Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues

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Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues. / Zhidkov, Maxim E; Smirnova, Polina A; Tryapkin, Oleg A; Kantemirov, Alexey V; Khudyakova, Yuliya V; Malyarenko, Olesya S; Ermakova, Svetlana P; Grigorchuk, Valeria P; Kaune, Moritz; Amsberg, Gunhild von; Dyshlovoy, Sergey A.

In: MAR DRUGS, Vol. 17, No. 9, 25.08.2019.

Research output: SCORING: Contribution to journalSCORING: Journal articleResearchpeer-review

Harvard

Zhidkov, ME, Smirnova, PA, Tryapkin, OA, Kantemirov, AV, Khudyakova, YV, Malyarenko, OS, Ermakova, SP, Grigorchuk, VP, Kaune, M, Amsberg, GV & Dyshlovoy, SA 2019, 'Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues', MAR DRUGS, vol. 17, no. 9. https://doi.org/10.3390/md17090496

APA

Zhidkov, M. E., Smirnova, P. A., Tryapkin, O. A., Kantemirov, A. V., Khudyakova, Y. V., Malyarenko, O. S., Ermakova, S. P., Grigorchuk, V. P., Kaune, M., Amsberg, G. V., & Dyshlovoy, S. A. (2019). Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues. MAR DRUGS, 17(9). https://doi.org/10.3390/md17090496

Vancouver

Bibtex

@article{964808191ca64667a1c18c0dd601e7cd,
title = "Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues",
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.",
author = "Zhidkov, {Maxim E} and Smirnova, {Polina A} and Tryapkin, {Oleg A} and Kantemirov, {Alexey V} and Khudyakova, {Yuliya V} and Malyarenko, {Olesya S} and Ermakova, {Svetlana P} and Grigorchuk, {Valeria P} and Moritz Kaune and Amsberg, {Gunhild von} and Dyshlovoy, {Sergey A}",
year = "2019",
month = aug,
day = "25",
doi = "10.3390/md17090496",
language = "English",
volume = "17",
journal = "MAR DRUGS",
issn = "1660-3397",
publisher = "MDPI AG",
number = "9",

}

RIS

TY - JOUR

T1 - Total Syntheses and Preliminary Biological Evaluation of Brominated Fascaplysin and Reticulatine Alkaloids and Their Analogues

AU - Zhidkov, Maxim E

AU - Smirnova, Polina A

AU - Tryapkin, Oleg A

AU - Kantemirov, Alexey V

AU - Khudyakova, Yuliya V

AU - Malyarenko, Olesya S

AU - Ermakova, Svetlana P

AU - Grigorchuk, Valeria P

AU - Kaune, Moritz

AU - Amsberg, Gunhild von

AU - Dyshlovoy, Sergey A

PY - 2019/8/25

Y1 - 2019/8/25

N2 - 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.

AB - 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.

U2 - 10.3390/md17090496

DO - 10.3390/md17090496

M3 - SCORING: Journal article

C2 - 31450717

VL - 17

JO - MAR DRUGS

JF - MAR DRUGS

SN - 1660-3397

IS - 9

ER -