Kandenols A-E, Eudesmenes from an Endophytic Streptomyces sp. of the Mangrove Tree Kandelia candel

Ling Ding; Armin Maier; Heinz-Herbert Fiebig; Wen-Han Lin; Gundela Peschel; Christian Hertweck

doi:10.1021/np300387n

Kandenols A-E, Eudesmenes from an Endophytic Streptomyces sp. of the Mangrove Tree Kandelia candel

Ling Ding, Armin Maier, Heinz-Herbert Fiebig, Wen-Han Lin, Gundela Peschel, Christian Hertweck

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

Abstract

Five novel eudesmene-type sesquiterpenes, kandenols A-E (1-5), have been isolated from Streptomyces sp. HKI0595 derived from the mangrove plant Kandelia candel. Their structures were established through NMR and mass spectrometry, and absolute configurations were established by the Mosher method and comparison of CD spectra with α-rotunol and β-rotunol. The kandenols are reminiscent of various plant-derived eudesmenes, yet kandenols B and C are unusual because of their hydroperoxide moieties. Kandenol E is the first bacterial agarofuran, which belongs to an important group of antibiotics. Whereas the kandenols display no cytotoxicity against 12 human cell lines, weak to moderate antimicrobial activities were detected against Bacillus subtilis ATCC 6633 and Mycobacterium vaccae IMET 10670.

Original language	English
Journal	Journal of Natural Products
Volume	75
Issue number	12
Pages (from-to)	2223-2227
Number of pages	5
ISSN	0163-3864
DOIs	https://doi.org/10.1021/np300387n
Publication status	Published - 2012
Externally published	Yes

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title = "Kandenols A-E, Eudesmenes from an Endophytic Streptomyces sp. of the Mangrove Tree Kandelia candel",

abstract = "Five novel eudesmene-type sesquiterpenes, kandenols A-E (1-5), have been isolated from Streptomyces sp. HKI0595 derived from the mangrove plant Kandelia candel. Their structures were established through NMR and mass spectrometry, and absolute configurations were established by the Mosher method and comparison of CD spectra with α-rotunol and β-rotunol. The kandenols are reminiscent of various plant-derived eudesmenes, yet kandenols B and C are unusual because of their hydroperoxide moieties. Kandenol E is the first bacterial agarofuran, which belongs to an important group of antibiotics. Whereas the kandenols display no cytotoxicity against 12 human cell lines, weak to moderate antimicrobial activities were detected against Bacillus subtilis ATCC 6633 and Mycobacterium vaccae IMET 10670.",

author = "Ling Ding and Armin Maier and Heinz-Herbert Fiebig and Wen-Han Lin and Gundela Peschel and Christian Hertweck",

year = "2012",

doi = "10.1021/np300387n",

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T1 - Kandenols A-E, Eudesmenes from an Endophytic Streptomyces sp. of the Mangrove Tree Kandelia candel

AU - Ding, Ling

AU - Maier, Armin

AU - Fiebig, Heinz-Herbert

AU - Lin, Wen-Han

AU - Peschel, Gundela

AU - Hertweck, Christian

PY - 2012

Y1 - 2012

N2 - Five novel eudesmene-type sesquiterpenes, kandenols A-E (1-5), have been isolated from Streptomyces sp. HKI0595 derived from the mangrove plant Kandelia candel. Their structures were established through NMR and mass spectrometry, and absolute configurations were established by the Mosher method and comparison of CD spectra with α-rotunol and β-rotunol. The kandenols are reminiscent of various plant-derived eudesmenes, yet kandenols B and C are unusual because of their hydroperoxide moieties. Kandenol E is the first bacterial agarofuran, which belongs to an important group of antibiotics. Whereas the kandenols display no cytotoxicity against 12 human cell lines, weak to moderate antimicrobial activities were detected against Bacillus subtilis ATCC 6633 and Mycobacterium vaccae IMET 10670.

AB - Five novel eudesmene-type sesquiterpenes, kandenols A-E (1-5), have been isolated from Streptomyces sp. HKI0595 derived from the mangrove plant Kandelia candel. Their structures were established through NMR and mass spectrometry, and absolute configurations were established by the Mosher method and comparison of CD spectra with α-rotunol and β-rotunol. The kandenols are reminiscent of various plant-derived eudesmenes, yet kandenols B and C are unusual because of their hydroperoxide moieties. Kandenol E is the first bacterial agarofuran, which belongs to an important group of antibiotics. Whereas the kandenols display no cytotoxicity against 12 human cell lines, weak to moderate antimicrobial activities were detected against Bacillus subtilis ATCC 6633 and Mycobacterium vaccae IMET 10670.

U2 - 10.1021/np300387n

DO - 10.1021/np300387n

M3 - Journal article

SN - 0163-3864

VL - 75

SP - 2223

EP - 2227

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 12

ER -

Kandenols A-E, Eudesmenes from an Endophytic Streptomyces sp. of the Mangrove Tree Kandelia candel

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