藏红花醛

Safranal
IUPAC名
2,6,6-Trimethylcyclohexa-1,3-diene-1-carbaldehyde
识别
CAS号 116-26-7  checkY
PubChem 61041
ChemSpider 55000
SMILES
 
  • O=C\C1=C(\C=C/CC1(C)C)C
ChEBI 53169
性质
化学式 C10H14O
摩尔质量 150.21 g/mol g·mol⁻¹
密度 0.9734 g/cm3
沸点 70 °C（343 K）
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

藏红花醛（英语：Safranal）是从藏红花中分离出来的有机化合物，藏红花是由番红花（Crocus sativus）柱头组成的香料。它是藏红花香气的主要成分。

据信藏红花醛是类胡萝卜素玉米黄质通过中间体藏红花苦素的降解产物。

药理学

藏红花醛在动物模型中是一种有效的抗惊厥药，被证明可作为GABAA受体的激动剂。[1][2]藏红花醛还具有高抗氧化和自由基清除活性，[3][4]以及​​体外对癌细胞的细胞毒性。[5]其抗癌作用机制之一涉及破坏细胞微管的正常组装动力学。[6]它在动物身上和人类初步研究中也被证明具有抗抑郁特性。[7][8]

天然来源

藏红花醛可以在一下物种中发现：[9]

参考资料

  1. ^ Hosseinzadeh H; Talebzadeh F. Anticonvulsant evaluation of safranal and crocin from Crocus sativus in mice. Fitoterapia. December 2005, 76 (7–8): 722–4. PMID 16253437. doi:10.1016/j.fitote.2005.07.008. 
  2. ^ Hosseinzadeh H; Sadeghnia HR. Protective effect of safranal on pentylenetetrazol-induced seizures in the rat: involvement of GABAergic and opioids systems. Phytomedicine. April 2007, 14 (4): 256–62. PMID 16707256. doi:10.1016/j.phymed.2006.03.007. 
  3. ^ Hosseinzadeh H; Sadeghnia HR. Safranal, a constituent of Crocus sativus (saffron), attenuated cerebral ischemia induced oxidative damage in rat hippocampus. Journal of Pharmacy & Pharmaceutical Sciences. 2005, 8 (3): 394–9 [2023-12-28]. PMID 16401389. （原始内容存档于2016-03-04）. 
  4. ^ Assimopoulou AN; Sinakos Z; Papageorgiou VP. Radical scavenging activity of Crocus sativus L. extract and its bioactive constituents. Phytotherapy Research. November 2005, 19 (11): 997–1000. PMID 16317646. S2CID 23907085. doi:10.1002/ptr.1749. 
  5. ^ Escribano J; Alonso GL; Coca-Prados M; Fernandez JA. Crocin, safranal and picrocrocin from saffron (Crocus sativus L.) inhibit the growth of human cancer cells in vitro. Cancer Letters. February 1996, 100 (1–2): 23–30. PMID 8620447. doi:10.1016/0304-3835(95)04067-6 可免费查阅. 
  6. ^ Cheriyamundath S, Choudhary S, and Lopus M (2017) Safranal inhibits HeLa cell viability by perturbing the reassembly potential of microtubules. Phytother Res, 32, 170-173. doi: 10.1002/ptr.5938. PMID 29024138
  7. ^ Hosseinzadeh H; Karimi G; Niapoor M. Antidepressant effect of Crocus sativus L. stigma extracts and their constituents, crocin and safranal, in mice. Acta Horticulturae. 2004, 650 (650): 435–45. doi:10.17660/ActaHortic.2004.650.54. 
  8. ^ Akhondzadeh S; Fallah-Pour H; Afkham K; Jamshidi AH; Khalighi-Cigaroudi F. Comparison of Crocus sativus L. and imipramine in the treatment of mild to moderate depression: A pilot double-blind randomized trial ISRCTN45683816. BMC Complementary and Alternative Medicine. September 2004, 4: 12. PMC 517724 可免费查阅. PMID 15341662. doi:10.1186/1472-6882-4-12 可免费查阅. 
  9. ^ List of Chemicals. sun.ars-grin.gov. [2008-03-02]. 
  10. ^ Yan JH; Tang KW; Zhong M; Deng NH. [Determination of chemical components of volatile oil from Cuminum cyminum L. by gas chromatography-mass spectrometry]. Se Pu. November 2002, 20 (6): 569–72. PMID 12683011 （中文）. 
  11. ^ 11.0 11.1 11.2 11.3 11.4 11.5 11.6 11.7 Ramin Rezaee; Hossein Hosseinzadeh. [Safranal: From an Aromatic Natural Product to a Rewarding Pharmacological Agent]. Iranian Journal of Basic Medical Sciences. January 2013, 16 (1): 12–26. PMC 3637901 可免费查阅. PMID 23638289.