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Isolation and structure elucidation of three flavonoids from the seed of ziziphus mauritiana Lam

Three flavonoids, spinosin (1), 6′′′-feruloyl spinosin (2) and 6′′′-sinapoyl spinosin (3) were isolated from EtOH extract of seed of Ziziphus mauritiana. Their structures were elucidated by the analysis of their spectroscopic data (ESI-MS,1 H-NMR,13C-NMR, DEPT, HSQC và HMBC) and compared with literatures. These compounds were isolated for the first time in Vietnam from the seed of Ziziphus mauritiana. | Journal of Science and Technology 54 (2C) (2016) 409-416 ISOLATION AND STRUCTURE ELUCIDATION OF THREE FLAVONOIDS FROM THE SEED OF ZIZIPHUS MAURITIANA LAM Vu Thi Thanh Loan1, Le Huyen Tram2, Tran Thuong Quang2, * 1 2 Phu Tho Medical College, Truong Thinh, Phu Tho, Vietnam Hanoi University of Science and Technology, 01 Đại Cồ Việt, Hanoi, Vietnam * Email: quang.tranthuong@hust.edu.vn Received: 15 June 2016; Accepted for publication: 28 October 2016 ABSTRACT Three flavonoids, spinosin (1), 6′′′-feruloyl spinosin (2) and 6′′′-sinapoyl spinosin (3) were isolated from EtOH extract of seed of Ziziphus mauritiana. Their structures were elucidated by the analysis of their spectroscopic data (ESI-MS,1H-NMR,13C-NMR, DEPT, HSQC và HMBC) and compared with literatures. These compounds were isolated for the first time in Vietnam from the seed of Ziziphus mauritiana Keywords: Ziziphus mauritiana, spinosin, 6′′′- feruloyl spinosin and 6′′′-sinapoyl spinosin. 1. INTRODUCTION The genus Ziziphus (Rhamnaceae), comprises of approximately 170 species and 12 variants, and is distributed in the warm-temperate and subtropical regions throughout the world. Ziziphus mauritiana Lam., an evergreen shrub up to 15 m height, is distributed in Vietnam. It is also widely growing throughout low-latitudes of Asia, Africa and Australia. In the Vietnamese Pharmacopoeia, the dry seeds of Z. mauritiana Lam have been used traditionally to tranquilize and relax the mind, soothing nerves (anxiolytic), and reducing sweating (anti-hydronic) effect [1]. Alkaloids [2, 6], flavonoids [2 - 6], triterpenoids [6] have been identified from the seeds of Z. mauritiana on the world. However, no chemical study was reported on the seeds of Z. mauritiana in Vietnam. The phytochemical investigation on the seeds of Z. mauritiana was carried on. This led to the isolation of Spinosin (1), 6′′′- feruloyl spinosin (2) và 6′′′-sinapoyl spinosin (3). 2. MATERIALS AND METHODS 2.1. General Experimental Procedures 1D and 2D NMR