A New Prenylated Naphthoquinoid from the Aerial Parts of Clinopodium chinense (Benth.) O. Kuntze

Molecules

Mingliang Zhong¹  Guibo Sun¹  Xiaopo Zhang¹  Guangli Sun¹  Xudong Xu¹ 

[1] Key Laboratory of Bioactive Substances and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Medicinal Plant Development, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100193, China;

关键词: Clinopodium chinense (Benth.) O. Kuntze;    prenylated naphthoquinoid;    CD;   

DOI  :  10.3390/molecules171213910

来源: mdpi

【 摘 要 】

A new prenylated naphthoquinoid, named (3R,4aR,10bR)-3,10-dihydroxy-2,2-dimethyl-3,4,4a,10b-tetrahydro-2H-naphtho[1,2-b]-pyran-5H-6-one (1), was isolated from the aerial parts of Clinopodium chinense (Benth.) O. Kuntze, together with six known compounds: apigenin (2), luteolin (3), neoeriocitrin (4), naringenin (5), narirutin (6), and didymin (7). Neoeriocitrin was isolated for the first time from the species C. chinense. Their structures were elucidated by spectroscopic methods, including 1D, 2D (¹H-¹H-COSY, HSQC, HMBC and NOESY) NMR, HR-ESI-MS. The absolute configuration of 1 was determinated using the CD method. We highlight that the structure of 1 is characterized by a rarely seen prenylated naphthoquinoid framework.

【 授权许可】

CC BY   
© 2012 by the authors; licensee MDPI, Basel, Switzerland.