Stereochemistry of enacyloxins 2. Structure elucidation of decarbamoyl enacyloxin IIa and IVa, new members of enacyloxin antibiotics from Frateuria sp. W-315

Toshihiko Watanabe, Hiromasa Kiyota, Ryo Takeuchi, Keijiro Enari, Takayuki Oritani

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

Two new members of enacyloxins (ENXs) were isolated from the culture extract of Frateuria sp. W-315. Spectrometric analyses revealed their structures as decarbamoyl enacyloxin IVa and IIa, the latter preferentially existed in the hemiacetal form. Formation of these compounds were catalyzed by enzymes produced by the fungus. From the coupling constant values of the hemiacetal part of dec ENX IIa, the (17′R*, 18′S*, 19′R*) relative configuration of ENXs was also elucidated.

Original languageEnglish
Pages (from-to)313-316
Number of pages4
JournalHeterocyclic Communications
Volume7
Issue number4
Publication statusPublished - 2001
Externally publishedYes

Fingerprint

Stereochemistry
Anti-Bacterial Agents
Fungi
Enzymes
enacyloxin IVa
enacyloxin IIa

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Stereochemistry of enacyloxins 2. Structure elucidation of decarbamoyl enacyloxin IIa and IVa, new members of enacyloxin antibiotics from Frateuria sp. W-315. / Watanabe, Toshihiko; Kiyota, Hiromasa; Takeuchi, Ryo; Enari, Keijiro; Oritani, Takayuki.

In: Heterocyclic Communications, Vol. 7, No. 4, 2001, p. 313-316.

Research output: Contribution to journalArticle

@article{d642b27b450b4141869973a3b5a72dfd,
title = "Stereochemistry of enacyloxins 2. Structure elucidation of decarbamoyl enacyloxin IIa and IVa, new members of enacyloxin antibiotics from Frateuria sp. W-315",
abstract = "Two new members of enacyloxins (ENXs) were isolated from the culture extract of Frateuria sp. W-315. Spectrometric analyses revealed their structures as decarbamoyl enacyloxin IVa and IIa, the latter preferentially existed in the hemiacetal form. Formation of these compounds were catalyzed by enzymes produced by the fungus. From the coupling constant values of the hemiacetal part of dec ENX IIa, the (17′R*, 18′S*, 19′R*) relative configuration of ENXs was also elucidated.",
author = "Toshihiko Watanabe and Hiromasa Kiyota and Ryo Takeuchi and Keijiro Enari and Takayuki Oritani",
year = "2001",
language = "English",
volume = "7",
pages = "313--316",
journal = "Heterocyclic Communications",
issn = "0793-0283",
publisher = "Walter de Gruyter GmbH & Co. KG",
number = "4",

}

TY - JOUR

T1 - Stereochemistry of enacyloxins 2. Structure elucidation of decarbamoyl enacyloxin IIa and IVa, new members of enacyloxin antibiotics from Frateuria sp. W-315

AU - Watanabe, Toshihiko

AU - Kiyota, Hiromasa

AU - Takeuchi, Ryo

AU - Enari, Keijiro

AU - Oritani, Takayuki

PY - 2001

Y1 - 2001

N2 - Two new members of enacyloxins (ENXs) were isolated from the culture extract of Frateuria sp. W-315. Spectrometric analyses revealed their structures as decarbamoyl enacyloxin IVa and IIa, the latter preferentially existed in the hemiacetal form. Formation of these compounds were catalyzed by enzymes produced by the fungus. From the coupling constant values of the hemiacetal part of dec ENX IIa, the (17′R*, 18′S*, 19′R*) relative configuration of ENXs was also elucidated.

AB - Two new members of enacyloxins (ENXs) were isolated from the culture extract of Frateuria sp. W-315. Spectrometric analyses revealed their structures as decarbamoyl enacyloxin IVa and IIa, the latter preferentially existed in the hemiacetal form. Formation of these compounds were catalyzed by enzymes produced by the fungus. From the coupling constant values of the hemiacetal part of dec ENX IIa, the (17′R*, 18′S*, 19′R*) relative configuration of ENXs was also elucidated.

UR - http://www.scopus.com/inward/record.url?scp=0035730856&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0035730856&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0035730856

VL - 7

SP - 313

EP - 316

JO - Heterocyclic Communications

JF - Heterocyclic Communications

SN - 0793-0283

IS - 4

ER -