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Bioactive components of Bupleurum rigidum L. Subsp. Rigidum

2002; Elsevier BV; Linguagem: Inglês

10.1016/s1572-5995(02)80045-x

2542-6621

Sandra Sánchez Contreras, Ana Marı́a Dı́az-Lanza, Manuel Bernabé Pajares, Carman Bartolome Esteban, Lucinda Villaescusa Castillo, María José Abad Martínez, Paulina Bermejo, Lidia Fernández Matellano,

Phytochemistry and Bioactive Compounds

Both the aerial parts and the roots of Bupleurum rigidum L. subsp. Rigidum have been thoroughly investigated. From the BuOH extract of the aerial parts of B. rigidum an already known and six new saponins have been isolated and their structures have been studied by Ms, IR and NMR spectroscopy and chemical degradations. Six of them are related to saikogenin F and one to saikogenin D. They were given the trivial namesof sandrosaponins I-VI. All bore a trisaccharide moiety, namely β- D-Glcp(l→2)[β-D-Glcp(l→)]β-D-Fucp, in which the second Glcp unit was sulphated at position O-4, in all the compounds but one (buddlejasaponin IV). From the roots of B. rigidum five new saponins have been isolated and identified, of which three were saikosaponins, two related to saikogenin F andone to saikogenin D. One of them was also found in the aerial parts. Two saponins were related to oleanolic acid. Trivial names of sandrosaponins VII-X were given to them. Additional compounds also isolated and identified were two acetylenic derivatives (falcarinol and diynene) and a phenolic glycoside (osmantolide). Buddlejasaponin IV and sandrosaponin I present a potent in vivo antiinflamatory effect on mouse ear edema induced by phorbol myristate acetate (PMA). The effects of these compounds on swelling and other inflamatory parameters are described. In screening for in vitro effects of thosesaikosaponins on cellular systems generating cyclooxygenase (COX)and lipooxygenase (LOX)metabolites, most saikosaponins showed a significant effect. The action is more marked on LOX metabolite LTC4.