NEW CHLOROPHYLL-A-RELATED COMPOUNDS ISOLATED AS ANTIOXIDANTS FROM MARINE BIVALVES

被引:51
作者
WATANABE, N
YAMAMOTO, K
IHSHIKAWA, H
YAGI, A
SAKATA, K
BRINEN, LS
CLARDY, J
机构
[1] SHIZUOKA UNIV,FAC AGR,MARINE BIOL SCI RES LAB,MOCHIMUNE,SHIZUOKA 42101,JAPAN
[2] SHIZUOKA UNIV,DEPT APPL BIOL CHEM,OYA,SHIZUOKA 422,JAPAN
[3] CORNELL UNIV,DEPT CHEM,BAKER LAB,ITHACA,NY 14853
来源
JOURNAL OF NATURAL PRODUCTS | 1993年 / 56卷 / 03期
关键词
D O I
10.1021/np50093a001
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
New chlorophyll-a-related compounds chlorophyllone a [1], chlorophyllonelactone a [2], and chlorophyllonic acid a methyl ester [3] as well as pyropheophorbide a [4] were isolated as the main antioxidants from the edible parts of the short-necked clam, Ruditapes philippinarum. Our continuing studies on new antioxidants have resulted in the isolation of the analogous compounds purpurin 18 [6], purpurin 18 methyl ester [7], and 13(2)-oxopyropheophorbide a [8]. Compound 5, an epimeric isomer of 1, together with 2, 3, and 4, was isolated from the viscera of the scallop, Patinopecten yessoensis. The presence of 1, 2, and 3 in the viscera of the oyster Crassostrea sp. and 1 in the mixture of attached diatoms (Fragilaria oceanica, Fragilaria cylindus. Nitzschia closterium, Nitzschia seriata, Cocconeis pseudomarginata, and Hyalodiscus stelliger are predominant) cultured for seedling production of juvenile abalone was also confirmed by spectroscopic evidence.
引用
收藏
页码:305 / 317
页数:13
相关论文
共 17 条
[1]   ANTIOXIDANT EFFECTS OF CHLOROPHYLL AND PHEOPHYTIN ON THE AUTOXIDATION OF OILS IN THE DARK .2. THE MECHANISM OF ANTIOXIDATIVE ACTION OF CHLOROPHYLL [J].
ENDO, Y ;
USUKI, R ;
KANEDA, T .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1985, 62 (09) :1387-1390
[2]   ANTIOXIDANT EFFECTS OF CHLOROPHYLL AND PHEOPHYTIN ON THE AUTOXIDATION OF OILS IN THE DARK .1. COMPARISON OF THE INHIBITORY EFFECTS [J].
ENDO, Y ;
USUKI, R ;
KANEDA, T .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1985, 62 (09) :1375-1378
[3]   PROOXIDENT ACTIVITIES OF CHLOROPHYLLS AND THEIR DECOMPOSITION PRODUCTS ON THE PHOTOOXIDATION OF METHYL LINOLEATE [J].
ENDO, Y ;
USUKI, R ;
KANEDA, T .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1984, 61 (04) :781-784
[4]   ENOL DERIVATIVES IN CHLOROPHYLL SERIES - PREPARATION OF 132,173-CYCLOPHEOPHORBIDE ENOLS [J].
FALK, H ;
HOORNAERT, G ;
ISENRING, HP ;
ESCHENMOSER, A .
HELVETICA CHIMICA ACTA, 1975, 58 (08) :2347-2357
[5]   STUDIES ON ANTIOXIDATIVE SUBSTANCES IN SESAME SEED [J].
FUKUDA, Y ;
OSAWA, T ;
NAMIKI, M ;
OZAKI, T .
AGRICULTURAL AND BIOLOGICAL CHEMISTRY, 1985, 49 (02) :301-306
[6]   PHOTODYNAMIC SENSITIZERS FROM CHLOROPHYLL - PURPURIN-18 AND CHLORIN-P6 [J].
HOOBER, JK ;
SERY, TW ;
YAMAMOTO, N .
PHOTOCHEMISTRY AND PHOTOBIOLOGY, 1988, 48 (05) :579-582
[7]   132,173-CYCLOPHEOPHORBIDE ENOL, THE 1ST PORPHYRIN ISOLATED FROM A SPONGE [J].
KARUSO, P ;
BERGQUIST, PR ;
BUCKLETON, JS ;
CAMBIE, RC ;
CLARK, GR ;
RICKARD, CEF .
TETRAHEDRON LETTERS, 1986, 27 (19) :2177-2178
[8]   PYRROLES AND RELATED COMPOUNDS .24. SEPARATION AND OXIDATIVE-DEGRADATION OF CHLOROPHYLL DERIVATIVES [J].
KENNER, GW ;
MCCOMBIE, SW ;
SMITH, KM .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1973, (21) :2517-2523
[9]  
NIKI E, 1985, J BIOL CHEM, V260, P219
[10]  
RUDIGER W, 1988, PLANT PIGMENTS, P48