Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate

Hongbo Huang; Yueliang Yao; Zhengxiang He; Tingting Yang; Junying Ma; Xinpeng Tian; Yayong Li; Caiguo Huang; Xiaoping Chen; Wenjun Li; Si Zhang; Changsheng Zhang; Jianhua Ju

doi:10.1021/np200399t

Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate

Hongbo Huang, Yueliang Yao, Zhengxiang He, Tingting Yang, Junying Ma, Xinpeng Tian, Yayong Li, Caiguo Huang, Xiaoping Chen, Wenjun Li, Si Zhang, Changsheng Zhang, Jianhua Ju

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

149 Scopus citations

Abstract

Four new β-carboline alkaloids, designated marinacarbolines -D (1-4), two new indolactam alkaloids, 13-N-demethyl-methylpendolmycin (5) and methylpendolmycin-14-O-α-glucoside (6), and the three known compounds 1-acetyl-β-carboline (7), methylpendolmycin (8), and pendolmycin (9) were obtained from the fermentation broth of Marinactinospora thermotolerans SCSIO 00652, a new actinomycete belonging to the family Nocardiopsaceae. Their structures were elucidated by extensive MS and 1D and 2D NMR spectroscopic data analyses. The structure of compound 1 was further confirmed by single-crystal X-ray crystallography. The new compounds 1-6 were inactive against a panel of eight tumor cell lines (IC ₅₀ > 50 μM) but exhibited antiplasmodial activities against Plasmodium falciparum lines 3D7 and Dd2, with IC ₅₀ values ranging from 1.92 to 36.03 μM.

Original language	English
Pages (from-to)	2122-2127
Number of pages	6
Journal	Journal of Natural Products
Volume	74
Issue number	10
DOIs	https://doi.org/10.1021/np200399t
State	Published - 28 Oct 2011
Externally published	Yes

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@article{188631ad960b415e914e4b01b89c24de,

title = "Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate",

abstract = "Four new β-carboline alkaloids, designated marinacarbolines -D (1-4), two new indolactam alkaloids, 13-N-demethyl-methylpendolmycin (5) and methylpendolmycin-14-O-α-glucoside (6), and the three known compounds 1-acetyl-β-carboline (7), methylpendolmycin (8), and pendolmycin (9) were obtained from the fermentation broth of Marinactinospora thermotolerans SCSIO 00652, a new actinomycete belonging to the family Nocardiopsaceae. Their structures were elucidated by extensive MS and 1D and 2D NMR spectroscopic data analyses. The structure of compound 1 was further confirmed by single-crystal X-ray crystallography. The new compounds 1-6 were inactive against a panel of eight tumor cell lines (IC 50 > 50 μM) but exhibited antiplasmodial activities against Plasmodium falciparum lines 3D7 and Dd2, with IC 50 values ranging from 1.92 to 36.03 μM.",

author = "Hongbo Huang and Yueliang Yao and Zhengxiang He and Tingting Yang and Junying Ma and Xinpeng Tian and Yayong Li and Caiguo Huang and Xiaoping Chen and Wenjun Li and Si Zhang and Changsheng Zhang and Jianhua Ju",

year = "2011",

month = oct,

day = "28",

doi = "10.1021/np200399t",

language = "English",

volume = "74",

pages = "2122--2127",

journal = "Journal of Natural Products",

issn = "0163-3864",

publisher = "American Chemical Society",

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TY - JOUR

T1 - Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate

AU - Huang, Hongbo

AU - Yao, Yueliang

AU - He, Zhengxiang

AU - Yang, Tingting

AU - Ma, Junying

AU - Tian, Xinpeng

AU - Li, Yayong

AU - Huang, Caiguo

AU - Chen, Xiaoping

AU - Li, Wenjun

AU - Zhang, Si

AU - Zhang, Changsheng

AU - Ju, Jianhua

PY - 2011/10/28

Y1 - 2011/10/28

N2 - Four new β-carboline alkaloids, designated marinacarbolines -D (1-4), two new indolactam alkaloids, 13-N-demethyl-methylpendolmycin (5) and methylpendolmycin-14-O-α-glucoside (6), and the three known compounds 1-acetyl-β-carboline (7), methylpendolmycin (8), and pendolmycin (9) were obtained from the fermentation broth of Marinactinospora thermotolerans SCSIO 00652, a new actinomycete belonging to the family Nocardiopsaceae. Their structures were elucidated by extensive MS and 1D and 2D NMR spectroscopic data analyses. The structure of compound 1 was further confirmed by single-crystal X-ray crystallography. The new compounds 1-6 were inactive against a panel of eight tumor cell lines (IC 50 > 50 μM) but exhibited antiplasmodial activities against Plasmodium falciparum lines 3D7 and Dd2, with IC 50 values ranging from 1.92 to 36.03 μM.

AB - Four new β-carboline alkaloids, designated marinacarbolines -D (1-4), two new indolactam alkaloids, 13-N-demethyl-methylpendolmycin (5) and methylpendolmycin-14-O-α-glucoside (6), and the three known compounds 1-acetyl-β-carboline (7), methylpendolmycin (8), and pendolmycin (9) were obtained from the fermentation broth of Marinactinospora thermotolerans SCSIO 00652, a new actinomycete belonging to the family Nocardiopsaceae. Their structures were elucidated by extensive MS and 1D and 2D NMR spectroscopic data analyses. The structure of compound 1 was further confirmed by single-crystal X-ray crystallography. The new compounds 1-6 were inactive against a panel of eight tumor cell lines (IC 50 > 50 μM) but exhibited antiplasmodial activities against Plasmodium falciparum lines 3D7 and Dd2, with IC 50 values ranging from 1.92 to 36.03 μM.

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U2 - 10.1021/np200399t

DO - 10.1021/np200399t

M3 - Article

C2 - 21977916

AN - SCOPUS:80055091302

SN - 0163-3864

VL - 74

SP - 2122

EP - 2127

JO - Journal of Natural Products

JF - Journal of Natural Products

IS - 10

ER -

Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate

Abstract

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