Novel 11-norbetaenone isolated from an entomopathogenic fungus Lecanicillium antillanum

Chi Ying Li; I. Wen Lo; Shih Wei Wang; Tsong Long Hwang; Yu Ming Chung; Yuan Bin Cheng; Sung Pin Tseng; Yi Hung Liu; Yu Ming Hsu; Shu Rong Chen; Hao Chun Hu; Fang Rong Chang; Yang Chang Wu

doi:10.1016/j.bmcl.2017.03.019

Novel 11-norbetaenone isolated from an entomopathogenic fungus Lecanicillium antillanum

Chi Ying Li
, I. Wen Lo
, Shih Wei Wang
, Tsong Long Hwang
, Yu Ming Chung
, Yuan Bin Cheng
, Sung Pin Tseng
, Yi Hung Liu
, Yu Ming Hsu
, Shu Rong Chen
, Hao Chun Hu
, Fang Rong Chang^*
, Yang Chang Wu

^*Corresponding author for this work

School of Traditional Chinese Medicine

Kaohsiung Medical University
Mackay Memorial Hospital Taiwan
National Taiwan University
National Sun Yat-sen University
China Medical University Taichung

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

13 Scopus citations

Abstract

A novel nor-betaenone compound, 11-norbetaenone (1), was isolated from the culture broth of an entomopathogenic fungus Lecanicillium antillanum. The structure was determined on the basis of 1D and 2D NMR spectroscopic data. The absolute stereochemistry of 1 was further confirmed by X-ray single crystallography analysis. It is the first secondary metabolite reported from the species Lecanicillium antillanum. And it is also the first time that a betaenone-type compound was isolated from the genus Lecanicillium. Furthermore, 11-norbetaenone (1) displayed significant anti-angiogenic effect by suppressing tube formation.

Original language	English
Pages (from-to)	1978-1982
Number of pages	5
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	27
Issue number	9
DOIs	https://doi.org/10.1016/j.bmcl.2017.03.019
State	Published - 2017

Bibliographical note

Publisher Copyright:
© 2017 Elsevier Ltd

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Anti-angiogenic effect
Betaenone
Lecanicillium antillanum
Polyketide synthase
Secondary metabolite

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10.1016/j.bmcl.2017.03.019

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@article{f258dc5e7e77473bb355ce8c7ecc60e9,

title = "Novel 11-norbetaenone isolated from an entomopathogenic fungus Lecanicillium antillanum",

abstract = "A novel nor-betaenone compound, 11-norbetaenone (1), was isolated from the culture broth of an entomopathogenic fungus Lecanicillium antillanum. The structure was determined on the basis of 1D and 2D NMR spectroscopic data. The absolute stereochemistry of 1 was further confirmed by X-ray single crystallography analysis. It is the first secondary metabolite reported from the species Lecanicillium antillanum. And it is also the first time that a betaenone-type compound was isolated from the genus Lecanicillium. Furthermore, 11-norbetaenone (1) displayed significant anti-angiogenic effect by suppressing tube formation.",

keywords = "Anti-angiogenic effect, Betaenone, Lecanicillium antillanum, Polyketide synthase, Secondary metabolite",

author = "Li, \{Chi Ying\} and Lo, \{I. Wen\} and Wang, \{Shih Wei\} and Hwang, \{Tsong Long\} and Chung, \{Yu Ming\} and Cheng, \{Yuan Bin\} and Tseng, \{Sung Pin\} and Liu, \{Yi Hung\} and Hsu, \{Yu Ming\} and Chen, \{Shu Rong\} and Hu, \{Hao Chun\} and Chang, \{Fang Rong\} and Wu, \{Yang Chang\}",

note = "Publisher Copyright: {\textcopyright} 2017 Elsevier Ltd",

year = "2017",

doi = "10.1016/j.bmcl.2017.03.019",

language = "英语",

volume = "27",

pages = "1978--1982",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier Ltd",

number = "9",

}

TY - JOUR

T1 - Novel 11-norbetaenone isolated from an entomopathogenic fungus Lecanicillium antillanum

AU - Li, Chi Ying

AU - Lo, I. Wen

AU - Wang, Shih Wei

AU - Hwang, Tsong Long

AU - Chung, Yu Ming

AU - Cheng, Yuan Bin

AU - Tseng, Sung Pin

AU - Liu, Yi Hung

AU - Hsu, Yu Ming

AU - Chen, Shu Rong

AU - Hu, Hao Chun

AU - Chang, Fang Rong

AU - Wu, Yang Chang

PY - 2017

Y1 - 2017

N2 - A novel nor-betaenone compound, 11-norbetaenone (1), was isolated from the culture broth of an entomopathogenic fungus Lecanicillium antillanum. The structure was determined on the basis of 1D and 2D NMR spectroscopic data. The absolute stereochemistry of 1 was further confirmed by X-ray single crystallography analysis. It is the first secondary metabolite reported from the species Lecanicillium antillanum. And it is also the first time that a betaenone-type compound was isolated from the genus Lecanicillium. Furthermore, 11-norbetaenone (1) displayed significant anti-angiogenic effect by suppressing tube formation.

AB - A novel nor-betaenone compound, 11-norbetaenone (1), was isolated from the culture broth of an entomopathogenic fungus Lecanicillium antillanum. The structure was determined on the basis of 1D and 2D NMR spectroscopic data. The absolute stereochemistry of 1 was further confirmed by X-ray single crystallography analysis. It is the first secondary metabolite reported from the species Lecanicillium antillanum. And it is also the first time that a betaenone-type compound was isolated from the genus Lecanicillium. Furthermore, 11-norbetaenone (1) displayed significant anti-angiogenic effect by suppressing tube formation.

KW - Anti-angiogenic effect

KW - Betaenone

KW - Lecanicillium antillanum

KW - Polyketide synthase

KW - Secondary metabolite

UR - https://www.scopus.com/pages/publications/85015773250

U2 - 10.1016/j.bmcl.2017.03.019

DO - 10.1016/j.bmcl.2017.03.019

M3 - 文章

C2 - 28336142

AN - SCOPUS:85015773250

SN - 0960-894X

VL - 27

SP - 1978

EP - 1982

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 9

ER -

Novel 11-norbetaenone isolated from an entomopathogenic fungus Lecanicillium antillanum

Abstract

Bibliographical note

UN SDGs

Keywords

Access to Document

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