胭脂树红 | 626-76-6

• 物质功能分类: 食品添加剂 - 护色剂
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 胭脂树红
• 中文别名: 胭脂树橙；胭脂橙红提取物
• 英文名称: cis-norbixin
• 英文别名: norbixin；BIO-201；C.I. Natural orange 4；(2E,4E,6E,8E,10E,12E,14E,16Z,18E)-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaenedioic acid
• CAS: 626-76-6；1393-63-1
• 化学式: C₂₄H₂₈O₄
• 分子量: 380.484
• InChiKey: ZVKOASAVGLETCT-LRRSNBNMSA-N

物化性质

• 颜色/状态：
  Yellow-red solutions or powder /Extract/
• 溶解度：
  In water, 5.23X10-13 mg/L at 25 °C (estimated)
• 蒸汽压力：
  1.75X10-11 mm Hg at 25 °C (estimated)
• 分解：
  When heated to decomposition it emit acrid smoke and irritating fume.

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  4

ADMET

毒理性

• 相互作用

胭脂树红（AN），一种富含类胡萝卜素的天然食品色素，据报道是一种有效的抗氧化剂，但其潜在的化学预防特性知之甚少。在这项研究中，研究人员评估了AN保护人肝癌细胞（HepG2）免受三种不同诱变剂：苯并(a)芘（B(a)P）、阿霉素（DXR）和甲基甲磺酸（MMS）诱导微核的能力。为了澄清AN抗诱变性的可能机制，应用了三种处理方案（预处理；同时处理，以及诱变剂处理后与AN的后处理）。此外，仅暴露于AN的细胞也进行了细胞毒性和诱变性检测。AN的剂量高达10微克/毫升没有诱变性。在使用预处理和同时处理时，B(a)P和DXR诱导的微核有保护作用，但在任何一种方案中，AN对MMS诱导微核没有显著影响。...结果显示，将细胞暴露于高于10微克/毫升的AN浓度会降低细胞活力。综合这些发现表明，AN在体外具有抗诱变活性，但其保护作用取决于诱变剂和处理类型，这表明其作为化学预防剂的潜在用途。

Annatto (AN), a natural food colorant rich in carotenoids, has been reported as being an effective antioxidant, but little is known about its potential chemopreventive properties. In this study, /investigators/ evaluated the ability of AN to protect human hepatoma cells (HepG2) from micronucleus (MN) induction against three different mutagens: benzo(a)pyrene (B(a)P), doxorubicin (DXR), and methyl methanesulfonate (MMS). In an attempt to clarify the possible mechanism of antimutagenicity of AN, three protocols of treatment were applied (pretreatment; simultaneous treatment, and post-treatment with AN following treatment with the mutagens). Also, cells exposed only to AN were assayed for cytotoxicity and mutagenicity. A dosage up to 10 ug/mL of AN was devoid of mutagenic activity. Protective effects were seen on micronuclei induced by B(a)P and DXR using /pre-treatment/ and simultaneous treatment, but AN had no significant effect on MN induction by MMS in any of the protocols. ... /The/ results also show that exposure of cells to concentrations of AN higher than 10 ug/mL decreased cell viability. Taken together /these/ findings indicate that AN presents antimutagenic activity in vitro, but its protective effect is dependent on the mutagen and on type of treatment suggesting its potential use as a chemopreventive agent.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

本研究评估了胭脂树红（Bixa orellana L.），一种富含类胡萝卜素的天然食品色素，对由二甲肼（DMH）在大鼠结肠中诱导的异常隐窝灶（ACF）形成的影响。此外，作者还通过彗星试验调查了胭脂树红对DMH诱导的DNA损伤的影响。雄性Wistar大鼠每周两次皮下注射DMH（40 mg/kg体重）共2周以诱导ACF。它们还接受了含有胭脂树红20、200或1000 ppm的实验性饮食，为期5周，分别在DMH处理前（预处理）或处理后（后处理）10周。在这两种方案中，大鼠在第15周被处死。对于彗星试验，动物被喂食相同的实验性饮食2周。在处死前4小时，动物接受了皮下注射DMH（40 mg/kg体重）。在这种情况下，饮食中添加1000 ppm胭脂树红既没有在大鼠血液和结肠细胞中诱导DNA损伤，也没有在大鼠远端结肠中诱导异常隐窝灶。相反，胭脂树红在抑制每个结肠的隐窝数量方面是成功的，但主要是在DMH之后给药时，并没有在DMH诱导的ACF的发生率上。然而，在结肠细胞中没有观察到抗诱变效应。这些发现表明，胭脂树红可能通过调节隐窝细胞增殖而具有化学预防作用，但不是在结肠癌发生的起始阶段。

