石耳酸

化合物

石耳酸(英語:Umbilicaric acid)是一种有机化合物,分子式C25H22O10,属于三缩酚酸,存在于石耳屬Umbilicaria)等地衣中,因而得名[1]

石耳酸
IUPAC名
2-Hydroxy-4-({2-hydroxy-4-[(4-hydroxy-2-methoxy-6-methylbenzoyl)oxy]-6-methylbenzoyl}oxy)-6-methylbenzoic acid
识别
CAS号 30666-92-3
PubChem 12444590
SMILES
 
  • CC1=CC(=CC(=C1C(=O)OC2=CC(=C(C(=C2)C)C(=O)OC3=CC(=C(C(=C3)C)C(=O)O)O)O)OC)O
性质
化学式 C25H22O10
摩尔质量 482.44 g·mol−1
熔点 203 °C(476 K)
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

在地衣中为三苔色酸的伴生产物[2],具有强的抗氧化性[3],是地衣中DPPH清除率最高的缩酚酸之一[4]

参考文献

  1. ^ Narui, Takao; Sawada, Keiko; Takatsuki, Satoshi; Okuyama, Toru; Culberson, Chicita F.; Culberson, William Louis; Shibata, Shoji. NMR assignments of depsides and tridepsides of the lichen family Umbilicariaceae. Phytochemistry. July 1998, 48 (5): 815–822. Bibcode:1998PChem..48..815N. doi:10.1016/S0031-9422(97)00958-8. 
  2. ^ JA Elix, JA Elix, M Barbero. 2″-O-Methylgyrophoric Acid, a New Lichen Tridepside. Australian Journal of Chemistry. 1995, 48 (10): 1761 – 1765. doi:10.1071/CH9951761. 
  3. ^ Tuba Zeytun Buçukoglu, Sevil Albayrak, M. Gökhan Halici, Turgay Tay. Antimicrobial and Antioxidant Activities of Extracts and Lichen Acids Obtained from Some Umbilicaria Species from Central Anatolia, Turkey. Journal of Food Processing and Preservative. 2013, 37: 1103–1110. doi:10.1111/j.1745-4549.2012.00811.x. 
  4. ^ Sammer Yousuf, M. Iqbal Choudhary, Atta-ur-Rahman. Chapter 7 - Lichens: Chemistry and Biological Activities. Studies in Natural Products Chemistry. 2014, 43: 223–259. doi:10.1016/B978-0-444-63430-6.00007-2.