Monanchosterols A and B, bioactive bicyclo[4.3.1]steroids from a korean sponge monanchora sp.

Weihong Wang; Tae Gu Lee; Rahul S. Patil; Bora Mun; Inho Yang; Hiyoung Kim; Dongyup Hahn; Dong Hwan Won; Jihye Lee; Yehee Lee; Hyukjae Choi; Sang Jip Nam; Heonjoong Kang

doi:10.1021/np500760v

Monanchosterols A and B, bioactive bicyclo[4.3.1]steroids from a korean sponge monanchora sp.

Weihong Wang, Tae Gu Lee, Rahul S. Patil, Bora Mun, Inho Yang, Hiyoung Kim, Dongyup Hahn, Dong Hwan Won, Jihye Lee, Yehee Lee, Hyukjae Choi, Sang Jip Nam, Heonjoong Kang

Department of Chemistry & Nanoscience

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

26 Scopus citations

Abstract

Chemical investigation of a Korean marine sponge, Monanchora sp., led to the isolation of three new steroids (1-3). Compounds 1 and 2, designated as monanchosterols A and B, respectively, represent the first examples of steroids possessing the bicyclo[4.3.1] A/B ring system from a natural source. Compounds 1-3 were investigated for their anti-inflammatory activity by evaluating their inhibitory effects on the mRNA expression of IL-6, TNF-α, and COX-2 in the LPS-stimulated murine RAW264.7 macrophage cells. Compounds 2 and 3 exhibited significant inhibitory effects on the mRNA expression of IL-6 without notable cytotoxicity to the cells in a dose-dependent manner.

Original language	English
Pages (from-to)	368-373
Number of pages	6
Journal	Journal of Natural Products
Volume	78
Issue number	3
DOIs	https://doi.org/10.1021/np500760v
State	Published - 27 Mar 2015

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© 2014 The American Chemical Society and American Society of Pharmacognosy.

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title = "Monanchosterols A and B, bioactive bicyclo[4.3.1]steroids from a korean sponge monanchora sp.",

abstract = "Chemical investigation of a Korean marine sponge, Monanchora sp., led to the isolation of three new steroids (1-3). Compounds 1 and 2, designated as monanchosterols A and B, respectively, represent the first examples of steroids possessing the bicyclo[4.3.1] A/B ring system from a natural source. Compounds 1-3 were investigated for their anti-inflammatory activity by evaluating their inhibitory effects on the mRNA expression of IL-6, TNF-α, and COX-2 in the LPS-stimulated murine RAW264.7 macrophage cells. Compounds 2 and 3 exhibited significant inhibitory effects on the mRNA expression of IL-6 without notable cytotoxicity to the cells in a dose-dependent manner.",

author = "Weihong Wang and Lee, {Tae Gu} and Patil, {Rahul S.} and Bora Mun and Inho Yang and Hiyoung Kim and Dongyup Hahn and Won, {Dong Hwan} and Jihye Lee and Yehee Lee and Hyukjae Choi and Nam, {Sang Jip} and Heonjoong Kang",

note = "Publisher Copyright: {\textcopyright} 2014 The American Chemical Society and American Society of Pharmacognosy.",

year = "2015",

month = mar,

day = "27",

doi = "10.1021/np500760v",

language = "English",

volume = "78",

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journal = "Journal of Natural Products",

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T1 - Monanchosterols A and B, bioactive bicyclo[4.3.1]steroids from a korean sponge monanchora sp.

AU - Wang, Weihong

AU - Lee, Tae Gu

AU - Patil, Rahul S.

AU - Mun, Bora

AU - Yang, Inho

AU - Kim, Hiyoung

AU - Hahn, Dongyup

AU - Won, Dong Hwan

AU - Lee, Jihye

AU - Lee, Yehee

AU - Choi, Hyukjae

AU - Nam, Sang Jip

AU - Kang, Heonjoong

PY - 2015/3/27

Y1 - 2015/3/27

N2 - Chemical investigation of a Korean marine sponge, Monanchora sp., led to the isolation of three new steroids (1-3). Compounds 1 and 2, designated as monanchosterols A and B, respectively, represent the first examples of steroids possessing the bicyclo[4.3.1] A/B ring system from a natural source. Compounds 1-3 were investigated for their anti-inflammatory activity by evaluating their inhibitory effects on the mRNA expression of IL-6, TNF-α, and COX-2 in the LPS-stimulated murine RAW264.7 macrophage cells. Compounds 2 and 3 exhibited significant inhibitory effects on the mRNA expression of IL-6 without notable cytotoxicity to the cells in a dose-dependent manner.

AB - Chemical investigation of a Korean marine sponge, Monanchora sp., led to the isolation of three new steroids (1-3). Compounds 1 and 2, designated as monanchosterols A and B, respectively, represent the first examples of steroids possessing the bicyclo[4.3.1] A/B ring system from a natural source. Compounds 1-3 were investigated for their anti-inflammatory activity by evaluating their inhibitory effects on the mRNA expression of IL-6, TNF-α, and COX-2 in the LPS-stimulated murine RAW264.7 macrophage cells. Compounds 2 and 3 exhibited significant inhibitory effects on the mRNA expression of IL-6 without notable cytotoxicity to the cells in a dose-dependent manner.

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U2 - 10.1021/np500760v

DO - 10.1021/np500760v

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SN - 0163-3864

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JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 3

ER -

Monanchosterols A and B, bioactive bicyclo[4.3.1]steroids from a korean sponge monanchora sp.

Abstract

Bibliographical note

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