... /The/ present study... /evaluated/ the activity of annatto (bixa orellana l.), a natural food colorant rich in carotenoid, on the formation of aberrant crypt foci (ACF) induced by dimethylhydrazine (DMH) in rat colon. Further, /the authors/ investigate, the effect of annatto on DMH-induced DNA damage, by the comet assay. Male Wistar rats were given sc. Injections of DMH (40 mg/kg body wt) twice a week for 2 weeks to induce ACF. They also received experimental diets containing annatto at 20, 200 or 1000 ppm for five 5 weeks before (pre-treatment), or 10 weeks after (post-treatment) DMH treatment. In both protocols the rats were sacrificed on week 15th. For the comet assay, the animals were fed with the same experimental diets for 2 weeks. Four hours before the sacrifice, the animals received an sc injection of DMH (40 mg/kg body wt.). Under such conditions, dietary administration of 1000 ppm annatto neither induce DNA damage in blood and colon cells nor aberrant crypt foci in rat distal colon. Conversely, annatto was successful in inhibiting the number of crypts/colon (animal), but not in the incidence of DMH-induced ACF, mainly when administered after DMH. However, no antigenotoxic effect was observed in colon cells. These findings suggest possible chemopreventive effects of annatto through their modulation of the cryptal cell proliferation but not at the initiation stage of colon carcinogenesis.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

胡萝卜素是40碳分子，具有共轭双键，这使得它们特别有效地淬灭自由基。...研究评估了 norsixin 对大肠杆菌细胞对紫外线辐射、过氧化氢和超氧阴离子引起的 DNA 损伤反应的影响，发现 norbixin 可以保护细胞免受这些因素的伤害。Norbixin 至少增强了10倍的存活率。当细胞在 norbixin 的存在下生长时，UVC 引发的 SOS 诱导被抑制了2.3倍。研究者发现 norbixin 具有抗突变性，根据沙门氏菌突变性测试，对过氧化氢诱导的突变活性的最大抑制率为87%。Norbixin

Carotenoids are 40-carbon molecules with conjugated double bonds, making them particularly effective for quenching free radicals. ... /The study/ evaluated the effect of norbixin on the response of Escherichia coli cells to DNA damage induced by UV radiation, hydrogen peroxide and superoxide anions and found that norbixin protects the cells against these agents. Norbixin enhanced survival at least 10 times. The SOS induction by UVC was inhibited 2.3 times more when cells were grown in the presence of norbixin. /Investigators/ found that norbixin has antimutagenic properties, with a maximum inhibition of /hydrogen peroxide/-induced mutagenic activity of 87%, based on the Salmonella mutagenicity test. /Norbixin/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

已经进行了多项研究，以探讨类胡萝卜素（包括辣椒红素）可能的抗诱变作用，以及它们在防止由辐射或化学品引起的细胞损伤方面的保护作用。例如，一些研究表明，辣椒红素可以提供对大鼠因辐照引起的染色体损伤的保护，并且还可以抑制过氧化氢（H2O2）在鼠伤寒沙门氏菌TA102株中的诱变活性。

A number of studies have been carried out to look at the possible anti-mutagenic action of carotenoids, including bixin, and their protective role in preventing cell damage induced by radiation or chemicals. For example, some studies have shown that bixin can provide protection against chromosomal damage induced by irradiation in rats and can also inhibit the mutagenic activity of hydrogen peroxide (H2O2) in Salmonella typhimurium strain TA102. /Bixin/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 解毒与急救

/SRP:/ 立即急救：确保已经进行了充分的中和。如果患者停止呼吸，请开始人工呼吸，最好使用需求阀复苏器、球囊阀面罩设备或口袋面罩，按训练操作。如有必要，执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果患者呕吐，让患者身体前倾或将其置于左侧（如果可能，头部向下）以保持呼吸道畅通，防止吸入。保持患者安静，维持正常体温。寻求医疗救助。 /毒物A和B/

