TAILIEUCHUNG - Quaternary protoberberine alkaloids from Stephania rotunda

From the tubers of Stephania rotunda Lour. growing in Vietnam, seven quaternary protoberberine alkaloids, dehydrocorydalmine, jatrorrhizine, columbamine, palmatrubine, stepharanine, palmatine and fissisaine were isolated. These structures were characterized on the basis of MS and NMR spectroscopic data and comparison of those spectral data with reported data. | Journal of Chemistry Vol. 44 2 P. 259 - 264 2006 QUATERNARy PROTOBERBERINE ALKALOIDS FROM STEPHANIA ROTUNDA Received 2 August 2004 TRINH THI THUy1 K. FRANKE2 A. PQRZEL2 L. WESSjQHANN2 AND TRAN VAN SUNG1 institute of Chemistry Vietnamese Academy of Science and Technology 2Department of Bioorganic Chemistry Institute of Plant Biochemistry Germany SUMMARy From the tubers of Stephania rotunda Lour. growing in Vietnam seven quaternary protoberberine alkaloids dehydrocorydalmine jatrorrhizine columbamine palmatrubine stepharanine palmatine and fissisaine were isolated. These structures were characterized on the basis of MS and NMR spectroscopic data and comparison of those spectral data with reported data. Key words Stephania rotunda Menispermaceae protoberberine dehydrocorydalmine jatrorrhizine columbamine palmatrubine stepharanine palmatine fissisaine. I - INTRODUCTION Several species of the genera Stephania Menispermaceae are widely distributed over Asia also in Vietnam and are well known for their medicinal properties. Stephania rotunda Lour. Menispermaceae is a climber tree growing wild in the mountainous areas of North Vietnam. The tuber of this plant is used in Vietnam for treating a range of disorders such as fever abdominal complaints as well as urinary diarrhea and intestinal diseases 1 . It has also regulative action on good sleep sedative and respiration 2 . Chemical investigation of Stephania species has been frequently reported and a wide variety of alkaloids described including members of the protoberberine benzyltetrahydroisoquinoline aporphine oxoaporphine protoaporphine hasubanane benzylisoquinoline classes 3 . In a previous paper we have reported the isolation and structural determination of S -isocorydine S -corydalmine 4 and three new alkaloids 6 7-dimethoxy-5-hydroxy-1-oxo-1 2 3 4-tetrahydro-isoquinoline thai-canine 4-O- -D-glucoside as well as - -thaicanine N-oxide from Stephania rotunda Lour. growing in Vietnam 5 . R1 R2 R3 R4 1 Me Me Me H .

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