated that the bioavailability of pure OST after oral administration was extremely low and it was dramatically enhanced because of the synergistic effect of the traditional Chinese Bushen Yizhi prescription.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

一个简单的高效液相色谱法被开发出来，用于研究大鼠血浆中的蛇床子素药代动力学。在加入内标（丹皮酚）后，通过乙腈对血浆进行脱蛋白处理以净化样品。药物在一个反相色谱柱上分离，并通过在323 nm处的紫外吸收来检测。乙腈-水-二乙胺（50:50:0.1，体积比/体积比/体积比）（pH 3.0，用磷酸调整）被用作流动相。该方法被应用于大鼠静脉给药10 mg/kg剂量后蛇床子素的药代动力学研究。从血浆浓度-时间曲线上观察到双相现象，即快速分布后接着一个较慢的消除相。

A simple high-performance liquid chromatographic method was developed to study the pharmacokinetics of osthole in rat plasma. After addition of an internal standard (paeonol), plasma was deproteinized by acetonitrile for sample clean-up. The drugs were separated on a reversed-phase column and detected by UV absorption at 323 nm. Acetonitrile-water-diethylamine (50:50:0.1, v/v/v) (pH 3.0, adjusted with orthophosphoric acid) was used as the mobile phase. It was applied to the pharmacokinetic study of osthole in rats after a dose of 10 mg/kg by intravenous administration. A biphasic phenomenon with a rapid distribution followed by a slower elimination phase was observed from the plasma concentration-time curve.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• WGK Germany：
  3
• 海关编码：
  29081000
• 危险品标志：
  Xn,Xi
• 安全说明：
  S26,S36,S36/37,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  密封保存，置于通风、干燥的地方，并避免与其它氧化物接触。

SDS

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模块 1. 化学品
1.1 产品标识符
: OSthole
产品名称
1.2 鉴别的其他方法
7-Methoxy-8-(3-methyl-2-butenyl)coumarin
7-Methoxy-8-isopentenylcoumarin
OSthol
1.3 有关的确定了的物质或混合物的用途和建议不适合的用途
仅供科研用途，不作为药物、家庭备用药或其它用途。

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模块 2. 危险性概述
2.1 GHS分类
急性毒性, 经口 (类别5)
2.2 GHS 标记要素，包括预防性的陈述
象形图 无
警示词 警告
危险申明
H303 吞咽可能有害。
警告申明
措施
P312 如感觉不适，呼救中毒控制中心或医生.
2.3 其它危害物 - 无

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模块 3. 成分/组成信息
3.1 物 质
: 7-Methoxy-8-(3-methyl-2-butenyl)coumarin
别名
7-Methoxy-8-isopentenylcoumarin
OSthol
: C15H16O3
分子式
: 244.29 g/mol
分子量
组分 浓度或浓度范围
OSthole
-
CAS 号 484-12-8

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模块 4. 急救措施
4.1 必要的急救措施描述
一般的建议
请教医生。 出示此安全技术说明书给到现场的医生看。
吸入
如果吸入,请将患者移到新鲜空气处。 如果停止了呼吸,给于人工呼吸。 请教医生。
皮肤接触
用肥皂和大量的水冲洗。 请教医生。
眼睛接触
用水冲洗眼睛作为预防措施。
食入
切勿给失去知觉者从嘴里喂食任何东西。 用水漱口。 请教医生。
4.2 主要症状和影响，急性和迟发效应
据我们所知，此化学，物理和毒性性质尚未经完整的研究。
4.3 及时的医疗处理和所需的特殊处理的说明和指示
无数据资料

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模块 5. 消防措施
5.1 灭火介质
灭火方法及灭火剂
用水雾,耐醇泡沫,干粉或二氧化碳灭火。
5.2 源于此物质或混合物的特别的危害
无数据资料
5.3 给消防员的建议
如必要的话,戴自给式呼吸器去救火。
5.4 进一步信息
无数据资料

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模块 6. 泄露应急处理
6.1 人员的预防,防护设备和紧急处理程序
使用个人防护设备。 防止粉尘的生成。 防止吸入蒸汽、气雾或气体。 避免吸入粉尘。
6.2 环境保护措施
不要让产物进入下水道。
6.3 抑制和清除溢出物的方法和材料
收集、处理泄漏物，不要产生灰尘。 扫掉和铲掉。 存放进适当的闭口容器中待处理。
6.4 参考其他部分
丢弃处理请参阅第13节。

