栎瘿酸

栎瘿酸
英文名	Roburic acid
别名	栎樱酸
识别
CAS号	6812-81-3
PubChem	12315005
SMILES	O=C(O)CCC1(C)C(C(=C)C)CCC2(C)C1CC=C3C4C(C)C(C)CCC4(C)CCC32C;
InChI	InChI=1S/C30H48O2/c1-19(2)22-12-16-30(8)24(28(22,6)15-13-25(31)32)10-9-23-26-21(4)20(3)11-14-27(26,5)17-18-29(23,30)7/h9,20-22,24,26H,1,10-18H2,2-8H3,(H,31,32)/t20-,21+,22+,24-,26+,27-,28+,29-,30-/m1/s1;
InChIKey	RPPYCVULPFKBOG-CSHKLQQTSA-N
ChEBI	132851
性质
化学式	C30H48O2
摩尔质量	440.7 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

栎瘿酸（英语：Roburic acid）是一种脂溶性四环三萜酸，化学式C₃₀H₄₈O₂，可见于秦艽^[1]^[2]、达乌里秦艽^[3]等物种，是秦艽的特征物质^[4]^[5]。1963年由意大利学者在一颗被瘿蜂属（英语：Cynips）昆虫Cynips mayri侵袭的夏栎（Quercus robur）上产生的虫瘿中发现，并命名为“Roburic acid”^[6]^[7]。其具有抗炎作用，推测其为COX-1和COX-2抑制剂有关^[8]^[9]。除此之外，栎瘿酸和其衍生物对微粒体前列腺素E合酶1（英语：MPGES-1）（mPGES-1）有抑制作用，从而阻止介导炎症反应和肿瘤的前列腺素E2生成^[9]。

参考资料

^ Gabriel N. Folefoc; Jean Paul Bisseck; Zacharias T. Fomum; Bernard Bodo. Constituents from the roots of Pentaclethra macrophylla. Biochemical Systematics and Ecology. 2005-09, 33 (12). doi:10.1016/J.BSE.2005.07.017.
^ Zhi-Bo Jiang; Hong-Li Liu; Xiao-Qing Liu; Ji-Ning Shang; Jia-Rui Zhao; Cheng-Shan Yuan. Chemical constituents of Gentiana macrophylla Pall. Natural Product Research. 2010-09, 24 (14). doi:10.1080/14786411003745494 （英语）.
^ Yan-Ming Wang; Min Xu; Dong Wang; Chong-Ren Yang; Yang Zeng; Ying-Jun Zhang. Anti-inflammatory compounds of "Qin-Jiao", the roots of Gentiana dahurica (Gentianaceae).. Journal of Ethnopharmacology. 2013-03, 147 (2). doi:10.1016/J.JEP.2013.03.016.
^ 陈千良，孙文基，涂光忠，石张燕. 陕西产秦艽脂溶部位化学成分研究. 中草药. 2005, 36 (1): 4-7. doi:10.3321/j.issn:0253-2670.2005.01.002.
^ 丁金有，余红，龚平双. 秦艽中栎瘿酸提取工艺优化和含量测定方法建立. 实验室检测. 2024, 2 (8): 21-24.
^ L. Mangoni, M. Belardini. Roburic acid, a new triterpene 3,4-seco-acid. Tetrahedron Letters. 1963, 4 (14): 921-924. doi:10.1016/S0040-4039(01)90744-0.
^ 周磊，许敏，杨崇仁，张颖君. 壳斗科植物的化学成分及生物活性研究进展. 天然产物研究与开发. 2012, 24 (2): 260-273. doi:10.3969/j.issn.1001-6880.2012.02.028.
^ Hongmei Cao, Rui Yu, Yongsoo Choi. Discovery of cyclooxygenase inhibitors from medicinal plants used to treat inflammation. Pharmacological Research. 2010, 6 (16): 519-524. PMID 20188172. doi:10.1016/j.phrs.2010.02.007.
^ ^9.0 ^9.1 Adrianna Gielecińska, Mateusz Kciuk, Somdutt Mujwar; et al. Substances of Natural Origin in Medicine: Plants vs. Cancer. Cells. 2023, 12 (7): 986. PMC 10092955  . PMID 37048059. doi:10.3390/cells12070986.

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[1] Gabriel N. Folefoc; Jean Paul Bisseck; Zacharias T. Fomum; Bernard Bodo. Constituents from the roots of Pentaclethra macrophylla. Biochemical Systematics and Ecology. 2005-09, 33 (12). doi:10.1016/J.BSE.2005.07.017.

[2] Zhi-Bo Jiang; Hong-Li Liu; Xiao-Qing Liu; Ji-Ning Shang; Jia-Rui Zhao; Cheng-Shan Yuan. Chemical constituents of Gentiana macrophylla Pall. Natural Product Research. 2010-09, 24 (14). doi:10.1080/14786411003745494 （英语）.

[3] Yan-Ming Wang; Min Xu; Dong Wang; Chong-Ren Yang; Yang Zeng; Ying-Jun Zhang. Anti-inflammatory compounds of "Qin-Jiao", the roots of Gentiana dahurica (Gentianaceae).. Journal of Ethnopharmacology. 2013-03, 147 (2). doi:10.1016/J.JEP.2013.03.016.

[4] 陈千良，孙文基，涂光忠，石张燕. 陕西产秦艽脂溶部位化学成分研究. 中草药. 2005, 36 (1): 4-7. doi:10.3321/j.issn:0253-2670.2005.01.002.

[5] 丁金有，余红，龚平双. 秦艽中栎瘿酸提取工艺优化和含量测定方法建立. 实验室检测. 2024, 2 (8): 21-24.

[6] L. Mangoni, M. Belardini. Roburic acid, a new triterpene 3,4-seco-acid. Tetrahedron Letters. 1963, 4 (14): 921-924. doi:10.1016/S0040-4039(01)90744-0.

[7] 周磊，许敏，杨崇仁，张颖君. 壳斗科植物的化学成分及生物活性研究进展. 天然产物研究与开发. 2012, 24 (2): 260-273. doi:10.3969/j.issn.1001-6880.2012.02.028.

[8] Hongmei Cao, Rui Yu, Yongsoo Choi. Discovery of cyclooxygenase inhibitors from medicinal plants used to treat inflammation. Pharmacological Research. 2010, 6 (16): 519-524. PMID 20188172. doi:10.1016/j.phrs.2010.02.007.

[:0-9] 9.0 ^9.1 Adrianna Gielecińska, Mateusz Kciuk, Somdutt Mujwar; et al. Substances of Natural Origin in Medicine: Plants vs. Cancer. Cells. 2023, 12 (7): 986. PMC 10092955  . PMID 37048059. doi:10.3390/cells12070986.

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