Phenylpropanoids from the Immature Fruits of Black Nightshade (Solanum nigrum L.)
Yihai Wang
School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou-510006, China.
Jingwen Xu
School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou-510006, China.
Xiangjiu He *
School of Pharmacy, Guangdong Pharmaceutical University, Guangzhou-510006, China.
*Author to whom correspondence should be addressed.
Abstract
Black nightshade (Solanum nigrum L.) has been traditionally used as indigenous Chinese medicine. Phytochemical investigations of the immature fruits of S. nigrum have been carried out and nine phenylpropanoids (1-9) were obtained. Their structures were elucidated on the basis of spectroscopic and chemical methods, including MS, 1H and 13C-NMR. They were identified as (7S, 8R)-4-[3-hydroxymethyl-5-(3- hydroxypropyl)-2,3-dihydrobenzofuran-2-yl]-2-methoxyphenol (1), (7S, 8R)- dihydrodehydroconifery alcohol (2), massonianoside A (3), butane-2,3-diol 2-O- (6-O-caffeoyl)-β-D-glucopyraniside (4), 4-[(6-O-(E)-caffeoyl)-β-D-glucopyranosyl] vanillic acid (5), (+)-isolariciresinol (6), trans-cinnamic acid (7), ferulic acid (8), and 4-hydroxy cinnamic acid (9). This study enriched the chemical constituents of black nightshade.
Keywords: Black nightshade, Solanum nigrum L, immature fruits, chemical investigation, phenylpropanoids