Starfish saponins.: 55.: Isolation, structure elucidation, and biological activity of the steroid oligoglycosides from an antarctic starfish of the family Asteriidae

被引:54
作者
De Marino, S
Iorizzi, M
Palagiano, E
Zollo, F
Roussakis, C
机构
[1] Univ Naples Federico II, Dipartimento Chim Sostanze Nat, I-80131 Naples, Italy
[2] Univ Molise, Dipartimento Sci & Tecnol Agroalimentari Ambienta, I-86100 Campobasso, Italy
[3] Fac Pharm, Inst Subst & Organismes Mer, F-44035 Nantes 01, France
来源
JOURNAL OF NATURAL PRODUCTS | 1998年 / 61卷 / 11期
关键词
D O I
10.1021/np970500e
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
This paper reports an analysis of the chemical constituents from an Antarctic starfish of the family Asteriidae. Different steroid glycoside types are represented among its constituents, including the five hexaglycoside steroidal sulfates ("asterosaponins") asteriidosides A-E (1-5), differing in their oligosaccharide chain, and the two nonsulfated diglycosides asteriidoside F (6) and G (7), in which 6 is the 26-methyl analogue of 7. Also present are the two sulfated diglycosides asteriidoside H (8) and I (9) and one sulfated monoglycoside asteriidoside L (10). Eight of the compounds were tested against human nonsmall-cell lung carcinoma cells (NSCLC-L16) and found to be moderately cytotoxic.
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页码:1319 / 1327
页数:9
相关论文
共 32 条
[1]   GUAIANIN, A NEW SAPONIN FROM GUAIACUM-OFFICINALE [J].
AHMAD, VU ;
BANO, N ;
BANO, S ;
FATIMA, A ;
KENNE, L .
JOURNAL OF NATURAL PRODUCTS, 1986, 49 (05) :784-786
[2]  
AHMAD VU, 1989, GAZZ CHIM ITAL, V119, P31
[3]   C-13 NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY OF MONOSACCHARIDES [J].
BOCK, K ;
PEDERSEN, C .
ADVANCES IN CARBOHYDRATE CHEMISTRY AND BIOCHEMISTRY, 1983, 41 :27-66
[4]   STARFISH SAPONINS .14. STRUCTURES OF THE STEROIDAL GLYCOSIDE SULFATES FROM THE STARFISH MARTHASTERIAS-GLACIALIS [J].
BRUNO, I ;
MINALE, L ;
PIZZA, C ;
ZOLLO, F ;
RICCIO, R ;
MELLON, FM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (08) :1875-1883
[5]   STARFISH SAPONINS .43. STRUCTURES OF 2 NEW SULFATED STEROIDAL FUCOFURANOSIDES (IMBRICATOSIDE-A AND IMBRICATOSIDE-B) AND 6 NEW POLYHYDROXYSTEROIDS FROM THE STARFISH DERMASTERIAS-IMBRICATA [J].
BRUNO, I ;
MINALE, L ;
RICCIO, R .
JOURNAL OF NATURAL PRODUCTS, 1990, 53 (02) :366-374
[6]   NUCLEAR MAGNETIC-RESONANCE ENANTIOMER REAGENTS - CONFIGURATIONAL CORRELATIONS VIA NUCLEAR MAGNETIC-RESONANCE CHEMICAL-SHIFTS OF DIASTEREOMERIC MANDELATE, O-METHYLMANDELATE, AND ALPHA-METHOXY-ALPHA-TRIFLUOROMETHYLPHENYLACETATE (MTPA) ESTERS [J].
DALE, JA ;
MOSHER, HS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (02) :512-519
[7]   SYNTHESIS OF 24-METHYL-26-HYDROXYSTEROID SIDE-CHAINS - MODELS FOR STEREOCHEMICAL ASSIGNMENTS IN POLYHYDROXYLATED MARINE STEROIDS [J].
DAURIA, MV ;
DERICCARDIS, F ;
MINALE, L ;
RICCIO, R .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (11) :2889-2893
[8]  
DAURIA MV, 1990, GAZZ CHIM ITAL, V120, P155
[9]   STARFISH SAPONINS .41. STRUCTURE OF 2 NEW STEROIDAL GLYCOSIDE SULFATES (MINIATOSIDE-A AND MINIATOSIDE-B) AND 2 NEW POLYHYDROXYSTEROIDS FROM THE STARFISH PATIRIA-MINIATA [J].
DAURIA, MV ;
IORIZZI, M ;
MINALE, L ;
RICCIO, R ;
URIARTE, E .
JOURNAL OF NATURAL PRODUCTS, 1990, 53 (01) :94-101
[10]   A novel sulphated steroid with a 7-membered 5-oxalactone B-ring from an Antarctic starfish of the family Asteriidae. [J].
DeMarino, S ;
Palagiano, E ;
Zollo, F ;
Minale, L ;
Iorizzi, M .
TETRAHEDRON, 1997, 53 (25) :8625-8628