Journal of Natural Products, volume 85, issue 12, pages 2746-2752

Meroantarctines A–C, Meroterpenoids with Rearranged Skeletons from the Alga-Derived Fungus Penicillium antarcticum KMM 4685 with Potent p-Glycoprotein Inhibitory Activity

Antonov Alexandr S. 1
Dyshlovoy Sergey A. 2, 3, 4
Berdyshev Dmitrii V 1
Hauschild Jessica 3, 4
Borkunov Gleb V 2
Menshov Alexander S 1
Kirichuk Natalya N 1
Popov Roman S 1
Gerasimenko Andrey V 5
Udovenko Anatoly A. 5
Graefen Markus 4
Bokemeyer Carsten 3
von Amsberg Gunhild 3, 4
3
 
Department of Oncology, Hematology and Bone Marrow Transplantation with Section Pneumology, Hubertus Wald Tumorzentrum − University Cancer Center Hamburg (UCCH), University Medical Center Hamburg-Eppendorf, 20251 Hamburg, Germany
4
 
Martini-Klinik, Prostate Cancer Center, University Hospital Hamburg-Eppendorf, 20251 Hamburg, Germany
Publication typeJournal Article
Publication date2022-11-22
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor5.1
ISSN01633864, 15206025
Organic Chemistry
Drug Discovery
Pharmacology
Pharmaceutical Science
Molecular Medicine
Complementary and alternative medicine
Analytical Chemistry
Abstract
New meroterpenoids, meroantarctines A–C (1–3), with unique 6/5/6/6, 6/5/6/5/6, and 6/5/6/5 polycyclic systems were isolated from the alga-derived fungus Penicillium antarcticum KMM 4685. Their structures were elucidated by spectroscopic methods, X-ray diffraction, and quantum chemical calculations. A biogenetic pathway for 1–3 was proposed. Meroantarctines A–C (1–3) inhibited p-glycoprotein activity and could resensitize drug-resistant cancer cells to docetaxel.

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Leshchenko E. V. et al. Meroantarctines A–C, Meroterpenoids with Rearranged Skeletons from the Alga-Derived Fungus Penicillium antarcticum KMM 4685 with Potent p-Glycoprotein Inhibitory Activity // Journal of Natural Products. 2022. Vol. 85. No. 12. pp. 2746-2752.
GOST all authors (up to 50) Copy
Leshchenko E. V., Antonov A. S., Dyshlovoy S. A., Berdyshev D. V., Hauschild J., Zhuravleva O. I., Borkunov G. V., Menshov A. S., Kirichuk N. N., Popov R. S., Gerasimenko A. V., Udovenko A. A., Graefen M., Bokemeyer C., von Amsberg G., Yurchenko A. N. Meroantarctines A–C, Meroterpenoids with Rearranged Skeletons from the Alga-Derived Fungus Penicillium antarcticum KMM 4685 with Potent p-Glycoprotein Inhibitory Activity // Journal of Natural Products. 2022. Vol. 85. No. 12. pp. 2746-2752.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.jnatprod.2c00677
UR - https://doi.org/10.1021%2Facs.jnatprod.2c00677
TI - Meroantarctines A–C, Meroterpenoids with Rearranged Skeletons from the Alga-Derived Fungus Penicillium antarcticum KMM 4685 with Potent p-Glycoprotein Inhibitory Activity
T2 - Journal of Natural Products
AU - Leshchenko, Elena V
AU - Antonov, Alexandr S.
AU - Dyshlovoy, Sergey A.
AU - Berdyshev, Dmitrii V
AU - Hauschild, Jessica
AU - Zhuravleva, Olesya I
AU - Borkunov, Gleb V
AU - Menshov, Alexander S
AU - Kirichuk, Natalya N
AU - Popov, Roman S
AU - Gerasimenko, Andrey V
AU - Udovenko, Anatoly A.
AU - Graefen, Markus
AU - Bokemeyer, Carsten
AU - von Amsberg, Gunhild
AU - Yurchenko, Anton N
PY - 2022
DA - 2022/11/22 00:00:00
PB - American Chemical Society (ACS)
SP - 2746-2752
IS - 12
VL - 85
SN - 0163-3864
SN - 1520-6025
ER -
BibTex |
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@article{2022_Leshchenko,
author = {Elena V Leshchenko and Alexandr S. Antonov and Sergey A. Dyshlovoy and Dmitrii V Berdyshev and Jessica Hauschild and Olesya I Zhuravleva and Gleb V Borkunov and Alexander S Menshov and Natalya N Kirichuk and Roman S Popov and Andrey V Gerasimenko and Anatoly A. Udovenko and Markus Graefen and Carsten Bokemeyer and Gunhild von Amsberg and Anton N Yurchenko},
title = {Meroantarctines A–C, Meroterpenoids with Rearranged Skeletons from the Alga-Derived Fungus Penicillium antarcticum KMM 4685 with Potent p-Glycoprotein Inhibitory Activity},
journal = {Journal of Natural Products},
year = {2022},
volume = {85},
publisher = {American Chemical Society (ACS)},
month = {nov},
url = {https://doi.org/10.1021%2Facs.jnatprod.2c00677},
number = {12},
pages = {2746--2752},
doi = {10.1021/acs.jnatprod.2c00677}
}
MLA
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MLA Copy
Leshchenko, Elena V., et al. “Meroantarctines A–C, Meroterpenoids with Rearranged Skeletons from the Alga-Derived Fungus Penicillium antarcticum KMM 4685 with Potent p-Glycoprotein Inhibitory Activity.” Journal of Natural Products, vol. 85, no. 12, Nov. 2022, pp. 2746-2752. https://doi.org/10.1021%2Facs.jnatprod.2c00677.
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