Open Access
Marine Drugs, volume 17, issue 9, pages 496
Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues
Zhidkov
1
,
Smirnova
1
,
Tryapkin
1
,
Kantemirov
1
,
Khudyakova
2
,
Malyarenko
2
,
Ermakova
2
,
Grigorchuk
3
,
Kaune
4
,
Amsberg
4, 5
,
Dyshlovoy
1, 2, 4, 5
4
Department of Oncology, Hematology and Bone Marrow Transplantation with Section Pneumology, Hubertus Wald-Tumorzentrum, University Medical Center Hamburg-Eppendorf, 20246 Hamburg, Germany
|
5
Martini-Klinik Prostate Cancer Center, University Hospital Hamburg-Eppendorf, 20246 Hamburg, Germany
|
Publication type: Journal Article
Publication date: 2019-08-25
PubMed ID:
31450717
Drug Discovery
Pharmaceutical Science
Pharmacology, Toxicology and Pharmaceutics (miscellaneous)
Abstract
A simple approach toward the synthesis of the marine sponge derived pigment fascaplysin was used to obtain the marine alkaloids 3-bromofascaplysin and 3,10-dibromofascaplysin. These compounds were used for first syntheses of the alkaloids 14-bromoreticulatate and 14-bromoreticulatine. Preliminary bioassays showed that 14-bromoreticulatine has a selective antibiotic (to Pseudomonas aeruginosa) activity and reveals cytotoxicity toward human melanoma, colon, and prostate cancer cells. 3,10-Dibromofascaplysin was able to target metabolic activity of the prostate cancer cells, without disrupting cell membrane’s integrity and had a wide therapeutic window amongst the fascaplysin alkaloids.
Citations by journals
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9
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Marine Drugs
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Marine Drugs
9 publications, 47.37%
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Current Medicinal Chemistry
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Current Medicinal Chemistry
1 publication, 5.26%
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Biomedicines
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Biomedicines
1 publication, 5.26%
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Frontiers in Chemistry
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Frontiers in Chemistry
1 publication, 5.26%
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European Journal of Medicinal Chemistry
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European Journal of Medicinal Chemistry
1 publication, 5.26%
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ChemistrySelect
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ChemistrySelect
1 publication, 5.26%
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Journal of Natural Products
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Journal of Natural Products
1 publication, 5.26%
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Natural Product Reports
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Natural Product Reports
1 publication, 5.26%
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Studies in Natural Products Chemistry
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Studies in Natural Products Chemistry
1 publication, 5.26%
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International Review of Neurobiology
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International Review of Neurobiology
1 publication, 5.26%
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9
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Citations by publishers
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2
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10
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Multidisciplinary Digital Publishing Institute (MDPI)
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Multidisciplinary Digital Publishing Institute (MDPI)
10 publications, 52.63%
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Elsevier
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Elsevier
3 publications, 15.79%
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Bentham Science
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Bentham Science
1 publication, 5.26%
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Frontiers Media S.A.
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Frontiers Media S.A.
1 publication, 5.26%
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Wiley
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Wiley
1 publication, 5.26%
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American Chemical Society (ACS)
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American Chemical Society (ACS)
1 publication, 5.26%
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Royal Society of Chemistry (RSC)
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Royal Society of Chemistry (RSC)
1 publication, 5.26%
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2
4
6
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10
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- We do not take into account publications that without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
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Zhidkov et al. Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues // Marine Drugs. 2019. Vol. 17. No. 9. p. 496.
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Zhidkov, Smirnova, Tryapkin, Kantemirov, Khudyakova, Malyarenko, Ermakova, Grigorchuk, Kaune, Amsberg, Dyshlovoy Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues // Marine Drugs. 2019. Vol. 17. No. 9. p. 496.
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TY - JOUR
DO - 10.3390/md17090496
UR - https://doi.org/10.3390%2Fmd17090496
TI - Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues
T2 - Marine Drugs
AU - Zhidkov
AU - Smirnova
AU - Tryapkin
AU - Kantemirov
AU - Khudyakova
AU - Malyarenko
AU - Ermakova
AU - Grigorchuk
AU - Kaune
AU - Amsberg
AU - Dyshlovoy
PY - 2019
DA - 2019/08/25 00:00:00
PB - Multidisciplinary Digital Publishing Institute (MDPI)
SP - 496
IS - 9
VL - 17
PMID - 31450717
SN - 1660-3397
ER -
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@article{2019_Zhidkov,
author = {Zhidkov and Smirnova and Tryapkin and Kantemirov and Khudyakova and Malyarenko and Ermakova and Grigorchuk and Kaune and Amsberg and Dyshlovoy},
title = {Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues},
journal = {Marine Drugs},
year = {2019},
volume = {17},
publisher = {Multidisciplinary Digital Publishing Institute (MDPI)},
month = {aug},
url = {https://doi.org/10.3390%2Fmd17090496},
number = {9},
pages = {496},
doi = {10.3390/md17090496}
}
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Zhidkov, et al. “Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues.” Marine Drugs, vol. 17, no. 9, Aug. 2019, p. 496. https://doi.org/10.3390%2Fmd17090496.