Antitussive stemoninine alkaloids from the roots of Stemona tuberosa

Li-Gen Lin; Kan Man Li; Chun-Ping Tang; Chang-Qiang Ke; John A Rudd; Ge Lin; Yang Ye

doi:10.1021/np070651+

Antitussive stemoninine alkaloids from the roots of Stemona tuberosa

J Nat Prod. 2008 Jun;71(6):1107-10. doi: 10.1021/np070651+. Epub 2008 May 2.

Authors

Li-Gen Lin¹, Kan Man Li, Chun-Ping Tang, Chang-Qiang Ke, John A Rudd, Ge Lin, Yang Ye

Affiliation

¹ State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu-Chong-Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, People's Republic of China.

PMID: 18452334
DOI: 10.1021/np070651+

Abstract

Investigation of the roots of Stemona tuberosa afforded five minor constituents, stemoenonine (1), 9a- O-methylstemoenonine (2), oxystemoenonine (3), 1,9a- seco-stemoenonine (4), and oxystemoninine (5), along with the known compound stemoninoamide (6). Their structures were elucidated by 1D and 2D NMR spectra and other spectroscopic studies. Alkaloids 1, 2, and 6, as well as the representative stemoninine-type alkaloid, stemoninine (7), were screened for antitussive activity in the citric acid-induced guinea pig cough model. Compounds 6 and 7 exhibited strong antitussive activity after oral and intraperitoneal administrations.

Publication types

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

MeSH terms

Alkaloids / chemistry
Alkaloids / isolation & purification*
Alkaloids / pharmacology*
Animals
Antitussive Agents / chemistry
Antitussive Agents / isolation & purification*
Antitussive Agents / pharmacology*
Cough / drug therapy
Disease Models, Animal
Drugs, Chinese Herbal / chemistry
Drugs, Chinese Herbal / isolation & purification*
Drugs, Chinese Herbal / pharmacology*
Guinea Pigs
Molecular Structure
Nuclear Magnetic Resonance, Biomolecular
Plant Roots / chemistry
Plants, Medicinal / chemistry*
Stemonaceae / chemistry*

Substances

Alkaloids
Antitussive Agents
Drugs, Chinese Herbal