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Poisons A and B/

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

单次口服剂量含0.1%胭脂红（0.22%辣椒红素）和热降解产物的溶液（在植物油/OSB中为7 mg/kg），0.2%胭脂红（主要是辣椒红素，1.84%）的悬浮液（在植物油中）R10（7 mg/kg）以及0.1%胭脂红（主要是非辣椒红素，0.27%）的水溶性制剂WSA（14 mg/kg）给予成年男性志愿者，并分析了血液和排泄物中的胭脂红色素。血液样本在治疗后的2-12小时内采集，尿液在剂量后的7小时内收集，粪便在治疗日后的两天内收集。WSA（14 mg/kg）在2-1/4小时后产生了12 ug/mL的血液水平，相当于剂量的6%。OSB（7 mg/kg）在3小时后产生了2.4 ug/mL的血液水平，相当于剂量的2.4%。R10（7 mg/kg）在3-1/4小时后产生了0.44 ul/mL的血液水平，相当于剂量的0.32%。WSA（14 mg/kg）、OSB（7 mg/kg）和R10（7 mg/kg）分别在6小时后血液水平恢复到零。尿液中未检测到胭脂红色素，第二天收集的粪便样本中也没有检测到。治疗第二天收集的粪便中含有0.17 mg R10（剂量的0.03%）和0.44 mg WSA（剂量的0.06%），但未检测到与OSB消费相关的色素。因此，与大鼠一样，胭脂红色素被吸收并迅速从血液中清除。

Single oral doses of /solution containing 0.1% annatto (0.22% bixin) and thermal degradation products, in vegetable oil/ OSB (7 mg/kg), /suspension of 0.2% annatto (mainly bixin, 1.84%), in vegetable oil) R10 (7 mg/kg) and a water-soluble preparation of 0.1% annatto (mainly norbixin, 0.27%) WSA (14 mg/kg) were given to adult male /volunteers/ and the blood and excreta were analyzed for annatto pigments. Blood samples were taken between 2-12 hours after treatment, urine was collected during 7 hours after the dose and feces over the 2 days following the day of treatment. WSA (14 mg/kg) produced a blood level of 12 ug/mL after 2-1/4 hours which corresponds to 6% of the dose. OSB (7 mg/kg) produced a blood level of 2.4 ug/mL after 3 hours which corresponds to 2.4% of the dose. R10 (7 mg/kg) produced a blood level of 0.44 ul/mL after 3-1/4 hours which corresponds to 0.32% of the dose. Blood levels had returned to zero 6 hours after WSA (14 mg/kg), OSB (7 mg/kg) and R10 (7 mg/kg) respectively. No annatto pigments were detected in the urine samples and none were detected in feces samples collected the next day. The feces collected the second day after treatment contained 0.17 mg R10 (0.03% of the dose) and 0.44 mg WSA (0.06% of the dose) but no pigments associated with the consumption of OSB were detected. Thus, as in the rat, the annatto pigments were absorbed and rapidly cleared from the blood.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

开发了一种使用反相高效液相色谱（HPLC）技术来测定人血浆中辣椒红素和去甲基辣椒红素浓度的方法，灵敏度达到5微克/升。在正常早餐后，七名男性和女性志愿者各自摄入了一份单一剂量的市售胭脂红食品色素，其中含有16毫克顺式辣椒红素和大约0.5毫克顺式去甲基辣椒红素，溶解在大豆油中，随后饮用了一杯牛奶。在摄入后0、2、4、6和8小时分别采集血液样本；在一些受试者中，摄入后24和48小时还额外采集了样本。在6小时后没有控制食物摄入。受试者血浆中辣椒红素和去甲基辣椒红素的平均浓度和范围见所提供的表格。

A technique /was developed/ using reversed-phase high-performance liquid chromatography (HPLC) to determine concentrations of bixin and norbixin in human plasma, to a sensitivity of 5 ug/L. After a normal breakfast, seven male and female volunteers each ingested a single dose of 1 mL of a commercial annatto food color containing 16 mg of cis-bixin and approximately 0.5 mg of cis-norbixin in soya bean oil, followed by a glass of milk. Blood samples were taken 0, 2, 4, 6 and 8 hr after ingestion; in some subjects, additional samples were taken after 24 and 48 hr. No control of food intake was made after 6 hr . The average values and range of concentrations of bixin and norbixin in the plasma of the subjects are shown in the table provided.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在一项为期4周的研究中，四只雄性和四只雌性Wistar大鼠被喂食含有0%或5%的溶液，该溶液含有0.1%的胭脂红（0.22%的辣椒红）和热降解产物，在植物油（OSB）中，或含有0.02%胭脂红（主要是辣椒红，1.84%）的植物油悬浮液（R10），或含有0.1%胭脂红（主要是诺必辛，0.27%）的水溶性制剂（WSA）。动物接受以下其中一种饮食：（1）在前两周喂食含有胭脂红提取物的饮食，后两周喂食正常饮食；或（2）先喂食两周正常饮食，然后喂食含有胭脂红提取物的饮食两周。在连续两周接受胭脂红提取物后立即处死的动物血液中观察到了可测量的黄色颜料，但在胭脂红提取物治疗停止后两周处死的动物中，仅检测到微量。在OSB和R10处理的动物脂肪组织中发现了黄色颜料，而在接受WSA的动物中未发现。对这些颜料的色谱分析确认它们不是主要的胭脂红颜料（辣椒红或诺必辛）。在治疗停止后立即处死的动物与治疗停止两周后处死的动物相比，脂肪的脱色程度也有明显差异，表明颜料的清除是迅速的。在治疗的第二周收集粪便并分析颜料含量。大约20%的OSB和WSA给药剂量以及大约55%的R10未改变地从粪便中回收。

