Revised Structure of Bryostatin 3 and Isolation of the Bryostatin 3 26-Ketone from Bugula neritina

Daniel E. Schaufelberger; Gwendolyn N. Chmurny; John A. Beutler; Mary P. Koleck; A. Belinda Alvarado; Brigitte W. Schaufelberger; Gary M. Muschik

doi:10.1021/jo00008a054

Revised Structure of Bryostatin 3 and Isolation of the Bryostatin 3 26-Ketone from Bugula neritina

Daniel E. Schaufelberger, Gwendolyn N. Chmurny, John A. Beutler, Mary P. Koleck, A. Belinda Alvarado, Brigitte W. Schaufelberger, Gary M. Muschik

Research output: Contribution to journal › Article › peer-review

30 Scopus citations

Abstract

Bryostatin 3 and the corresponding 26-ketone 5, which represents a new bryostatin, were isolated from the marine bryozoan Bugula neritina (Bugulidae). Spectroscopic data from 2D NMR studies indicate that the structure of bryostatin 3 (3) has to be revised to structure 4. Bryostatin 3 showed [³H]phorbol dibutyrate receptor displacement activity similar to that of bryostatin 1, whereas the corresponding 26-ketone 5 was significantly less active.

Original language	English (US)
Pages (from-to)	2895-2900
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	56
Issue number	8
DOIs	https://doi.org/10.1021/jo00008a054
State	Published - Apr 1 1991
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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@article{d4932ea0f463436c9963c1d5c285c684,

title = "Revised Structure of Bryostatin 3 and Isolation of the Bryostatin 3 26-Ketone from Bugula neritina",

abstract = "Bryostatin 3 and the corresponding 26-ketone 5, which represents a new bryostatin, were isolated from the marine bryozoan Bugula neritina (Bugulidae). Spectroscopic data from 2D NMR studies indicate that the structure of bryostatin 3 (3) has to be revised to structure 4. Bryostatin 3 showed [3H]phorbol dibutyrate receptor displacement activity similar to that of bryostatin 1, whereas the corresponding 26-ketone 5 was significantly less active.",

author = "Schaufelberger, {Daniel E.} and Chmurny, {Gwendolyn N.} and Beutler, {John A.} and Koleck, {Mary P.} and Alvarado, {A. Belinda} and Schaufelberger, {Brigitte W.} and Muschik, {Gary M.}",

year = "1991",

month = apr,

day = "1",

doi = "10.1021/jo00008a054",

language = "English (US)",

volume = "56",

pages = "2895--2900",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Revised Structure of Bryostatin 3 and Isolation of the Bryostatin 3 26-Ketone from Bugula neritina

AU - Schaufelberger, Daniel E.

AU - Chmurny, Gwendolyn N.

AU - Beutler, John A.

AU - Koleck, Mary P.

AU - Alvarado, A. Belinda

AU - Schaufelberger, Brigitte W.

AU - Muschik, Gary M.

PY - 1991/4/1

Y1 - 1991/4/1

N2 - Bryostatin 3 and the corresponding 26-ketone 5, which represents a new bryostatin, were isolated from the marine bryozoan Bugula neritina (Bugulidae). Spectroscopic data from 2D NMR studies indicate that the structure of bryostatin 3 (3) has to be revised to structure 4. Bryostatin 3 showed [3H]phorbol dibutyrate receptor displacement activity similar to that of bryostatin 1, whereas the corresponding 26-ketone 5 was significantly less active.

AB - Bryostatin 3 and the corresponding 26-ketone 5, which represents a new bryostatin, were isolated from the marine bryozoan Bugula neritina (Bugulidae). Spectroscopic data from 2D NMR studies indicate that the structure of bryostatin 3 (3) has to be revised to structure 4. Bryostatin 3 showed [3H]phorbol dibutyrate receptor displacement activity similar to that of bryostatin 1, whereas the corresponding 26-ketone 5 was significantly less active.

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 8

ER -

Revised Structure of Bryostatin 3 and Isolation of the Bryostatin 3 26-Ketone from Bugula neritina

Abstract

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