A new cinnamamide derivative and two new β-carboline alkaloids from the stems of Picrasma quassioides

Jie Zhang; Chuan-Xi Wang; Xiao-Jun Song; Shuang Li; Cai-Lian Fan; Guo-Dong Chen; Dan Hu; Xin-Sheng Yao; Hao Gao

doi:10.1016/j.fitote.2019.104375

A new cinnamamide derivative and two new β-carboline alkaloids from the stems of Picrasma quassioides

Fitoterapia. 2019 Nov:139:104375. doi: 10.1016/j.fitote.2019.104375. Epub 2019 Oct 16.

Authors

Jie Zhang¹, Chuan-Xi Wang², Xiao-Jun Song¹, Shuang Li¹, Cai-Lian Fan¹, Guo-Dong Chen², Dan Hu², Xin-Sheng Yao³, Hao Gao⁴

Affiliations

¹ College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China.
² Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, China.
³ College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China; Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, China. Electronic address: tyaoxs@jnu.edu.cn.
⁴ College of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China; Institute of Traditional Chinese Medicine & Natural Products, College of Pharmacy, Guangdong Province Key Laboratory of Pharmacodynamic Constituents of TCM and New Drugs Research, Jinan University, Guangzhou 510632, China. Electronic address: tghao@jnu.edu.cn.

PMID: 31629050
DOI: 10.1016/j.fitote.2019.104375

Abstract

Picrasamide A (1), a new cinnamamide derivative, together with two new β-carboline alkaloids (2 and 3) and five known β-carboline alkaloids (4-8) were isolated from the stems of Picrasma quassioides (D. Don) Benn. Their structures were elucidated by detailed analyses of UV, IR, HRESIMS, and NMR data. Compound 1 was the first case of cinnamamide derivative from genus Picrasma. The AChE inhibitory activity and the antimicrobial activity of 1-8 were assessed. In addition, preliminary structure-activity relationships of these β-carboline alkaloids on the AChE inhibitory activity and antimicrobial activity were proposed.

Keywords: AChE inhibitory activity; Antimicrobial activity; Cinnamamide; Picrasma quassioides; β-Carboline.

MeSH terms

Alkaloids / isolation & purification
Alkaloids / pharmacology
Anti-Bacterial Agents / isolation & purification
Anti-Bacterial Agents / pharmacology*
Carbolines / isolation & purification
Carbolines / pharmacology
China
Cholinesterase Inhibitors / isolation & purification
Cholinesterase Inhibitors / pharmacology*
Cinnamates / isolation & purification
Cinnamates / pharmacology*
Microbial Sensitivity Tests
Molecular Structure
Phytochemicals / isolation & purification
Phytochemicals / pharmacology
Picrasma / chemistry*
Plant Stems / chemistry
Structure-Activity Relationship

Substances

Alkaloids
Anti-Bacterial Agents
Carbolines
Cholinesterase Inhibitors
Cinnamates
Phytochemicals
cinnamamide