SQUARROSIDE-A, A BIOLOGICALLY-ACTIVE TRITERPENE SAPONIN FROM ACANTHOPHYLLUM-SQUARROSUM

被引：30

作者：

LACAILLEDUBOIS, MA

HANQUET, B

RUSTAIYAN, A

WAGNER, H

机构：

[1] UNIV BOURGOGNE, FAC SCI & TECH,SYNTH & ELECTROSYNTH ORGANOMET LAB, CNRS,URA 33, F-21033 DIJON, FRANCE

[2] SHAHID BEHESHTY UNIV, DEPT CHEM, TEHRAN, IRAN

[3] UNIV MUNICH, INST PHARMAZEUT BIOL, W-8000 MUNICH 2, GERMANY

来源：

PHYTOCHEMISTRY | 1993年 / 34卷 / 02期

关键词：

ACANTHOPHYLLUM-SQUARROSUM; CARYOPHYLLACEAE; TRITERPENOID SAPONINS; GYPSOGENIN; IMMUNOLOGICAL ACTIVITY;

D O I：

10.1016/0031-9422(93)80036-R

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：

A new bioactive saponin has been isolated from the roots of Acanthophyllum squarrosum. Based on spectroscopic data, especially direct and long-range heteronuclear 2D NMR analysis, and on chemical transformations, the structure of this new compound was elucidated as 3-O-beta-D-galactopyranosyl-(1 --> 2)-[beta-D-xylopyranosyl-(1 --> 3)]-beta-D-glucuronopyranosyl gypsogenin 28-O-beta-D-xylopyranosyl-(1 --> 4)-alpha-L-rhamnopyranosyl-(1 --> 2)-[alpha-L-arabinofuranosyl-(1 --> 3)]-beta-D-4-O-acetylfucopyranoside for which we proposed the name squarroside A. This molecule showed a concentration dependent immunomodulatory effect in the in vitro lymphocyte transformation test.

引用

页码：489 / 495

页数：7

共 30 条

[1] NMR-SPECTROSCOPY IN THE STRUCTURAL ELUCIDATION OF OLIGOSACCHARIDES AND GLYCOSIDES [J].

AGRAWAL, PK .

PHYTOCHEMISTRY, 1992, 31 (10) :3307-3330

[2]

Amanmuradov K., 1969, CHEM NAT COMPD+, V5, P326

[3] VIRGAUREASAPONIN-3, A 3,28-BISDESMOSIDIC TRITERPENOID SAPONIN FROM SOLIDAGO-VIRGAUREA [J].

BADER, G ;

WRAY, V ;

HILLER, K .

PHYTOCHEMISTRY, 1992, 31 (02) :621-623

[4] H-1 AND C-13 ASSIGNMENTS FROM SENSITIVITY-ENHANCED DETECTION OF HETERONUCLEAR MULTIPLE-BOND CONNECTIVITY BY 2D MULTIPLE QUANTUM NMR [J].

BAX, A ;

SUMMERS, MF .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) :2093-2094

[5]

BROMFORD R, 1988, PHYTOTHER RES, V2, P159

[6]

CHAVALI SR, 1987, INT J IMMUNOPHARMACO, V9, P675

[7] FOETIDISSIMOSIDE A, A NEW 3,28-BIDESMOSIDIC TRITERPENOID SAPONIN, AND CUCURBITACINS FROM CUCURBITA-FOETIDISSIMA [J].

DUBOIS, MA ;

BAUER, R ;

CAGIOTTI, MR ;

WAGNER, H .

PHYTOCHEMISTRY, 1988, 27 (03) :881-885

[8] NEW BIOLOGICALLY-ACTIVE TRITERPENE-SAPONINS FROM RANDIA-DUMETORUM [J].

DUBOIS, MA ;

BENZE, S ;

WAGNER, H .

PLANTA MEDICA, 1990, 56 (05) :451-455

[9] 4 TRITERPENOID SAPONINS FROM DRIED ROOTS OF GYPSOPHILA SPECIES [J].

FRECHET, D ;

CHRIST, B ;

DUSORBIER, BM ;

FISCHER, H ;

VUILHORGNE, M .

PHYTOCHEMISTRY, 1991, 30 (03) :927-931

[10]

HAKOMORI SI, 1964, J BIOCHEM-TOKYO, V55, P205

← 1 2 3 →