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               Staurosides A-M: Undescribed sophoradiol-type glycosides from Staurogyne

               concinnula (Hance) Kuntze


                                  1
                                                                   1
                                                                                                  1
                                                                                 1
               Hung-Tse  Huang,  Ying-Min  Lai,   Li-Jie  Zhang,  Y u -Chi  Lin,  Y u -Ching  Lee,   Keng-
                                                  1
               Chang Tsai,  Yaw-Dong Lang,*  Chia-Ching Liaw*       ,1,2,3,4
                                               ,1

                           1

               1  National Research Institute of Chinese Medicine, MOHW, Taipei 112, Taiwan.
               2  Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807,
                 Taiwan
               3  Department of Pharmacy, School of Pharmaceutical Sciences, National Yang Ming Chiao
                 Tung University, Taipei 112, Taiwan
               4  Department of Biochemical Science and Technology, National Chiayi University, Chiayi,
                 600, Taiwan
               * E-mail: ydlang@nricm.edu.tw (Y.D. Lang); liawcc@nricm.edu.tw (C.C. Liaw)

               Abstract
                  Members of the Acanthaceae family, which comprises more than 208 genera and over 4,000
               species, are mainly distributed in tropical and subtropical regions. Within this family, the genus
               Staurogyne  represents  one  of  the  larger  genera,  encompassing  approximately  155  species
               worldwide.  In Taiwan,  only  two  species,  S.  concinnula  (Hance)  Kuntze  and  S.  debilis  (T.
               Anderson) C.B.Clarke ex Mark, have been recorded. S. concinnula is a small perennial herb,
               up  to  15  cm  tall,  with  a  short  central  stem,  a  basal  rosette  of  oblanceolate  leaves,  and  is
               commonly found in forested streamside habitats. Ethnopharmacologically, S. concinnula has
               been traditionally employed in various Asian countries for the treatment of several ailments,
               such  as  hypertension,  liver  disease,  tonsillitis,  neuralgia,  urethritis,  and  stroke.  However,
               phytochemical investigations of the plant remain relatively limited to the best of our knowledge.
               In our previous study, five triterpenoid glycosides and four phenylpropanoid glycosides were
               isolated from the n-butanol extract. Herein, in our continuing research for the natural products,
               we  found  that  eighteen  triterpenoids,  including  fourteen  new  sophoradiol-type  glycosides
               staurosides A-N (1-14) and four known ones (15-18), were isolated from the ethanolic extract
               of  S.  concinnula  (Hance)  Kuntze.  Their  chemical  structures  were  elucidated  through
               comprehensive  NMR  and  high-resolution  ESIMS. The  absolute  configuration  of  the  sugar
               moiety from the hydrolysis of the isolates was further determined by LC-MS with comparison
               of the reference standards.

               Keywords: Staurogyne concinnula; Sophoradiol; Glycoside; Staurosides
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