Rumphellclovanes C-E, new clovane-type sesquiterpenoids from the gorgonian coral Rumphella antipathies

Hsu Ming Chung; Jui Hsin Su; Tsong Long Hwang; Jan Jung Li; Jih Jung Chen; Yung Husan Chen; Yu Chia Chang; Yin Di Su; Yu Hsin Chen; Lee Shing Fang; Jyh Horng Sheu; Wei Hsien Wang; Ping Jyun Sung

doi:10.1016/j.tet.2013.01.087

Rumphellclovanes C-E, new clovane-type sesquiterpenoids from the gorgonian coral Rumphella antipathies

Hsu Ming Chung, Jui Hsin Su, Tsong Long Hwang, Jan Jung Li, Jih Jung Chen, Yung Husan Chen, Yu Chia Chang, Yin Di Su, Yu Hsin Chen, Lee Shing Fang, Jyh Horng Sheu, Wei Hsien Wang^*, Ping Jyun Sung

^*Corresponding author for this work

School of Traditional Chinese Medicine

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

28 Scopus citations

Abstract

Three new clovane-related sesquiterpenoids, rumphellclovanes C-E (1-3), and a new natural clovane, clovan-2,9-dione (4), were isolated from a gorgonian coral Rumphella antipathies. The structures of clovanes 1-4 were elucidated by spectroscopic methods and by comparison of the spectral data with those of related analogues. Rumphellclovane C (1) was proven to be the first clovane-type sesquiterpenoid containing an ε-lactone moiety. A plausible biosynthetic pathway between clovanes 1 and 2 was proposed. Clovane 4 displayed significant inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.

Original language	English
Pages (from-to)	2740-2744
Number of pages	5
Journal	Tetrahedron
Volume	69
Issue number	13
DOIs	https://doi.org/10.1016/j.tet.2013.01.087
State	Published - 01 04 2013

Keywords

Clovane
Elastase
Rumphella
Rumphellclovane
Superoxide anion

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10.1016/j.tet.2013.01.087

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title = "Rumphellclovanes C-E, new clovane-type sesquiterpenoids from the gorgonian coral Rumphella antipathies",

abstract = "Three new clovane-related sesquiterpenoids, rumphellclovanes C-E (1-3), and a new natural clovane, clovan-2,9-dione (4), were isolated from a gorgonian coral Rumphella antipathies. The structures of clovanes 1-4 were elucidated by spectroscopic methods and by comparison of the spectral data with those of related analogues. Rumphellclovane C (1) was proven to be the first clovane-type sesquiterpenoid containing an ε-lactone moiety. A plausible biosynthetic pathway between clovanes 1 and 2 was proposed. Clovane 4 displayed significant inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.",

keywords = "Clovane, Elastase, Rumphella, Rumphellclovane, Superoxide anion",

author = "Chung, {Hsu Ming} and Su, {Jui Hsin} and Hwang, {Tsong Long} and Li, {Jan Jung} and Chen, {Jih Jung} and Chen, {Yung Husan} and Chang, {Yu Chia} and Su, {Yin Di} and Chen, {Yu Hsin} and Fang, {Lee Shing} and Sheu, {Jyh Horng} and Wang, {Wei Hsien} and Sung, {Ping Jyun}",

year = "2013",

month = apr,

day = "1",

doi = "10.1016/j.tet.2013.01.087",

language = "英语",

volume = "69",

pages = "2740--2744",

journal = "Tetrahedron",

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T1 - Rumphellclovanes C-E, new clovane-type sesquiterpenoids from the gorgonian coral Rumphella antipathies

AU - Chung, Hsu Ming

AU - Su, Jui Hsin

AU - Hwang, Tsong Long

AU - Li, Jan Jung

AU - Chen, Jih Jung

AU - Chen, Yung Husan

AU - Chang, Yu Chia

AU - Su, Yin Di

AU - Chen, Yu Hsin

AU - Fang, Lee Shing

AU - Sheu, Jyh Horng

AU - Wang, Wei Hsien

AU - Sung, Ping Jyun

PY - 2013/4/1

Y1 - 2013/4/1

N2 - Three new clovane-related sesquiterpenoids, rumphellclovanes C-E (1-3), and a new natural clovane, clovan-2,9-dione (4), were isolated from a gorgonian coral Rumphella antipathies. The structures of clovanes 1-4 were elucidated by spectroscopic methods and by comparison of the spectral data with those of related analogues. Rumphellclovane C (1) was proven to be the first clovane-type sesquiterpenoid containing an ε-lactone moiety. A plausible biosynthetic pathway between clovanes 1 and 2 was proposed. Clovane 4 displayed significant inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.

AB - Three new clovane-related sesquiterpenoids, rumphellclovanes C-E (1-3), and a new natural clovane, clovan-2,9-dione (4), were isolated from a gorgonian coral Rumphella antipathies. The structures of clovanes 1-4 were elucidated by spectroscopic methods and by comparison of the spectral data with those of related analogues. Rumphellclovane C (1) was proven to be the first clovane-type sesquiterpenoid containing an ε-lactone moiety. A plausible biosynthetic pathway between clovanes 1 and 2 was proposed. Clovane 4 displayed significant inhibitory effects on the generation of superoxide anion and the release of elastase by human neutrophils.

KW - Clovane

KW - Elastase

KW - Rumphella

KW - Rumphellclovane

KW - Superoxide anion

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U2 - 10.1016/j.tet.2013.01.087

DO - 10.1016/j.tet.2013.01.087

M3 - 文章

AN - SCOPUS:84874331010

SN - 0040-4020

VL - 69

SP - 2740

EP - 2744

JO - Tetrahedron

JF - Tetrahedron

IS - 13

ER -

Rumphellclovanes C-E, new clovane-type sesquiterpenoids from the gorgonian coral Rumphella antipathies

Abstract

Keywords

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