Ginkgolides: selective acetylations, translactonization, and biological evaluation

Stanislav Jaracz; Kristian Strømgaard; Koji Nakanishi

doi:10.1021/jo020139n

Ginkgolides: selective acetylations, translactonization, and biological evaluation

Stanislav Jaracz, Kristian Strømgaard, Koji Nakanishi

22 Citationer (Scopus)

Abstract

Protocols for selective acetylation of the hydroxyl groups of ginkgolide C have been developed. These acetylations have given rise to various ginkgolide C acetates and iso-ginkgolide C acetates, the latter having a rearranged skeleton resulting from translactonization. These acetyl derivatives, as well as ginkgolides A and B acetates have been investigated for their ability to bind to a cloned platelet-activating factor (PAF) receptor.

Originalsprog	Engelsk
Tidsskrift	Journal of Organic Chemistry
Vol/bind	67
Udgave nummer	13
Sider (fra-til)	4623-4626
Antal sider	4
ISSN	0022-3263
DOI	https://doi.org/10.1021/jo020139n
Status	Udgivet - 28 jun. 2002
Udgivet eksternt	Ja

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10.1021/jo020139n

Citationsformater

@article{34e8a5d237644377be3a19913d003d92,

title = "Ginkgolides: selective acetylations, translactonization, and biological evaluation",

abstract = "Protocols for selective acetylation of the hydroxyl groups of ginkgolide C have been developed. These acetylations have given rise to various ginkgolide C acetates and iso-ginkgolide C acetates, the latter having a rearranged skeleton resulting from translactonization. These acetyl derivatives, as well as ginkgolides A and B acetates have been investigated for their ability to bind to a cloned platelet-activating factor (PAF) receptor.",

keywords = "Acetates, Binding, Competitive, Catalysis, Diterpenes, Ginkgo biloba, Ginkgolides, Lactones, Ligands, Photoaffinity Labels, Platelet Activating Factor, Structure-Activity Relationship",

author = "Stanislav Jaracz and Kristian Str{\o}mgaard and Koji Nakanishi",

year = "2002",

month = jun,

day = "28",

doi = "10.1021/jo020139n",

language = "English",

volume = "67",

pages = "4623--4626",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Ginkgolides

T2 - selective acetylations, translactonization, and biological evaluation

AU - Jaracz, Stanislav

AU - Strømgaard, Kristian

AU - Nakanishi, Koji

PY - 2002/6/28

Y1 - 2002/6/28

N2 - Protocols for selective acetylation of the hydroxyl groups of ginkgolide C have been developed. These acetylations have given rise to various ginkgolide C acetates and iso-ginkgolide C acetates, the latter having a rearranged skeleton resulting from translactonization. These acetyl derivatives, as well as ginkgolides A and B acetates have been investigated for their ability to bind to a cloned platelet-activating factor (PAF) receptor.

AB - Protocols for selective acetylation of the hydroxyl groups of ginkgolide C have been developed. These acetylations have given rise to various ginkgolide C acetates and iso-ginkgolide C acetates, the latter having a rearranged skeleton resulting from translactonization. These acetyl derivatives, as well as ginkgolides A and B acetates have been investigated for their ability to bind to a cloned platelet-activating factor (PAF) receptor.

KW - Acetates

KW - Binding, Competitive

KW - Catalysis

KW - Diterpenes

KW - Ginkgo biloba

KW - Ginkgolides

KW - Lactones

KW - Ligands

KW - Photoaffinity Labels

KW - Platelet Activating Factor

KW - Structure-Activity Relationship

U2 - 10.1021/jo020139n

DO - 10.1021/jo020139n

M3 - Journal article

C2 - 12076171

SN - 0022-3263

VL - 67

SP - 4623

EP - 4626

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 13

ER -

Ginkgolides: selective acetylations, translactonization, and biological evaluation

Abstract

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