In a 4-week study, groups of four male and four female Wistar rats were fed diets containing 0% or 5% of a solution containing 0.1% annatto (0.22% bixin) and thermal degradation products, in vegetable oil (OSB), a suspension containing 0.02% annatto (mainly bixin, 1.84%), in vegetable oil (R10) or a water-soluble preparation containing 0.1% annatto (mainly norbixin, 0.27%) (WSA). Animals received either: (1) diet containing annatto extract during the first 2 weeks and normal diet for the second 2 weeks; or (2) normal diet for 2 weeks followed by the diet containing annatto extract for 2 weeks. In the animals that were killed immediately after receiving annatto extract for 2 weeks, measurable amounts of yellow pigment were observed in the blood, but in animals that were killed 2 weeks after treatment with annatto extract had stopped, only trace amounts were detected. Yellow pigment was also found in the adipose tissue of animals treated with OSB and R10, but not in animals receiving WSA. Chromatographic analysis of these pigments confirmed that they were not major annatto pigments (bixin or norbixin). There was also a clear difference in the degree of discoloration of the fat in animals killed immediately after cessation of treatment, compared with that in animals killed 2 weeks after treatment had stopped, indicating that clearance of the pigment was rapid. Feces were collected during the second week of treatment and analyzed for pigment content. About 20% of the administered dose of OSB and WSA and about 55% of R10 was recovered unchanged from the feces.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

在口服给予辣椒红B 100或1000 mg/kg体重后，雄性和雌性大鼠血浆中出现了以下化学物质：9'顺式辣椒红素、反式辣椒红素（保留时间，26分钟）、9'顺式去甲辣椒红素、反式去甲辣椒红素、二顺式去甲辣椒红素以及一个保留时间为6.8分钟的去甲辣椒红素同分异构体。在给予辣椒红E（在两种浓度下）后，在两性的血浆中检测到了上述同分异构体以及一个保留时间为267分钟的反式辣椒红素物种。相比之下，在给予辣椒红F（在两种剂量下）后，仅在雄性和雌性大鼠的血浆中出现了去甲辣椒红素同分异构体（9'顺式去甲辣椒红素、反式去甲辣椒红素、二顺式去甲辣椒红素和保留时间为6.8分钟的同分异构体）。尽管辣椒红B和E含有超过90%的9'顺式辣椒红素，但在给予辣椒红B、E或F后，9'顺式去甲辣椒红素的血浆浓度高于9'顺式辣椒红素。每种提取物在雄性和雌性中的主要组分的Tmax为2-4小时；到12小时时，只剩下微量的辣椒红素，尽管去甲辣椒红素的浓度在24小时时仍然可以测量到。当口服剂量从100 mg/kg体重增加到1000 mg/kg体重时，辣椒红B（9'顺式辣椒红素）、辣椒红E（9'顺式辣椒红素）和辣椒红F（9'顺式去甲辣椒红素）的主要组分的血浆浓度增加了。

After dosing orally with annatto B at 100 or 1000 mg/kg bw, the following chemical species were present in the plasma of male and female rats: 9'cisbixin, trans-bixin (retention time, 26 min), 9'cis-norbixin, trans-norbixin, di cis-norbixin and a norbixin isomer with retention time, 6.8 min. After dosing with annatto E (at both concentrations), the above isomers plus an additional trans-bixin species with retention time of 267 min were detected in the plasma of both sexes. In contrast, after administration of annatto F (at both doses), only the norbixin isomers (9'cis-norbixin, trans-norbixin, di cis-norbixin and the isomer with a retention time 6.8 minutes) were present in the plasma of male and female rats. Plasma concentrations of 9'cis-norbixin were higher than those of 9'cis-bixin after the administration of annatto B, E or F, despite the fact that annatto B and E contain >90% 9'cis-bixin. The Tmax for the major component in plasma for each extract in males and females at both doses was 2-4 hr; by 12 hr, only trace amounts of bixin remained, although concentrations of norbixin were still measurable at 24 hr. When the oral dose was raised from 100 mg/kg bw to 1000 mg/kg bw, the plasma concentrations of the major components of annatto B (9'cis-bixin), annatto E (9'cis-bixin) and annatto F (9'cis-norbixin) were increased.

