Neo-clerodane diterpenoids from Scutellaria galericulata

被引:19
作者
Rodriguez, B
DelaTorre, MC
Rodriguez, B
GomezSerranillos, P
机构
[1] CSIC,INST QUIM ORGAN GEN,E-28006 MADRID,SPAIN
[2] UNIV COMPLUTENSE MADRID,FAC FARM,DEPT FARMACOL,E-28040 MADRID,SPAIN
关键词
Scutellaria galericulata; labiatae; neoclerodane diterpenes; scutegalins C and D;
D O I
10.1016/0031-9422(95)00521-8
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Two new neo-clerodane diterpenoids, scutegalin C and D, have been isolated from the acetone extract of the aerial parts of Scutellaria galericulata. The structures of the new compounds were established by chemical and spectroscopic means as (13S, 19R)-6 alpha-acetoxy-4 alpha,18-epoxy-7 beta-tigloyloxy-neo-cleroda-(19-O-tigloyl)-19,2 alpha, 16,15-dihemiacetal (scutegalin C) and (13S,19R)-6 alpha-acetoxy-4 alpha,18-epoxy-neo-cleroda-(19-O-tigloyl)-19,2 alpha, 16,15-dihemiacetal (scutegalin D). The absolute stereochemistry of scutegallin C was determined by chemical correlation with the already known neo-clerodane scutegalin B.
引用
收藏
页码:247 / 253
页数:7
相关论文
共 11 条
[1]  
ANDERSON JC, 1989, TETRAHEDRON LETT, V30, P4734
[2]   SCUTALPIN-A, A NEOCLERODANE DITERPENE FROM SCUTELLARIA-ALPINA [J].
BOZOV, PI ;
MALAKOV, PY ;
PAPANOV, GY ;
DELATORRE, M ;
RODRIGUEZ, B ;
PERALES, A .
PHYTOCHEMISTRY, 1993, 34 (02) :453-456
[3]   A NEOCLERODANE DITERPENOID FROM SCUTELLARIA-CYPRIA VAR ELATIOR [J].
BRUNO, M ;
DELATORRE, MC ;
PIOZZI, F ;
RODRIGUEZ, B ;
SAVONA, G ;
ARNOLD, NA .
PHYTOCHEMISTRY, 1993, 33 (04) :931-932
[4]   NEOCLERODANE INSECT ANTIFEEDANTS FROM SCUTELLARIA-GALERICULATA [J].
COLE, MD ;
ANDERSON, JC ;
BLANEY, WM ;
FELLOWS, LE ;
LEY, SV ;
SHEPPARD, RN ;
SIMMONDS, MSJ .
PHYTOCHEMISTRY, 1990, 29 (06) :1793-1796
[5]   TEUTRIFIDIN, A NEOCLERODANE DITERPENOID FROM TEUCRIUM-TRIFIDUM [J].
DAVIESCOLEMAN, MT ;
HANSON, JR ;
RIVETT, DEA .
PHYTOCHEMISTRY, 1994, 36 (06) :1549-1550
[6]   NEOCLERODANE DITERPENOIDS FROM SCUTELLARIA-COLUMNAE [J].
DELATORRE, MC ;
BRUNO, M ;
PIOZZI, F ;
RODRIGUEZ, B ;
SAVONA, G ;
SERVETTAZ, O .
PHYTOCHEMISTRY, 1992, 31 (10) :3639-3641
[7]   NEOCLERODANE DITERPENOIDS FROM SCUTELLARIA-ALPINA SUBSP JAVA']JAVALAMBRENSIS [J].
DELATORRE, MC ;
RODRIGUEZ, B ;
BRUNO, M ;
MALAKOV, PY ;
PAPANOV, GY ;
PIOZZI, F ;
SAVONA, G .
PHYTOCHEMISTRY, 1993, 34 (06) :1589-1594
[8]   NEOCLERODANE DITERPENOIDS FROM SCUTELLARIA-ALPINA [J].
DELATORRE, MC ;
RODRIGUEZ, B ;
BRUNO, M ;
PIOZZI, F ;
SAVONA, G ;
VASSALLO, N ;
SERVETTAZ, O .
PHYTOCHEMISTRY, 1995, 38 (01) :181-187
[9]   A TWO-DIMENSIONAL NMR-STUDY OF ANGELIC AND TIGLIC ACID [J].
JOSEPHNATHAN, P ;
WESENER, JR ;
GUNTHER, H .
ORGANIC MAGNETIC RESONANCE, 1984, 22 (03) :190-191
[10]   THE CHEMISTRY OF AZADIRACHTIN [J].
LEY, SV ;
DENHOLM, AA ;
WOOD, A .
NATURAL PRODUCT REPORTS, 1993, 10 (02) :109-157