Antimalarial diterpene alkaloids from the seeds of Caesalpinia minax

Guoxu Ma; Zhaocui Sun; Zhonghao Sun; Jingquan Yuan; Hua Wei; Junshan Yang; Haifeng Wu; Xudong Xu

doi:10.1016/j.fitote.2014.04.001

Antimalarial diterpene alkaloids from the seeds of Caesalpinia minax

Fitoterapia. 2014 Jun:95:234-9. doi: 10.1016/j.fitote.2014.04.001. Epub 2014 Apr 13.

Authors

Guoxu Ma¹, Zhaocui Sun¹, Zhonghao Sun¹, Jingquan Yuan², Hua Wei³, Junshan Yang¹, Haifeng Wu⁴, Xudong Xu⁵

Affiliations

¹ Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences, Beijing 100193, PR China.
² National Engineering Laboratory of Southwest Endangered Medicinal Resources Development, National Development and Reform Commission, Guangxi Botanical Garden of Medicinal Plant, Nanning 530023, PR China.
³ Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, PR China.
⁴ Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences, Beijing 100193, PR China. Electronic address: wwwtony505@gmail.com.cn.
⁵ Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Peking Union Medical College and Chinese Academy of Medical Sciences, Beijing 100193, PR China. Electronic address: xdxu@implad.ac.cn.

PMID: 24727083
DOI: 10.1016/j.fitote.2014.04.001

Abstract

Two new diterpene alkaloids, caesalminines A (1) and B (2), possessing a tetracyclic cassane-type furanoditerpenoid skeleton with γ-lactam ring, were isolated from the seeds of Caesalpinia minax. Their structures were determined by different spectroscopic methods and ECD calculation. The plausible biosynthetic pathway of caesalminines A and B was proposed. The anti-malarial activity of compounds 1 and 2 is presented with IC50 values of 0.42 and 0.79 μM, respectively.

Keywords: Antimalarial activity; Biosynthetic pathway; Caesalpinia; Diterpene alkaloid.

Publication types

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

MeSH terms

Alkaloids / chemistry
Alkaloids / isolation & purification
Alkaloids / pharmacology*
Antimalarials / chemistry
Antimalarials / isolation & purification
Antimalarials / pharmacology*
Caesalpinia / chemistry*
Diterpenes / chemistry
Diterpenes / isolation & purification
Diterpenes / pharmacology*
Drugs, Chinese Herbal / chemistry
Drugs, Chinese Herbal / isolation & purification
Drugs, Chinese Herbal / pharmacology*
Inhibitory Concentration 50
Magnetic Resonance Spectroscopy
Molecular Structure
Plants, Medicinal
Plasmodium falciparum / drug effects*
Seeds / chemistry

Substances

Alkaloids
Antimalarials
Diterpenes
Drugs, Chinese Herbal
caesalminine A
caesalminine B