New isosteroidal alkaloids with tracheal relaxant effect from the bulbs of Fritillaria pallidiflora Schrenk

Yan Li; Abulimiti Yili; Jun Li; Aziz Muhamat; Haji Akber Aisa

doi:10.1016/j.bmcl.2016.03.001

New isosteroidal alkaloids with tracheal relaxant effect from the bulbs of Fritillaria pallidiflora Schrenk

Bioorg Med Chem Lett. 2016 Apr 15;26(8):1983-7. doi: 10.1016/j.bmcl.2016.03.001. Epub 2016 Mar 2.

Authors

Yan Li¹, Abulimiti Yili², Jun Li³, Aziz Muhamat⁴, Haji Akber Aisa⁵

Affiliations

¹ Key Laboratory of Plants Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing South Road 40-1, Urumqi 830011, Xinjiang, PR China; University of Chinese Academy of Sciences, Beijing 100039, PR China.
² Key Laboratory of Plants Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing South Road 40-1, Urumqi 830011, Xinjiang, PR China; State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, Xinjiang, PR China.
³ State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, Xinjiang, PR China.
⁴ State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, Xinjiang, PR China; University of Chinese Academy of Sciences, Beijing 100039, PR China.
⁵ Key Laboratory of Plants Resources and Chemistry of Arid Zone, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing South Road 40-1, Urumqi 830011, Xinjiang, PR China; State Key Laboratory Basis of Xinjiang Indigenous Medicinal Plants Resource Utilization, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi 830011, Xinjiang, PR China. Electronic address: haji@ms.xjb.ac.cn.

PMID: 26965859
DOI: 10.1016/j.bmcl.2016.03.001

Abstract

Four new isosteroidal alkaloids, yibeinones A-D (1-4), along with four known ones, imperialine-3β-d-glucoside (5), imperialine (6), imperialine β-N-oxide (7), and dongbeinine (8), were isolated from the bulbs of Fritillaria pallidiflora. Their structures were confirmed on the basis of extensive spectroscopic analysis or comparison with the data in the literatures (known compounds). Compounds 2, 3, 4, and 6 showed an apparent concentration-dependant relaxation of isolated tracheal preparation, amongst 3 and 6 exhibited significant effects with pA2 values of 6.19 ± 0.02 and 8.41 ± 0.10, and EC50 values of 0.65 ± 0.02 μmol L(-1) and 4.40 ± 0.90 nmol L(-1), respectively.

Keywords: Fritillaria pallidiflora; Isosteroidal alkaloid; Tracheal relaxant effect; Yibeinones A–D.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkaloids / chemistry
Alkaloids / isolation & purification
Alkaloids / pharmacology*
Animals
Dose-Response Relationship, Drug
Drugs, Chinese Herbal / chemistry
Drugs, Chinese Herbal / isolation & purification
Drugs, Chinese Herbal / pharmacology*
Fritillaria / chemistry*
Molecular Conformation
Muscle Relaxation / drug effects
Muscle Relaxation / physiology
Plant Roots / chemistry*
Potassium Chloride / pharmacology
Rats
Structure-Activity Relationship
Trachea / drug effects*
Trachea / physiology

Substances

Alkaloids
Drugs, Chinese Herbal
Potassium Chloride