ON THE COMPOSITION OF SULFATED POLYHYDROXYSTEROIDS IN SOME OPHIUROIDS AND THE STRUCTURE DETERMINATION OF 6 NEW CONSTITUENTS

被引:21
作者
DAURIA, MV [1 ]
PALOMA, LG [1 ]
MINALE, L [1 ]
RICCIO, R [1 ]
ZAMPELLA, A [1 ]
机构
[1] UNIV NAPLES FEDERICO II,DIPARTIMENTO CHIM SOSTANZE NAT,I-80131 NAPLES,ITALY
来源
JOURNAL OF NATURAL PRODUCTS-LLOYDIA | 1995年 / 58卷 / 02期
关键词
D O I
10.1021/np50116a005
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
Nine ophiuroid species from different geographical areas have been analyzed for their polar steroid content. Six new sulfated polyhydroxysteroids have been isolated, together with six known compounds of this type previously reported from brittle scars. The new steroids possess C-21 and 3 alpha- sulfate groups, which are distinctive features of the steroid sulfates of ophiuroids. Hydroxylation at C-2, C-4, and C-11 and the presence of double bonds at C-5 are further features of the new steroids. The structures of the new compounds were solved by spectroscopic analysis.
引用
收藏
页码:189 / 196
页数:8
相关论文
共 12 条
[1]  
BYON C, 1977, J ORG CHEM, V42, P3919
[2]  
D'Auria Maria Valeria, 1993, Natural Product Letters, V3, P197, DOI 10.1080/10575639308043863
[3]   NOVEL MARINE STEROID SULFATES FROM PACIFIC OPHIUROIDS [J].
DAURIA, MV ;
RICCIO, R ;
MINALE, L ;
LABARRE, S ;
PUSSET, J .
JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (18) :3947-3952
[4]   POLYOXYGENATED STEROIDS OF MARINE ORIGIN [J].
DAURIA, MV ;
MINALE, L ;
RICCIO, R .
CHEMICAL REVIEWS, 1993, 93 (05) :1839-1895
[5]   BIOACTIVE MARINE METABOLITES .2. HALISTANOL SULFATE, AN ANTI-MICROBIAL NOVEL STEROID SULFATE FROM THE MARINE SPONGE HALICHONDRIA CF MOOREI BERGQUIST [J].
FUSETANI, N ;
MATSUNAGA, S ;
KONOSU, S .
TETRAHEDRON LETTERS, 1981, 22 (21) :1985-1988
[6]  
Levina EV, 1990, CHEM NAT COMPD, V26, P408, DOI 10.1007/BF00598993
[7]   HIV-INHIBITORY NATURAL-PRODUCTS .9. IBISTEROL SULFATE, A NOVEL HIV-INHIBITORY SULFATED STEROL FROM THE DEEP-WATER SPONGE TOPSENTIA SP [J].
MCKEE, TC ;
CARDELLINA, JH ;
TISCHLER, M ;
SNADER, KM ;
BOYD, MR .
TETRAHEDRON LETTERS, 1993, 34 (03) :389-392
[8]   HIV-INHIBITORY NATURAL-PRODUCTS .11. COMPARATIVE-STUDIES OF SULFATED STEROLS FROM MARINE-INVERTEBRATES [J].
MCKEE, TC ;
CARDELLINA, JH ;
RICCIO, R ;
DAURIA, MV ;
IORIZZI, M ;
MINALE, L ;
MORAN, RA ;
GULAKOWSKI, RJ ;
MCMAHON, JB ;
BUCKHEIT, RW ;
SNADER, KM ;
BOYD, MR .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (06) :793-797
[9]  
Minale L, 1993, Fortschr Chem Org Naturst, V62, P75
[10]   2 NEW STEROIDAL GLYCOSIDE SULFATES, LONGICAUDOSIDE-A AND LONGICAUDOSIDE-B, FROM THE MEDITERRANEAN OPHIUROID OPHIODERMA-LONGICAUDUM [J].
RICCIO, R ;
DAURIA, MV ;
MINALE, L .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (04) :533-536