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模块 7. 操作处置与储存
7.1 安全操作的注意事项
防止粉尘和气溶胶生成。
在有粉尘生成的地方,提供合适的排风设备。
7.2 安全储存的条件,包括任何不兼容性
贮存在阴凉处。 容器保持紧闭，储存在干燥通风处。
7.3 特定用途
无数据资料

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模块 8. 接触控制和个体防护
8.1 容许浓度
最高容许浓度
没有已知的国家规定的暴露极限。
8.2 暴露控制
适当的技术控制
按照良好工业和安全规范操作。 休息前和工作结束时洗手。
个体防护设备
眼/面保护
请使用经官方标准如NIOSH (美国) 或 EN 166(欧盟) 检测与批准的设备防护眼部。
皮肤保护
戴手套取 手套在使用前必须受检查。
请使用合适的方法脱除手套(不要接触手套外部表面),避免任何皮肤部位接触此产品.
使用后请将被污染过的手套根据相关法律法规和有效的实验室规章程序谨慎处理. 请清洗并吹干双手
所选择的保护手套必须符合EU的89/686/EEC规定和从它衍生出来的EN 376标准。
身体保护
根据危险物质的类型，浓度和量，以及特定的工作场所来选择人体保护措施。,
防护设备的类型必须根据特定工作场所中的危险物的浓度和含量来选择。
呼吸系统防护
不需要保护呼吸。如需防护粉尘损害，请使用N95型（US）或P1型（EN 143)防尘面具。
呼吸器使用经过测试并通过政府标准如NIOSH（US）或CEN（EU）的呼吸器和零件。

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模块 9. 理化特性
9.1 基本的理化特性的信息
a) 外观与性状
形状: 固体
b) 气味
无数据资料
c) 气味阈值
无数据资料
d) pH值
无数据资料
e) 熔点/凝固点
熔点/凝固点: 83.5 °C
f) 起始沸点和沸程
无数据资料
g) 闪点
无数据资料
h) 蒸发速率
无数据资料
i) 易燃性(固体,气体)
无数据资料
j) 高的/低的燃烧性或爆炸性限度 无数据资料
k) 蒸汽压
无数据资料
l) 蒸汽密度
无数据资料
m) 相对密度
无数据资料
n) 水溶性
无数据资料
o) n-辛醇/水分配系数
辛醇--水的分配系数的对数值: 3.451
p) 自燃温度
无数据资料
q) 分解温度
无数据资料
r) 粘度
无数据资料

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模块 10. 稳定性和反应活性
10.1 反应性
无数据资料
10.2 稳定性
无数据资料
10.3 危险反应的可能性
无数据资料
10.4 应避免的条件
无数据资料
10.5 不兼容的材料
无数据资料
10.6 危险的分解产物
其它分解产物 - 无数据资料

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模块 11. 毒理学资料
11.1 毒理学影响的信息
急性毒性
半数致死剂量 (LD50) 经口 - 大鼠 - 2,905 mg/kg
备注: 行为的：抽搐或对癫痫阈值的影响。 行为的：肌肉收缩或痉挛 肺，胸，或者呼吸系统：呼吸困难
半数致死剂量 (LD50) 腹膜内的 - 大鼠 - 600 mg/kg
半数致死剂量 (LD50) 腹膜内的 - 老鼠 - 190 mg/kg
半数致死剂量 (LD50) 皮下的 - 老鼠 - 16 mg/kg
皮肤刺激或腐蚀
无数据资料
眼睛刺激或腐蚀
无数据资料
呼吸道或皮肤过敏
无数据资料
生殖细胞突变性
无数据资料
致癌性
IARC:
此产品中没有大于或等于 0。1%含量的组分被 IARC鉴别为可能的或肯定的人类致癌物。
生殖毒性
无数据资料
特异性靶器官系统毒性（一次接触）
无数据资料
特异性靶器官系统毒性（反复接触）
无数据资料
吸入危险
无数据资料
潜在的健康影响
吸入 吸入可能有害。 可能引起呼吸道刺激。
摄入 如服入是有害的。
皮肤 如果通过皮肤吸收可能是有害的。 可能引起皮肤刺激。
眼睛 可能引起眼睛刺激。
接触后的征兆和症状
据我们所知，此化学，物理和毒性性质尚未经完整的研究。
附加说明
化学物质毒性作用登记: GN7700000

