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.
Molecules. 2012 Nov 23;17(12):13910-6. doi: 10.3390/molecules171213910.
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.
从筋骨草（Clinopodium chinense（Benth.）O. Kuntze）的地上部分分离得到一个新的类甲萘醌，命名为（3R，4aR，10bR）-3，10-二羟基-2，2-二甲基-3，4，4a，10b-四氢-2H-萘并[1,2-b]-吡喃-5H-6-酮（1），并与六个已知化合物：芹菜素（2）、木犀草素（3）、新橙皮苷（4）、柚皮苷（5）、橙皮苷（6）和二氢杨梅素（7）一起分离得到。新橙皮苷是首次从筋骨草属 C. chinense 中分离得到的。通过光谱方法，包括 1D、2D（1H-1H-COSY、HSQC、HMBC 和 NOESY）NMR、HR-ESI-MS，阐明了它们的结构。通过 CD 方法确定了 1 的绝对构型。我们强调，1 的结构特征是具有罕见的类甲萘醌骨架。
