Phenolic Compounds from Viburnum cylindricum

✍ Scribed by Xiangdong Zhu; Xujun Dong; Yifeng Wang; Peng Ju; Shide Luo

• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: German
• Weight: 56 KB
• Volume: 88
• Category: Article
• ISSN: 0018-019X
• DOI: 10.1002/hlca.200590017

✦ Synopsis

Three novel quinic acid esters, i.e., neochlorogenic acid methyl ester (1), cryptochlorogenic acid methyl ester (2), and chlorogenic acid methyl ester (3), were isolated from Viburnum cylindricum. Their structures were determined by spectroscopic analysis. Introduction. ± The genus Viburnum (Caprifoliaceae) comprises over 200 species distributed from South America (Peru) to Southeast Asia (Philippines, Malaysia) [1], 80 of which are distributed in China [2]. Several phytochemical investigations have shown that Viburnum species characteristically contain iridoids, triterpenoids, coumarins, and flavones [3 ± 7].

Viburnum cylindricum is distributed in tropical Asia, which has been used as folk medicine to treat different diseases, such as cough, diarrhea, rheumatoid arthritis, and tumefaction [8]. A literature search revealed that no previous phytochemical and pharmacological study has been undertaken of this species. As part of ongoing phytochemical and pharmacological investigations of the genus Viburnum, we collected the stems and leaves of V. cylindricum from Kunming in Yunnan province. From the AcOEt extract, three new quinic acid esters besides several known compounds were isolated: neochlorogenic acid methyl ester 1 ) (1), cryptochlorogenic acid methyl ester 1 ) (2), and chlorogenic acid methyl ester 1 ) (3). All the structures were elucidated by spectroscopic methods. The assignments of the NMR data of compounds 1 ± 3 were established by 2D NMR experiments.

Results and Discussion. ± Compound 1 showed a base peak at m/z 368 in the FAB-MS (negative-ion mode), corresponding to the molecular formula C 17 H 20 O 9 , which was