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模块 12. 生态学资料
12.1 生态毒性
无数据资料
12.2 持久存留性和降解性
无数据资料
12.3 潜在的生物蓄积性
无数据资料
12.4 土壤中的迁移性
无数据资料
12.5 PBT 和 vPvB的结果评价
无数据资料
12.6 其它不利的影响
无数据资料

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模块 13. 废弃处置
13.1 废物处理方法
产品
将剩余的和未回收的溶液交给处理公司。
与易燃溶剂相溶或者相混合，在备有燃烧后处理和洗刷作用的化学焚化炉中燃烧
受污染的容器和包装
作为未用过的产品弃置。

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模块 14. 运输信息
14.1 联合国危险货物编号
欧洲陆运危规: - 国际海运危规: - 国际空运危规: -
14.2 联合国（UN）规定的名称
欧洲陆运危规: 非危险货物
国际海运危规: 非危险货物
国际空运危规: 非危险货物
14.3 运输危险类别
欧洲陆运危规: - 国际海运危规: - 国际空运危规: -
14.4 包裹组
欧洲陆运危规: - 国际海运危规: - 国际空运危规: -
14.5 环境危险
欧洲陆运危规: 否 国际海运危规 海运污染物: 否 国际空运危规: 否
14.6 对使用者的特别提醒
无数据资料

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模块 15 - 法规信息
N/A

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模块16 - 其他信息
N/A

制备方法与用途

植物提取物

植物提取物： 蛇床子素是从伞形科一年生草本植物蛇床子的果实中提取的一种物质。其外观为黄绿色至白色结晶粉末，不溶于水和冷石油醚，易溶于丙酮、甲醇、乙醇、氯仿、三氯甲烷、乙酸乙酯，可溶于沸的石油醚。蛇床子素具有解痉、降血压、抗心律失常、增强免疫功能及广谱抗菌作用。

临床上主要用于治疗：

• 男子阳痿
• 阴囊湿痒
• 女子带下阴痒
• 子宫寒冷不孕
• 风湿痹痛
• 疥癣湿疮
• 滴虫性阴道炎

此外，蛇床子素还可用于制作大田杀虫剂和杀菌剂。它以触杀作用为主，胃毒作用为辅。药液通过体表吸收进入昆虫体内，作用于害虫神经系统，导致肌肉非功能性收缩，最终使害虫衰竭而死。对菜青虫、茶尺蠖、棉铃虫、甜菜夜蛾以及各种蚜虫有较好的触杀效果。

理化性质

蛇床子素属香豆素类化合物：

• 棱柱状结晶（乙醚）
• 针状结晶（稀乙醇），熔点83～84℃，沸点145～150℃
• 可溶于碱溶液、甲醇、乙醇、氯仿、丙酮、醋酸乙酯和沸石油醚等
• 不溶于水和石油醚

药理作用

蛇床子素具有以下功效：

• 解痉
• 降血压
• 抗心律失常
• 增强免疫功能
• 广谱抗菌作用

此外，蛇床子素还具备抗高血压、抗心律失常、抗炎、抗肿瘤、抗骨质疏松症等功效，并作为一种新型的生物农药对害虫和植物病原菌有显著作用。

植物源杀虫剂

蛇床子素是一类天然香豆素类化合物：

• 主要存在于伞形科植物蛇床子(Fructus cnidii)中
• 也可在当归属、古当归属、蛇床属等伞形科植物及柑橘属、黄皮属、象橘属、拟芸香属等芸香科植物，甚至部分菊科和豆科植物中发现

化学性质：

• 溶于碱溶液、甲醇、乙醇、氯仿、丙酮、醋酸乙酯和沸石油醚
• 不溶于水和石油醚

用途： 蛇床子素作为杀虫剂，以触杀作用为主，胃毒作用为辅。室内活性毒力测定显示对菜青虫具有较高活性（LD50为6.2258 mg/kg）。田间试验表明，它对十字花科蔬菜和茶树的害虫有较好的防治效果。

化学性质

蛇床子素溶于碱溶液、甲醇、乙醇、氯仿、丙酮、醋酸乙酯和沸石油醚等，不溶于水和石油醚。它来源于伞形科植物蛇床Cnidium monnieri(L.) Cuss. 的果实。

