AMPHIDINOLIDE-O AND AMPHIDINOLIDE-P, NOVEL 15-MEMBERED MACROLIDES FROM THE DINOFLAGELLATE AMPHIDINIUM SP - ANALYSIS OF THE RELATIVE STEREOCHEMISTRY AND STABLE SOLUTION CONFORMATION

被引：44

作者：

ISHIBASHI, M ^{[1
]}

TAKAHASHI, M ^{[1
]}

KOBAYASHI, J ^{[1
]}

机构：

[1] HOKKAIDO UNIV,FAC PHARMACEUT SCI,KITA KU,SAPPORO,HOKKAIDO 060,JAPAN

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1995年 / 60卷 / 19期

关键词：

D O I：

10.1021/jo00124a015

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Amphidinolides O (1) and P (2), two novel cytotoxic 15-membered macrolides with unprecedented backbone frameworks, were isolated from the cultured marine dinoflagellate Amphidinium sp. Their gross structures were elucidated by extensive spectroscopic studies, and their relative stereochemistries as well as stable solution conformations were analyzed on the basis of NMR methods and molecular mechanics calculations.

引用

页码：6062 / 6066

页数：5

共 14 条

[1] THE ISOLATION AND STRUCTURES OF UNUSUAL 1,4-POLYKETIDES FROM THE DINOFLAGELLATE, AMPHIDINIUM SP
BAUER, I
MARANDA, L
YOUNG, KA
SHIMIZU, Y
HUANG, S
[J]. 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
BAUER, I
MARANDA, L
SHIMIZU, Y
PETERSON, RW
CORNELL, L
STEINER, JR
CLARDY, J
[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
BAUER, I
MARANDA, L
YOUNG, KA
SHIMIZU, Y
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (04) : 1084 - 1086
[4] DOI Y, IN PRESS J NAT PROD
[5] THE RELATIONSHIP BETWEEN PROTON-PROTON NMR COUPLING-CONSTANTS AND SUBSTITUENT ELECTRONEGATIVITIES .1. AN EMPIRICAL GENERALIZATION OF THE KARPLUS EQUATION
HAASNOOT, CAG
DELEEUW, FAAM
ALTONA, C
[J]. TETRAHEDRON, 1980, 36 (19) : 2783 - 2792
[6] ABSOLUTE STEREOCHEMISTRY OF AMPHIDINOLIDE-B
ISHIBASHI, M
ISHIYAMA, H
KOBAYASHI, J
[J]. TETRAHEDRON LETTERS, 1994, 35 (44) : 8241 - 8242
[7] BIOACTIVE METABOLITES OF SYMBIOTIC MARINE MICROORGANISMS
KOBAYASHI, J
ISHIBASHI, M
[J]. CHEMICAL REVIEWS, 1993, 93 (05) : 1753 - 1769
[8] AMPHIDINOLIDE-A, A NOVEL ANTINEOPLASTIC MACROLIDE FROM THE MARINE DINOFLAGELLATE AMPHIDINIUM SP
KOBAYASHI, J
ISHIBASHI, M
NAKAMURA, H
OHIZUMI, Y
YAMASU, T
SASAKI, T
HIRATA, Y
[J]. TETRAHEDRON LETTERS, 1986, 27 (47) : 5755 - 5758
[9] KOBAYASHI J, IN PRESS J CHEM SOC
[10] MACROMODEL - AN INTEGRATED SOFTWARE SYSTEM FOR MODELING ORGANIC AND BIOORGANIC MOLECULES USING MOLECULAR MECHANICS
MOHAMADI, F
RICHARDS, NGJ
GUIDA, WC
LISKAMP, R
LIPTON, M
CAUFIELD, C
CHANG, G
HENDRICKSON, T
STILL, WC
[J]. JOURNAL OF COMPUTATIONAL CHEMISTRY, 1990, 11 (04) : 440 - 467

← 1 2 →