Three New Pyridine Alkaloids from Vinca major Cultivated in Pakistan

Xin Wei,Ya-Ping Liu,Hao-Fei Yu,Afsar Khan,Bei Wang,Cai-Feng Ding,Yi-Fen Wang,Zhi Dai,Da Song,Xiao-Dong Luo,Pei-Feng Zhu,Xu-Dong Zhao

doi:10.1007/s13659-017-0137-7

Abstract

Three new pyridine type alkaloids, (−)-vinmajpyridines A–C (1–3), along with two known alkaloids, have been isolated from the aerial parts of Vinca major cultivated in Pakistan. Their structures have been elucidated by means of NMR and HRESIMS spectroscopic data. The new alkaloids were evaluated for their cytotoxicity against glioma initiating cell lines (GITC-3# and GITC-18#), glioblastoma cell lines (U-87MG and T98G), and lung cancer cell line A-549, but none of them was active at 20 μg/mL concentration.

Highlights

The genus Vinca (Apocynaceae), distributed through Europe, Northwest Africa, and South-west Asia, represents a Electronic supplementary material The online version of this article contains supplementary material, which is available to authorized users
Vinca major has been used for centuries as a folk remedy in the treatment of menorrhagia and diabetes, and as an abortifacient and vulnerary [5]
The deformed substituent pyran forward the hemiacetal proton (H-5) to the shield area of pyridine ring (Fig. 3), which caused the up-field chemical shift of H-5 in 1, comparison of those in 2 and 3. It is the first report of pyridine type alkaloids from genus Vinca

Summary

Introduction

The genus Vinca (Apocynaceae), distributed through Europe, Northwest Africa, and South-west Asia, represents a Electronic supplementary material The online version of this article (doi:10.1007/s13659-017-0137-7) contains supplementary material, which is available to authorized users. Ding University of Chinese Academy of Sciences, Beijing 100049, People’s Republic of China. Luo Yunnan Key Laboratory of Natural Medicinal Chemistry, Kunming 650201, People’s Republic of China group of species which are rich in indole alkaloids of diverse structural patterns, many of which are of considerable therapeutic value [1,2,3,4]. Vinca major has been used for centuries as a folk remedy in the treatment of menorrhagia and diabetes, and as an abortifacient and vulnerary [5]. D. Song Yunnan College of Business Management, Kunming 650106, People’s Republic of China. Zhao Key Laboratory of Animal Models and Human Disease Mechanisms, Chinese Academy of Sciences & Yunnan Province, Kunming Institute of Zoology, Kunming 650223, Yunnan, People’s Republic of China

Results and Discussion

Plant Material

General Experimental Procedures

Extraction and Isolation