Natural nitric oxide (NO) inhibitors from the rhizomes of Curcuma phaeocaulis

作者：Ma, Jiang-Hao; Zhao, Feng; Wang, Ying; Liu, Yue; Gao, Su-Yu; Ding, Li-Qin; Chen, Li-Xia^*; Qiu, Feng

来源：Organic and Biomolecular Chemistry, 2015, 13(30): 8349-8358.

DOI：10.1039/c5ob00964b

• SESQUITERPENES
• WENYUJIN
• DIARYLHEPTANOIDS
• KWANGSIENSIS
• MACROPHAGES
• EXTRACTS
• ZEDOARIA
• ALCOHOLS
• LONGA

An exploration we carried out for isolating nitric oxide (NO) inhibitors from the rhizomes of Curcuma phaeocaulis afforded one new salvialane-type sesquiterpene, phasalvione (1), two novel nor-sesquiterpenes, phaeocaudione (2) and phaeocauone (3), one aromatic acid 3-methyl-4-(3-oxo-butyl)-benzoic acid (4), two gamma-elemene-type sesquiterpenes, 813(H)-elema-1,3,7(11)-trien-8,12-lactam (5) and 80-methoxy-isogermafurenolide (6), one eudesmane-type sesquiterpene, phaeusmane I (7), and one cyclic diarylheptanoid, phaeoheptanoxide (8). Their structures were established based on extensive spectroscopic analysis. The absolute configurations of compounds 1 and 2 were assigned using the circular dichroism data of the Rh-2(000CF(3))(4)] complex, and the absolute configuration of 1 was further established by single crystal X-ray crystallography. It is noteworthy that compounds 5-7 were racemates analyzed by chiral HPLC. Furthermore, the inhibitory effects of the isolated compounds on nitric oxide production in [PS-activated macrophages were evaluated. Compounds 1, 3 and 4 showed strong inhibitory activities on NO production with IC50 values of 7.46 +/- 0.69, 2.35 +/- 0.17 and 3.49 +/- 0.31 mu M, respectively. A plausible biosynthetic pathway for 1-4 in C. phaeocaulis was also discussed

• 出版日期2015
• 单位烟台大学; 沈阳药科大学; 天津中医药大学