Two oleanane triterpenoids from Gordonia ceylanica and their conversions to taraxarane triterpenoids

H. M T B Herath; P. S. Athukoralage; Joanne F. Jamie

doi:10.1016/S0031-9422(00)00037-6

Two oleanane triterpenoids from Gordonia ceylanica and their conversions to taraxarane triterpenoids

H. M T B Herath, P. S. Athukoralage, Joanne F. Jamie

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

15 Citations (Scopus)

Abstract

Chemical investigation of the hot hexane extract of the stem bark of Gordonia ceylanica afforded two new oleanane triterpenoids, 3β-acetoxy-11α, 13β-dihydroxyolean-12-one (1) and 3β,11α-diacetoxy-13β-hydroxyolean-12-one (2). The attempted acid hydrolysis of these two compounds resulted the dehydration and subsequent methyl group migration to afford the taraxarane triterpenoids 3β,11α-dihydroxytaraxer-14-en-12-one (4) and 3β-hydroxy-11α-acetoxytaraxer-14-en-12-one (5), respectively. These taraxaranes have not been previously reported. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	823-827
Number of pages	5
Journal	Phytochemistry
Volume	54
Issue number	8
DOIs	https://doi.org/10.1016/S0031-9422(00)00037-6
Publication status	Published - 31 Aug 2000
Externally published	Yes

Keywords

Gordonia ceylanica
Oleanane
Taraxarane
Theaceae
Triterpenoids

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10.1016/S0031-9422(00)00037-6

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title = "Two oleanane triterpenoids from Gordonia ceylanica and their conversions to taraxarane triterpenoids",

abstract = "Chemical investigation of the hot hexane extract of the stem bark of Gordonia ceylanica afforded two new oleanane triterpenoids, 3β-acetoxy-11α, 13β-dihydroxyolean-12-one (1) and 3β,11α-diacetoxy-13β-hydroxyolean-12-one (2). The attempted acid hydrolysis of these two compounds resulted the dehydration and subsequent methyl group migration to afford the taraxarane triterpenoids 3β,11α-dihydroxytaraxer-14-en-12-one (4) and 3β-hydroxy-11α-acetoxytaraxer-14-en-12-one (5), respectively. These taraxaranes have not been previously reported. (C) 2000 Elsevier Science Ltd.",

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doi = "10.1016/S0031-9422(00)00037-6",

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TY - JOUR

T1 - Two oleanane triterpenoids from Gordonia ceylanica and their conversions to taraxarane triterpenoids

AU - Herath, H. M T B

AU - Athukoralage, P. S.

AU - Jamie, Joanne F.

PY - 2000/8/31

Y1 - 2000/8/31

N2 - Chemical investigation of the hot hexane extract of the stem bark of Gordonia ceylanica afforded two new oleanane triterpenoids, 3β-acetoxy-11α, 13β-dihydroxyolean-12-one (1) and 3β,11α-diacetoxy-13β-hydroxyolean-12-one (2). The attempted acid hydrolysis of these two compounds resulted the dehydration and subsequent methyl group migration to afford the taraxarane triterpenoids 3β,11α-dihydroxytaraxer-14-en-12-one (4) and 3β-hydroxy-11α-acetoxytaraxer-14-en-12-one (5), respectively. These taraxaranes have not been previously reported. (C) 2000 Elsevier Science Ltd.

AB - Chemical investigation of the hot hexane extract of the stem bark of Gordonia ceylanica afforded two new oleanane triterpenoids, 3β-acetoxy-11α, 13β-dihydroxyolean-12-one (1) and 3β,11α-diacetoxy-13β-hydroxyolean-12-one (2). The attempted acid hydrolysis of these two compounds resulted the dehydration and subsequent methyl group migration to afford the taraxarane triterpenoids 3β,11α-dihydroxytaraxer-14-en-12-one (4) and 3β-hydroxy-11α-acetoxytaraxer-14-en-12-one (5), respectively. These taraxaranes have not been previously reported. (C) 2000 Elsevier Science Ltd.

KW - Gordonia ceylanica

KW - Oleanane

KW - Taraxarane

KW - Theaceae

KW - Triterpenoids

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U2 - 10.1016/S0031-9422(00)00037-6

DO - 10.1016/S0031-9422(00)00037-6

M3 - Article

C2 - 11014273

AN - SCOPUS:0034739189

SN - 0031-9422

VL - 54

SP - 823

EP - 827

JO - Phytochemistry

JF - Phytochemistry

IS - 8

ER -

Two oleanane triterpenoids from Gordonia ceylanica and their conversions to taraxarane triterpenoids

Abstract

Keywords

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