来源:Hazardous Substances Data Bank (HSDB)

制备方法与用途

根据提供的信息，可以总结出关于胭脂树橙的相关内容：

1. 定义与用途：胭脂树橙是一种食品添加剂，主要用作着色剂。

2. 使用范围和最大允许使用量：

   • 果冻、果酱、冷冻饮品（除食用冰外）、焙烤食品等。
   • 在这些食品中的最大允许使用量均为0.6g/kg。

3. 含量分析方法：

   • 油溶性胭脂树橙：通过测量溶液在470nm波长处的吸光度A来定量。
   • 水溶性胭脂树橙：通过一系列萃取步骤后，在453nm波长处的吸光度A来定量。

4. 毒性信息：

   • ADI（每日允许摄入量）为0.065mg/kg，以红木素计。
   • 急性中毒试验显示LD₅₀ > 35ml/kg。
   • 长期喂养实验未发现致畸、代谢障碍及慢性中毒等异常。

5. 含量测定：

   • 对于油溶性和水溶性的胭脂树橙，提供了具体的测定方法和步骤。

6. 其他信息：还包括一些化学性质的测定方法，如卡尔-普莱斯反应等。

反应信息

• 作为产物：
  描述：

  胭脂素 在 四丁基氢氧化铵 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 0.58h， 以93%的产率得到胭脂树红
  参考文献：
  名称：

  天然类胡萝卜素及其合成糖肽结合物抑制 SARS-CoV-2 复制

  摘要：

  旷日持久的全球 COVID-19 大流行促使开发针对病原体 SARS-CoV-2 的新药。临床上使用的糖肽类抗生素替考拉宁成为一种潜在的抗病毒药物，并且通过亲脂性修饰提高了其疗效。这促使我们制备替考拉宁、其假糖苷配基和相关瑞斯托霉素糖苷配基的新型亲脂性类胡萝卜素缀合物。使用细胞活力测定和病毒 RNA 的定量 PCR 在 Vero E6 细胞中测试了它们对 SARS-CoV-2 的抗病毒作用，证实了它们对病毒复制的微摩尔抑制活性。有趣的是，母体类胡萝卜素中的两种，bixin 和 β-apo-8'胡萝卜素酸，发挥了显着的抗 SARS-CoV-2 活性。机制研究涉及组织蛋白酶 L 和 B，以及主要蛋白酶 3CLPro，并且通过计算研究使结果合理化。糖肽缀合物显示双重抑制作用，而类胡萝卜素主要具有组织蛋白酶 B 和 L 亲和力。由于替考拉宁是一种上市抗生素，而天然碧玺是一种经批准、廉价且广泛使用的

  DOI：

  10.3390/ph14111111

文献信息

• COLOURED DISINFECTANT PREPARATION BASED ON BISPYRIDINIUMALKANE
  申请人：L'AIR LIQUIDE, SOCIETE ANONYME POUR L'ETUDE ET L'EXPLOITATION DES PROCEDES GEORGE

  公开号：US20150335757A1

  公开（公告）日：2015-11-26

  The non-solid disinfectant preparation includes a) bispyridiniumalkane (in particular octenidine) and b) dye selected from xanthene dyes, azo dyes and polyterpene compounds. The preparation is free from fluorescein and salts thereof. The novel preparations exhibit an excellent remanence effect.

  该非固态消毒剂制剂包括a) 双吡啶烷基（特别是辛甲啶）和b) 从黄色素染料，偶氮染料和聚萜化合物中选择的染料。该制剂不含荧光素及其盐。这种新型制剂表现出优异的残留效果。
• Sunscreen compositions comprising colour pigments
  申请人：BASF SE

  公开号：EP2710996A2

  公开（公告）日：2014-03-26

  Disclosed are cosmetic formulation comprising (a) particulates having an absorption in the range of 400 to 800nm; and (b) UV filters selected from (b1) particulate organic UV-filters; and (b2) soluble organic UV filters.

