A new triterpenoid from Verbena officinalis L.

To investigate the chemical constituents of Verbena officinalis L., five triterpenoid constituents were isolated and elucidated as 3α,19,23-trihydroxyurs-12-en-28-oic acid, namely, 4-epi-barbinervic acid (1), 2α,3β-dihydroxyurs-12-en-28-oic acid (2), 3α,24-dihydroxyurs-12-en- 28-oic acid (3), 3α,24-dihydroxy-olean-12-en-28-oic acid (4), ursolic acid (5), using spectroscopic methods and comparing with published data. Compounds 2 and 4 were obtained from V. officinalis for the first time, and compound 1 is a new triterpenoid compound, which exhibits significantly higher antitumor activity against human hepatoma cell line Bel 7402 in vitro than the blank control.

[1]  Zhengtao Wang,et al.  Waltonitone induces human hepatocellular carcinoma cells apoptosis in vitro and in vivo. , 2009, Cancer letters.

[2]  Jing Chen,et al.  [Studies on the triterpenes from loquat leaf (Eriobotrya japonica)]. , 2008, Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials.

[3]  C. Lee,et al.  Relative antioxidant and cytoprotective activities of common herbs , 2008 .

[4]  M. I. Calvo,et al.  Anti-inflammatory and analgesic activity of the topical preparation of Verbena officinalis L. , 2006, Journal of ethnopharmacology.

[5]  B. Cassels,et al.  Topical anti-inflammatory activity of 2alpha-hydroxy pentacyclic triterpene acids from the leaves of Ugni molinae. , 2006, Bioorganic & medicinal chemistry.

[6]  J. Ruan,et al.  [Studies on chemical constituents of aerial parts of Verbena officinalis L]. , 2000, Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.

[7]  S. Handa,et al.  3α,24-dihydroxy-urs-12-en-28-oic acid from verbena officinalis , 1998 .

[8]  T. Morota,et al.  Triterpenes from Tripterigium wilfordii , 1995 .

[9]  J. Raynaud,et al.  O-GLYCOSYLFLAVONOIDES DE VERBENA OFFICINALIS L. (VERBENACEES) , 1992 .

[10]  H. Kuang,et al.  Chemical constituents of pericarps of Rosa davurica Pall., a traditional Chinese medicine. , 1989, Chemical & pharmaceutical bulletin.

[11]  T. Iwashita,et al.  Triterpenes from Ilex rotunda fruits , 1989 .

[12]  J. Sakakibara,et al.  Triterpenoids from enkianthus campanulatus , 1984 .

[13]  K. Takahashi,et al.  Studies on constituents of medicinal plants. XVIII. Constituents of the leaves of Clethra barbinervis Sieb. et Zucc. (1). , 1977, Chemical & pharmaceutical bulletin.

[14]  D. Doddrell,et al.  The stereochemical dependence of 13C chemical shifts in olean-12-enes and urs-12-enes as an aid to structural assignment , 1974 .

[15]  H. Cheung,et al.  Constituents of Dipterocarpaceae Resins. IV. Triterpenes of Shorea acuminata and S. resina-nigra , 1972 .