Amphidinolide T, novel 19-membered macrolide from marine dinoflagellate Amphidinium sp.

被引：59

作者：

Tsuda, M ^{[1
]}

Endo, T ^{[1
]}

Kobayashi, J ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Pharmaceut Sci, Sapporo, Hokkaido 0600812, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2000年 / 65卷 / 05期

关键词：

D O I：

10.1021/jo991393r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel 19-membered macrolide, amphidinolide T (1), has been isolated from a marine dinoflagellate Amphidinium sp., and the structure was elucidated on the basis of spectroscopic data. Relative stereochemistry at C-7, C-8, and C-10 was deduced from the NOESY correlations, while absolute configurations at C-2, C-13, C-14, and C-18 were assigned on the basis of NMR data of the MTPA esters of 1 and those of degradation products of 1.

引用

页码：1349 / 1352

页数：4

共 25 条

[1] THE ISOLATION AND STRUCTURES OF UNUSUAL 1,4-POLYKETIDES FROM THE DINOFLAGELLATE, AMPHIDINIUM SP [J].

BAUER, I ;

MARANDA, L ;

YOUNG, KA ;

SHIMIZU, Y ;

HUANG, S .

TETRAHEDRON LETTERS, 1995, 36 (07) :991-994

[2] THE STRUCTURES OF AMPHIDINOLIDE-B ISOMERS - STRONGLY CYTOTOXIC MACROLIDES PRODUCED BY A FREE-SWIMMING DINOFLAGELLATE, AMPHIDINIUM SP [J].

BAUER, I ;

MARANDA, L ;

SHIMIZU, Y ;

PETERSON, RW ;

CORNELL, L ;

STEINER, JR ;

CLARDY, J .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (06) :2657-2658

[3] ISOLATION AND STRUCTURE OF CARIBENOLIDE-I, A HIGHLY POTENT ANTITUMOR MACROLIDE FROM A CULTURED FREE-SWIMMING CARIBBEAN DINOFLAGELLATE, AMPHIDINIUM SP S1-36-5 [J].

BAUER, I ;

MARANDA, L ;

YOUNG, KA ;

SHIMIZU, Y .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (04) :1084-1086

[4]

DERICCARDIS F, 1993, GAZZ CHIM ITAL, V123, P79

[5] Luteophanol A, a new polyhydroxyl compound from symbiotic marine dinoflagellate Amphidinium sp. [J].

Doi, Y ;

Ishibashi, M ;

Nakamichi, H ;

Kosaka, T ;

Ishikawa, T ;

Kobayashi, J .

JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (12) :3820-3823

[6]

DOI Y, 1995, J NAT PRODUCTS, V58, P1097, DOI 10.1021/np50121a020

[7] NOVEL MARINE POLYHYDROXYLATED STEROIDS FROM THE STARFISH MYXODERMA-PLATYACANTHUM [J].

FINAMORE, E ;

MINALE, L ;

RICCIO, R ;

RINALDO, G ;

ZOLLO, F .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (03) :1146-1153

[8] AMPHIDINOLIDE K, A NEW 19-MEMBERED MACROLIDE FROM THE CULTURED SYMBIOTIC DINOFLAGELLATE AMPHIDINIUM SP [J].

ISHIBASHI, M ;

SATO, M ;

KOBAYASHI, J .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (24) :6928-6929

[9] Studies on the macrolides from marine dinoflagellate Amphidinium sp.: Structures of amphidinolides R and S and a succinate feeding experiment [J].

Ishibashi, M ;

Takahashi, M ;

Kobayashi, J .

TETRAHEDRON, 1997, 53 (23) :7827-7832

[10]

KISHI K, 1984, J ANTIBIOT, V37, P874

← 1 2 3 →