用途

解痉、降血压、抗心律失常、增强免疫功能及广谱抗菌作用

有效成分： 蛇床子的有效成分即为蛇床子素。

反应信息

• 作为反应物：
  描述：

  蛇床子提取物 在 劳森试剂 作用下， 以 甲苯 为溶剂， 反应 19.0h， 以31%的产率得到thioosthole
  参考文献：
  名称：

  内酯环中蛇床子素的优化：蛇床子素酯衍生物的结构解析、杀虫活性和控制效率

  摘要：

  在这里，我们制备了一系列在蛇床子中分离的蛇床子素内酯环修饰的新型蛇床子素型酯衍生物。代表性化合物4z的 H-3 和 H-4 的位置由1 H– 1 H COZY 光谱确定。通过打开蛇床子素的内酯环，二醇3和酯4a - 4z、4a'和4b'的 C-3 和 C-4 位置的双键仍保留为Z构型。即，化合物3和4a 的H-3 和 H-4 – 4z、4a'和4b'均处于顺式关系。4k、4v和4z的空间构型无疑是由单晶X 射线衍射进一步确定的。针对Tetranychus cinnabarinus Boisduval，四种脂肪族酯4c (R = n -C 3 H 7 ; LC 50 : 0.31 mg/mL), 4d (R = CH 3 (CH 2 ) 10 ; LC 50 : 0.24 mg/mL), 4a ′ (R = CH 3 (CH 2 ) 9；LC 50: 0.28 mg/mL) 和4b' (R =

  DOI：

  10.1021/acs.jafc.1c01434
• 作为产物：
  描述：

  在 氢气 作用下， 以 乙酸乙酯 、 甲苯 为溶剂， 20.0~220.0 ℃ 、101.33 kPa 条件下， 反应 13.0h， 生成 蛇床子提取物
  参考文献：
  名称：

  微波辅助合成苯丙烷和香豆素：甾醇的全合成

  摘要：

  开发了一种微波辅助一锅合成苯丙烷，单木酚和香豆素的方法。选择的反应条件决定了是否生成肉桂酸或香豆素衍生物。优化的反应条件也被用于合成薄荷醇（13）和其他几种天然产物。

  DOI：

  10.1002/ejoc.201701021
• 作为试剂：
  描述：

  双氯芬酸 在 蛇床子提取物 作用下， 生成 4’-羟基双氯芬酸
  参考文献：
  名称：

  Osthole inhibited the activity of CYP2C9 in human liver microsomes and influenced indomethacin pharmacokinetics in rats

  摘要：

  Osthol, a pharmacologically active ingredient in various traditional Chinese medicines, is predominantly metabolized by CYP2C9. It may be co-administered with other drugs which are metabolized by CYP2C9 in clinical medicine. However, CYP2C9*1/*2/*3 genotype on the pharmacokinetics of osthole and its metabolic diversity between rat and human are unclear. In this study, we investigated the effects of osthole on enzyme activity of CYP2C11/CYP2C9 in rat liver microsomes (RLMs) and human liver microsomes (HLMs), to distinguish metabolic manner of osthole in different species. Interestingly, we found that osthole inhibits the activity of CYP2C11 in a non-competitive manner in RLMs, while inhibits CYP2C9 activity in a competitive manner in pooled HLMs. Then, the effects of CYP2C9*1/*2/*3 allele on the pharmacokinetics of osthole were identified. In human CYP2C9 isoform, the Ki value of 21.93 mu M (CYP2C9*1), 18.10 mu M (CYP2C9*2), 13.12 mu M (CYP2C9*3) indicate that there are individual differences in the inhibition of osthole on CYP2C9 activity. We investigated how the indomethacin pharmacokinetics was affected by osthole in SD rat. To estimate the area under the curve (AUC), maximum plasma concentration (C-max) and apparent clearance (CL/F), indomethacin (10 mg/kg) was given orally combined with osthole (20 mg/kg) in adult SD rat. We found the value of PK on indomethacin, such as the AUC(0-infinity), was from 176.40 +/- 17.29 to 173.74 +/- 27.69 mu g/ml h(-1), C-max from 9.02 +/- 1.24 to 9.89 +/- 0.82 mu g/ml and CL/F from 0.11 +/- 0.01 to 0.12 +/- 0.04 mg/kg/h which were unsignificantly changed compared with the control groups. However, the T-max was prolonged from 2.00 +/- 0.00 h to 7.33 +/- 1.15 h, and T-1/2 increased from 8.38 +/- 2.30 h to 11.37 +/- 2.11 h. These results indicate that osthole could potentially affect the metabolism of indomethacin in vivo.

