石耳酸

化合物

石耳酸(英語:Umbilicaric acid)是一種有機化合物,分子式C25H22O10,屬於三縮酚酸,存在於石耳屬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
識別
CAS號 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
性質
化學式 C25H22O10
摩爾質量 482.44 g·mol−1
熔點 203 °C(476 K)
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

在地衣中為三苔色酸的伴生產物[2],具有強的抗氧化性[3],是地衣中DPPH清除率最高的縮酚酸之一[4]

參考文獻

  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.