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Asperindoles A⁻D and a -Terphenyl Derivative from the Ascidian-Derived Fungus sp. KMM 4676

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Asperindoles A⁻D and a -Terphenyl Derivative from the Ascidian-Derived Fungus sp. KMM 4676. / Ivanets, Elena V; Yurchenko, Anton N; Smetanina, Olga F; Rasin, Anton B; Zhuravleva, Olesya I; Pivkin, Mikhail V; Popov, Roman S; von Amsberg, Gunhild; Afiyatullov, Shamil Sh; Dyshlovoy, Sergey A.

In: MAR DRUGS, Vol. 16, No. 7, 09.07.2018, p. 232.

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

Harvard

Ivanets, EV, Yurchenko, AN, Smetanina, OF, Rasin, AB, Zhuravleva, OI, Pivkin, MV, Popov, RS, von Amsberg, G, Afiyatullov, SS & Dyshlovoy, SA 2018, 'Asperindoles A⁻D and a -Terphenyl Derivative from the Ascidian-Derived Fungus sp. KMM 4676', MAR DRUGS, vol. 16, no. 7, pp. 232. https://doi.org/10.3390/md16070232

APA

Ivanets, E. V., Yurchenko, A. N., Smetanina, O. F., Rasin, A. B., Zhuravleva, O. I., Pivkin, M. V., Popov, R. S., von Amsberg, G., Afiyatullov, S. S., & Dyshlovoy, S. A. (2018). Asperindoles A⁻D and a -Terphenyl Derivative from the Ascidian-Derived Fungus sp. KMM 4676. MAR DRUGS, 16(7), 232. https://doi.org/10.3390/md16070232

Vancouver

Ivanets EV, Yurchenko AN, Smetanina OF, Rasin AB, Zhuravleva OI, Pivkin MV et al. Asperindoles A⁻D and a -Terphenyl Derivative from the Ascidian-Derived Fungus sp. KMM 4676. MAR DRUGS. 2018 Jul 9;16(7):232. https://doi.org/10.3390/md16070232

Bibtex

@article{07773c3979b14a43bb29ae558db9e5ab,
title = "Asperindoles A⁻D and a -Terphenyl Derivative from the Ascidian-Derived Fungus sp. KMM 4676",
abstract = "Four new indole-diterpene alkaloids asperindoles A⁻D (1⁻4) and the known p-terphenyl derivative 3″-hydroxyterphenyllin (5) were isolated from the marine-derived strain of the fungus Aspergillus sp., associated with an unidentified colonial ascidian. The structures of 1⁻5 were established by 2D NMR and HRESIMS data. The absolute configurations of all stereocenters of 1⁻4 were determined by the combination of ROESY data, coupling constants analysis, and biogenetic considerations. Asperindoles C and D contain a 2-hydroxyisobutyric acid (2-HIBA) residue, rarely found in natural compounds. Asperindole A exhibits cytotoxic activity against hormone therapy-resistant PC-3 and 22Rv1, as well as hormone therapy-sensitive human prostate cancer cells, and induces apoptosis in these cells at low-micromolar concentrations.",
keywords = "Animals, Antineoplastic Agents, Apoptosis, Aquatic Organisms, Aspergillus, Cell Line, Tumor, Diterpenes, Docetaxel, Drug Screening Assays, Antitumor, Humans, Indole Alkaloids, Molecular Structure, Stereoisomerism, Taxoids, Urochordata, Journal Article",
author = "Ivanets, {Elena V} and Yurchenko, {Anton N} and Smetanina, {Olga F} and Rasin, {Anton B} and Zhuravleva, {Olesya I} and Pivkin, {Mikhail V} and Popov, {Roman S} and {von Amsberg}, Gunhild and Afiyatullov, {Shamil Sh} and Dyshlovoy, {Sergey A}",
year = "2018",
month = jul,
day = "9",
doi = "10.3390/md16070232",
language = "English",
volume = "16",
pages = "232",
journal = "MAR DRUGS",
issn = "1660-3397",
publisher = "MDPI AG",
number = "7",

}

RIS

TY - JOUR

T1 - Asperindoles A⁻D and a -Terphenyl Derivative from the Ascidian-Derived Fungus sp. KMM 4676

AU - Ivanets, Elena V

AU - Yurchenko, Anton N

AU - Smetanina, Olga F

AU - Rasin, Anton B

AU - Zhuravleva, Olesya I

AU - Pivkin, Mikhail V

AU - Popov, Roman S

AU - von Amsberg, Gunhild

AU - Afiyatullov, Shamil Sh

AU - Dyshlovoy, Sergey A

PY - 2018/7/9

Y1 - 2018/7/9

N2 - Four new indole-diterpene alkaloids asperindoles A⁻D (1⁻4) and the known p-terphenyl derivative 3″-hydroxyterphenyllin (5) were isolated from the marine-derived strain of the fungus Aspergillus sp., associated with an unidentified colonial ascidian. The structures of 1⁻5 were established by 2D NMR and HRESIMS data. The absolute configurations of all stereocenters of 1⁻4 were determined by the combination of ROESY data, coupling constants analysis, and biogenetic considerations. Asperindoles C and D contain a 2-hydroxyisobutyric acid (2-HIBA) residue, rarely found in natural compounds. Asperindole A exhibits cytotoxic activity against hormone therapy-resistant PC-3 and 22Rv1, as well as hormone therapy-sensitive human prostate cancer cells, and induces apoptosis in these cells at low-micromolar concentrations.

AB - Four new indole-diterpene alkaloids asperindoles A⁻D (1⁻4) and the known p-terphenyl derivative 3″-hydroxyterphenyllin (5) were isolated from the marine-derived strain of the fungus Aspergillus sp., associated with an unidentified colonial ascidian. The structures of 1⁻5 were established by 2D NMR and HRESIMS data. The absolute configurations of all stereocenters of 1⁻4 were determined by the combination of ROESY data, coupling constants analysis, and biogenetic considerations. Asperindoles C and D contain a 2-hydroxyisobutyric acid (2-HIBA) residue, rarely found in natural compounds. Asperindole A exhibits cytotoxic activity against hormone therapy-resistant PC-3 and 22Rv1, as well as hormone therapy-sensitive human prostate cancer cells, and induces apoptosis in these cells at low-micromolar concentrations.

KW - Animals

KW - Antineoplastic Agents

KW - Apoptosis

KW - Aquatic Organisms

KW - Aspergillus

KW - Cell Line, Tumor

KW - Diterpenes

KW - Docetaxel

KW - Drug Screening Assays, Antitumor

KW - Humans

KW - Indole Alkaloids

KW - Molecular Structure

KW - Stereoisomerism

KW - Taxoids

KW - Urochordata

KW - Journal Article

U2 - 10.3390/md16070232

DO - 10.3390/md16070232

M3 - SCORING: Journal article

C2 - 29987238

VL - 16

SP - 232

JO - MAR DRUGS

JF - MAR DRUGS

SN - 1660-3397

IS - 7

ER -