  DOI：

  10.1080/00498254.2020.1734882

文献信息

• [EN] MICROBIOCIDAL OXADIAZOLE DERIVATIVES<br/>[FR] DÉRIVÉS D'OXADIAZOLE MICROBIOCIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2017157962A1

  公开（公告）日：2017-09-21

  Compounds of the formula (I) wherein the substituents are as defined in claim 1, useful as a pesticides, especially fungicides.

  式(I)的化合物，其中取代基如权利要求1所定义，作为杀虫剂特别是杀菌剂有用。
• Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
  申请人：Dow AgroSciences LLC

  公开号：US20180279612A1

  公开（公告）日：2018-10-04

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫具有杀虫效用的分子领域，用于生产此类分子的过程，用于此类过程的中间体，含有此类分子的杀虫组合物，以及使用此类杀虫组合物对抗此类害虫的过程。这些杀虫组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下式（“式一”）的分子。
• Fe‐Catalyzed Anaerobic Mukaiyama‐Type Hydration of Alkenes using Nitroarenes
  作者：Anup Bhunia、Klaus Bergander、Constantin Gabriel Daniliuc、Armido Studer

  DOI：10.1002/anie.202015740

  日期：2021.4.6

  Hydration of alkenes using first row transition metals (Fe, Co, Mn) under oxygen atmosphere (Mukaiyama‐type hydration) is highly practical for alkene functionalization in complex synthesis. Different hydration protocols have been developed, however, control of the stereoselectivity remains a challenge. Herein, highly diastereoselective Fe‐catalyzed anaerobic Markovnikov‐selective hydration of alkenes

  在氧气气氛下使用第一行过渡金属（Fe、Co、Mn）进行烯烃水合（Mukaiyama 型水合）对于复杂合成中的烯烃官能化非常实用。已经开发了不同的水合方案，然而，立体选择性的控制仍然是一个挑战。在此，报道了使用硝基芳烃作为氧化试剂的高度非对映选择性铁催化的烯烃厌氧马尔可夫尼科夫选择性水合。硝基部分在自由基化学中尚未得到很好的探索，并且已知硝基芳烃可以抑制自由基过程。我们的研究结果表明廉价的硝基芳烃作为自由基转化中的氧供体的潜力。制备的仲醇和叔醇具有优异的马尔可夫尼科夫选择性。该方法具有官能团耐受性大的特点，也适用于后期化学官能化。厌氧方案在反应效率和选择性方面优于现有的水合方法。
• [EN] MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO<br/>[FR] MOLÉCULES PRÉSENTANT UNE UTILITÉ EN TANT QUE PESTICIDE, ET LEURS INTERMÉDIAIRES, COMPOSITIONS ET PROCÉDÉS
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2017040194A1

  公开（公告）日：2017-03-09

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions aga inst such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula ("Formula One").

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫有用的分子领域，用于生产这种分子的过程，用于这种过程的中间体，含有这种分子的杀虫剂组合物，以及使用这种杀虫剂组合物对抗这些害虫的过程。这些杀虫剂组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下化学式（“化学式一”）的分子。
• [EN] MICROBIOCIDAL QUINOLINE (THIO)CARBOXAMIDE DERIVATIVES<br/>[FR] DÉRIVÉS MICROBIOCIDES DE QUINOLÉINE (THIO)CARBOXAMIDE
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2019053010A1

  公开（公告）日：2019-03-21

  Compounds of the formula (I) wherein the subsitiuents are as defined in claim 1. Furthermore, the present invention relates to agrochemical compositions which comprise compounds of formula (I), to preparation of these compositions, and to the use of the compounds or compositions in agriculture or horticulture for combating, preventing or controlling infestation of plants, harvested food crops, seeds or non-living materials by phytopathogenic microorganisms, in particular fungi.

  式(I)中的化合物，其中取代基如权利要求1所定义。此外，本发明涉及包括式(I)化合物的农药组合物，制备这些组合物以及在农业或园艺中使用这些化合物或组合物来对抗、预防或控制植物、收获的农作物、种子或非生物材料受植物病原微生物，特别是真菌的侵害。

表征谱图