STRUCTURE ELUCIDATION OF 4 NEW TRITERPENOID OLIGOGLYCOSIDES FROM ANAGALLIS-ARVENSIS

被引:37
作者
MAHATO, SB
SAHU, NP
ROY, SK
SEN, S
机构
[1] Indian Institute of Chemical Biology 4, Calcutta, 700032, Raja S. C. Mullick Road, Jadavpur
关键词
ANAGALLIS-ARVENSIS; PRIMULACEAE; TRITERPENOID SAPONINS;
D O I
10.1016/S0040-4020(01)87133-7
中图分类号
O62 [有机化学];
学科分类号
070303 [有机化学]; 081704 [应用化学];
摘要
Besides characterisation of desglucoanagalloside, anagallisins A, B, D and E, four new triterpenoid oligoglycosides isolated from the aerial part of Anagallis arvensis were respectively defined to be anagalligenin B 3-0-{beta-D-xylopyra-nosyl (1 --> 2) -beta-D-glucopyranosyl (1 --> 4) - [beta-D-glucopyranosyl-(1 --> 4) -beta-D-glucopyranosyl (1 --> 2)]-alpha-L-arabinopyranoside} (1), anagalligenone 3-0-{beta-D-xylopyranosyl (1 --> 2)-beta-D-glucopyranosyl (1 --> 4)-[beta-D-glucopyranosyl (1 --> 4) -beta-D-glucopyranosyl (1 --> 2)]-alpha-L-arabinopyranoside} (2), anagalligenone 3-0-{beta-D-xylopyranosyl (1 --> 2)-beta-D-glucopyranosyl (1 --> 4)-[beta-D-glucopyranosyl-(1 --> 2)]-alpha-L-arabinopyranoside} (4) and anagalligenin B-3-O-{beta-D-glucopyranosyl (1 --> 2)-[beta-D-glucopyranosyl (1 --> 4)]-alpha-L-arabinopyranoside} (5). The structural features were elucidated by a combination of fast - atom - bomardment mass spectrometry, strategic chemical degradation, and H-1 and C-13 NMR spectroscopy.
引用
收藏
页码:5215 / 5230
页数:16
相关论文
共 18 条
[1]
Amoros M., 1979, Plantes Medicinales et Phytotherapie, V13, P122
[2]
AMOROS M, 1977, ANN PHARM FR, V35, P371
[3]
STRUCTURE OF 2 ANTIVIRAL TRITERPENE SAPONINS FROM ANAGALLIS-ARVENSIS [J].
AMOROS, M ;
GIRRE, RL .
PHYTOCHEMISTRY, 1987, 26 (03) :787-791
[4]
CHEN Y, 1987, CHEM PHARM BULL, V354, P1653
[5]
FENSELAU C, 1984, J NAT PROD, V47, P215, DOI 10.1021/np50032a002
[6]
GLOMBITZA KW, 1987, PLANTA MED, P548
[7]
HEITZ S, 1971, B SOC CHIM FR, P2320
[8]
JENSSON PE, 1976, J CHEM COMMUN U STOC, P23
[9]
C-13 NMR-STUDY OF ALPHA-ANOMERIC AND BETA-ANOMERIC PAIRS OF D-MANNOPYRANOSIDES AND L-RHAMNOPYRANOSIDES [J].
KASAI, R ;
OKIHARA, M ;
ASAKAWA, J ;
MIZUTANI, K ;
TANAKA, O .
TETRAHEDRON, 1979, 35 (11) :1427-1432
[10]
KUBOTA T, 1969, TETRAHEDRON LETT, P771