藏紅花醛

藏紅花醛(英語:Safranal)是從藏紅花中分離出來的有機化合物,藏紅花是由番紅花Crocus sativus)柱頭組成的香料。它是藏紅花香氣的主要成分。

Safranal
IUPAC名
2,6,6-Trimethylcyclohexa-1,3-diene-1-carbaldehyde
識別
CAS號 116-26-7  checkY
PubChem 61041
ChemSpider 55000
SMILES
 
  • O=C\C1=C(\C=C/CC1(C)C)C
ChEBI 53169
性質
化學式 C10H14O
摩爾質量 150.21 g/mol g·mol⁻¹
密度 0.9734 g/cm3
沸點 70 °C(343 K)
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

據信藏紅花醛是類胡蘿蔔素玉米黃質通過中間體藏紅花苦素的降解產物。

藥理學

藏紅花醛在動物模型中是一種有效的抗驚厥藥,被證明可作為GABAA受體激動劑[1][2]藏紅花醛還具有高抗氧化和自由基清除活性,[3][4]以及​​體外對癌細胞的細胞毒性[5]其抗癌作用機制之一涉及破壞細胞微管的正常組裝動力學。[6]它在動物身上和人類初步研究中也被證明具有抗抑鬱特性。[7][8]

天然來源

藏紅花醛可以在一下物種中發現:[9]

參考資料

  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. (原始內容存檔於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 . 
  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 . PMID 15341662. doi:10.1186/1472-6882-4-12 . 
  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 . PMID 23638289.