  所公开的化妆品配方包括 (a) 吸收波长范围为 400 至 800 纳米的微粒；以及 (b) 紫外线过滤剂，选自 (b1) 颗粒有机紫外线过滤器；和 (b2) 可溶性有机紫外线过滤剂。
• ACID STABLE BEVERAGES COMPRISING BIXIN
  申请人：DSM IP Assets B.V.

  公开号：EP3103352A1

  公开（公告）日：2016-12-14

  The present invention is directed to an acid-stable bixin form, wherein the bixin is microencapsulated, preferably in a matrix of modified food starch. This bixin form can be in the form of an emulsion, a dispersion or in form of an powder. The present invention is further directed to a process for the manufacture of such forms, as well as to beverages containing them. These yellow-orange to red-orange beverages are physically stable and color stable.

  本发明涉及一种酸稳定型比克信，其中比克信被微胶囊化，最好是在变性食品淀粉基质中。这种双黄连可以是乳剂、分散体或粉末状。 本发明还涉及制造这种形式的工艺以及含有这种形式的饮料。这些橘黄色至橘红色的饮料具有物理稳定性和颜色稳定性。
• HAIR DYEING COMPOSITION
  申请人：BASF SE

  公开号：EP3459520A1

  公开（公告）日：2019-03-27

  Disclosed is a hair dyeing composition comprising (a) a dye of formula (b) at least one dye selected from the compounds of formulae wherein D is the radical of a diazo component of the formula (2a) K is the radical of a coupling component selected from aniline derivatives; phenol derivatives; and a radical of a heterocyclic coupling component; X is -O-; -S-; or-N(R8)-; Y is -CH=; -CR15=; or -N=; R1, R2, R3 and R4 independently from each other are hydrogen; or C1-C4alkyl; R5 and R6 independently from each other are hydrogen; C1-C4alkyl; or C1-C4alkoxy; R7 and R9 independently from each other are unsubstituted or OH-, C1-C4alkoxy-, halogen-, amino-, C1-C4-mono or-dialkylamino-substituted C1-C4alkyl; R8 is hydrogen; or C1-C4alkyl; R10 is hydrogen; C1-C4alkyl; or CN; R11 is unsubstituted or OH- or CN-substituted C1-C4alkyl; R12 is hydrogen; or C1-C4alkyl; R13 and R14 independently from each other are hydrogen; C1-C4alkyl; or C1-C4alkoxy; or R13 and R14 together with the nitrogen and carbon atoms joining them together form a 5- or 6-membered ring; R15 is hydrogen; or C1-C4alkyl; and An1-is a colorless anion; and (c) a quaternary ammonium salt.

  本发明公开了一种染发组合物，其中包括 (a) 式中的染料 (b) 至少一种选自式化合物的染料 其中 D 是式 (2a) 中重氮组分的基团 K 是偶联组分的基团，选自苯胺衍生物、苯酚衍生物和杂环偶联组分的基团； X 是-O-；-S-；或-N(R8)-； Y 是-CH=；-CR15=；或-N=； R1、R2、R3 和 R4 相互独立地为氢；或 C1-C4 烷基； R5 和 R6 各自独立地为氢、C1-C4 烷基或 C1-C4 烷氧基； R7和R9各自独立地为未取代的或OH-、C1-C4烷氧基-、卤素-、氨基-、C1-C4-单烷基或二烷基氨基-取代的C1-C4烷基； R8 是氢；或 C1-C4 烷基； R10 是氢；或 C1-C4 烷基；或 CN； R11是未取代的或OH-或CN-取代的C1-C4烷基； R12 是氢；或 C1-C4 烷基； R13和R14彼此独立地为氢、C1-C4烷基或C1-C4烷氧基；或 R13 和 R14 与连接它们的氮原子和碳原子一起形成 5 或 6 元环； R15 是氢；或 C1-C4 烷基；和 An1- 是无色阴离子；以及 (c) 季铵盐。
• Composition containing norbixin for protecting cells of the retinal pigment epithelium
  申请人：BIOPHYTIS

  公开号：US10314804B2

  公开（公告）日：2019-06-11

  A method of photoprotecting cells of the retinal pigment epithelium (EPR) in mammals using a composition having norbixin. The norbixin is produced by purification from an extract of Bixa orellana seeds.

  一种利用含有诺比星的组合物对哺乳动物视网膜色素上皮细胞（EPR）进行光保护的方法。诺比星是从 Bixa orellana 种子提取物中提纯制得的。