[Chemical constituents of the roots of Macleaya microcarpa and activation efficacy of benzophenanthridine alkaloids for the transcription of xbp1 gene].

Abstract

Ongoing study on the chemical constituents of the roots of Macleaya microcarpa led to the isolation of eight compounds of derivatives of triterpenes and organic acids in addition to some previously identified benzophenanthridines. The eight compounds were identified by spectroscopic methods as well as comparison with literature values as 1-oxo-2, 22 (30)-hopandien-29-oic acid (1), 3-oxo-12-oleanen-30-oic acid (2), 3α-hydroxy-12-oleanen-30-oic acid (3), 3β-hydroxy-12-oleanen-30-oic acid (4), ferulic acid (5), ferulic acid 4-O-β-D-glucoside (6), 3-O-feruloylquinic acid (7), and methyl 3-O-feruloylquinate (8). Of which, 1 is a new triterpenoid of hopanes and 2-8 are isolated from M microcarpa for the first time. In order to discover natural active compounds as potential agents of anti-ulcerative colitis (UC), an in vitro drug high-throughput screening model targeted x-box-binding protein 1 (xbp1) was employed to evaluate the activity of the major chemical constituents of M microcarpa. The result confirmed that two dihydrobenzophenanthridines, dihydrosanguinarine (9) and dihydrochelerythrine (10), showed a certain activity on activating the transcription of xbpl, a transcription factor (TF) associated with the occurrence, development, and potential treatment of UC, with their relative activating ratios being 1.76 and 1.77 times, respectively, as compared with control group.

• Authors: Yang Liu, An-Jun Deng, Lin Ma, Hai-Jing Zhang, Zhi-Hui Zhang, Lian-Qiu Wu, Zhu-Fang Shen, Wen-Jie Wang, Hai-Lin Qin
• Journal: Yao xue xue bao = Acta pharmaceutica Sinica (Yao Xue Xue Bao) Vol. 50 Issue 2 Pg. 207-10 (Feb 2015) ISSN: 0513-4870 [Print] China
• PMID: 25975030 (Publication Type: Journal Article)

Chemical References

• Anti-Ulcer Agents
• Benzophenanthridines
• DNA-Binding Proteins
• Isoquinolines
• Regulatory Factor X Transcription Factors
• Transcription Factors
• Triterpenes
• dihydrochelerythrine
• dihydrosanguinarine

Topics

• Anti-Ulcer Agents (chemistry)
• Benzophenanthridines (chemistry)
• DNA-Binding Proteins (genetics)
• Isoquinolines (chemistry)
• Papaveraceae (chemistry)
• Plant Roots (chemistry)
• Regulatory Factor X Transcription Factors
• Transcription Factors (genetics)
• Transcription, Genetic
• Triterpenes (chemistry)