KERAMAPHIDIN-B, A NOVEL PENTACYCLIC ALKALOID FROM A MARINE SPONGE AMPHIMEDON SP - A PLAUSIBLE BIOGENETIC PRECURSOR OF MANZAMINE ALKALOIDS

被引：69

作者：

KOBAYASHI, J ^{[1
]}

TSUDA, M ^{[1
]}

KAWASAKI, N ^{[1
]}

MATSUMOTO, K ^{[1
]}

ADACHI, T ^{[1
]}

机构：

[1] TAISHO PHARMACEUT CO LTD, RES CTR, OMIYA, SAITAMA 330, JAPAN

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 25期

关键词：

D O I：

10.1016/S0040-4039(00)73362-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Keramaphidin B (1), a novel cytotoxic alkaloid possessing a 1,4-etheno-2,7-decahydronaphthylidine core with two macrocyclic rings has been isolated from an Okinawan marine sponge Amphimedon sp., and the structure was elucidated by extensive 2D NMR investigation as well as a single crystal X-ray analysis. Keramaphidin B (1) might he a plausible biogenetic precursor of manzamine alkaloids and a very important key compound to clarify the biogenetic path.

引用

页码：4383 / 4386

页数：4

共 12 条

[1] ON THE BIOSYNTHESIS OF MANZAMINES
BALDWIN, JE
WHITEHEAD, RC
[J]. TETRAHEDRON LETTERS, 1992, 33 (15) : 2059 - 2062
[2] HIGA T, 1989, STUDIES NATURAL PR B, V2, P346
[3] HIGA T, 1987, 1ST P PRINC CHUL SCI, P450
[4] NEW MANZAMINE ALKALOIDS FROM A SPONGE OF THE GENUS XESTOSPONGIA
ICHIBA, T
SAKAI, R
KOHMOTO, S
SAUCY, G
HIGA, T
[J]. TETRAHEDRON LETTERS, 1988, 29 (25) : 3083 - 3086
[5] IRCINAL-A AND IRCINAL-B FROM THE OKINAWAN MARINE SPONGE-IRCINIA SP - PLAUSIBLE BIOGENETIC PRECURSORS OF MANZAMINE ALKALOIDS
KONDO, K
SHIGEMORI, H
KIKUCHI, Y
ISHIBASHI, M
SASAKI, T
KOBAYASHI, J
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (08) : 2480 - 2483
[6] SENSITIVITY-ENHANCED TWO-DIMENSIONAL HETERONUCLEAR RELAYED COHERENCE TRANSFER NMR-SPECTROSCOPY
LERNER, L
BAX, A
[J]. JOURNAL OF MAGNETIC RESONANCE, 1986, 69 (02) : 375 - 380
[7] DIHYDROPYRIDINONE APPROACH TO MANZAMINES - AN EXPEDIENT CONSTRUCTION OF THE TETRACYCLIC CORE OF MANZAMINE-A
NAKAGAWA, M
TORISAWA, Y
HOSAKA, T
TANABE, K
DATE, T
OKAMURA, K
HINO, T
[J]. TETRAHEDRON LETTERS, 1993, 34 (28) : 4543 - 4546
[8] PHYSIOLOGICALLY ACTIVE MARINE NATURAL-PRODUCTS FROM PORIFERA .15. KERAMAMINE-A AND KERAMAMINE-B, NOVEL ANTIMICROBIAL ALKALOIDS FROM THE OKINAWAN MARINE SPONGE PELLINA SP
NAKAMURA, H
DENG, SZ
KOBAYASHI, J
OHIZUMI, Y
TOMOTAKE, Y
MATSUZAKI, T
HIRATA, Y
[J]. TETRAHEDRON LETTERS, 1987, 28 (06) : 621 - 624
[9] AN ALKALOID PROTEIN-KINASE-C INHIBITOR, XESTOCYCLAMINE-A, FROM THE MARINE SPONGE XESTOSPONGIA SP
RODRIGUEZ, J
PETERS, BM
KURZ, L
SCHATZMAN, RC
MCCARLEY, D
LOU, L
CREWS, P
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (22) : 10436 - 10437
[10] MANZAMINE-A, A NOVEL ANTITUMOR ALKALOID FROM A SPONGE
SAKAI, R
HIGA, T
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (20) : 6404 - 6405

← 1 2 →