Bromopyrrole alkaloids from the sponge agelas kosrae

Oh Seok Kwon; Donghwa Kim; Heegyu Kim; Yeon Ju Lee; Hyi Seung Lee; Chung J. Sim; Dong Chan Oh; Sang Kook Lee; Ki Bong Oh; Jongheon Shin

doi:10.3390/md16120513

Bromopyrrole alkaloids from the sponge agelas kosrae

Oh Seok Kwon, Donghwa Kim, Heegyu Kim, Yeon Ju Lee, Hyi Seung Lee, Chung J. Sim, Dong Chan Oh, Sang Kook Lee, Ki Bong Oh, Jongheon Shin

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

18 Scopus citations

Abstract

Two new sceptrin derivatives (1,2) and eight structurally-related known bromopyrrole-bearing alkaloids were isolated from the tropical sponge Agelas kosrae. By a combination of spectroscopic methods, the new compounds, designated dioxysceptrin (1) and ageleste C (2), were determined to be structural analogs of each other that differ at the imidazole moiety. Dioxysceptrin was also found to exist as a mixture of α-amido epimers. The sceptrin alkaloids exhibited weak cytotoxicity against cancer cells. Compounds 1 and 2 also moderately exhibited anti-angiogenic and isocitrate lyase-inhibitory activities, respectively.

Original language	English
Article number	513
Journal	Marine Drugs
Volume	16
Issue number	12
DOIs	https://doi.org/10.3390/md16120513
State	Published - 17 Dec 2018
Externally published	Yes

Keywords

Anti-angiogenesis
Bioactive marine natural products
Isocitrate lyase
Marine sponge
Pyrrole-imidazole alkaloids
Sceptrin

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.3390/md16120513

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title = "Bromopyrrole alkaloids from the sponge agelas kosrae",

abstract = "Two new sceptrin derivatives (1,2) and eight structurally-related known bromopyrrole-bearing alkaloids were isolated from the tropical sponge Agelas kosrae. By a combination of spectroscopic methods, the new compounds, designated dioxysceptrin (1) and ageleste C (2), were determined to be structural analogs of each other that differ at the imidazole moiety. Dioxysceptrin was also found to exist as a mixture of α-amido epimers. The sceptrin alkaloids exhibited weak cytotoxicity against cancer cells. Compounds 1 and 2 also moderately exhibited anti-angiogenic and isocitrate lyase-inhibitory activities, respectively.",

keywords = "Anti-angiogenesis, Bioactive marine natural products, Isocitrate lyase, Marine sponge, Pyrrole-imidazole alkaloids, Sceptrin",

author = "Kwon, \{Oh Seok\} and Donghwa Kim and Heegyu Kim and Lee, \{Yeon Ju\} and Lee, \{Hyi Seung\} and Sim, \{Chung J.\} and Oh, \{Dong Chan\} and Lee, \{Sang Kook\} and Oh, \{Ki Bong\} and Jongheon Shin",

note = "Publisher Copyright: {\textcopyright} 2018 by the authors.",

year = "2018",

month = dec,

day = "17",

doi = "10.3390/md16120513",

language = "English",

volume = "16",

journal = "Marine Drugs",

issn = "1660-3397",

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TY - JOUR

T1 - Bromopyrrole alkaloids from the sponge agelas kosrae

AU - Kwon, Oh Seok

AU - Kim, Donghwa

AU - Kim, Heegyu

AU - Lee, Yeon Ju

AU - Lee, Hyi Seung

AU - Sim, Chung J.

AU - Oh, Dong Chan

AU - Lee, Sang Kook

AU - Oh, Ki Bong

AU - Shin, Jongheon

PY - 2018/12/17

Y1 - 2018/12/17

N2 - Two new sceptrin derivatives (1,2) and eight structurally-related known bromopyrrole-bearing alkaloids were isolated from the tropical sponge Agelas kosrae. By a combination of spectroscopic methods, the new compounds, designated dioxysceptrin (1) and ageleste C (2), were determined to be structural analogs of each other that differ at the imidazole moiety. Dioxysceptrin was also found to exist as a mixture of α-amido epimers. The sceptrin alkaloids exhibited weak cytotoxicity against cancer cells. Compounds 1 and 2 also moderately exhibited anti-angiogenic and isocitrate lyase-inhibitory activities, respectively.

AB - Two new sceptrin derivatives (1,2) and eight structurally-related known bromopyrrole-bearing alkaloids were isolated from the tropical sponge Agelas kosrae. By a combination of spectroscopic methods, the new compounds, designated dioxysceptrin (1) and ageleste C (2), were determined to be structural analogs of each other that differ at the imidazole moiety. Dioxysceptrin was also found to exist as a mixture of α-amido epimers. The sceptrin alkaloids exhibited weak cytotoxicity against cancer cells. Compounds 1 and 2 also moderately exhibited anti-angiogenic and isocitrate lyase-inhibitory activities, respectively.

KW - Anti-angiogenesis

KW - Bioactive marine natural products

KW - Isocitrate lyase

KW - Marine sponge

KW - Pyrrole-imidazole alkaloids

KW - Sceptrin

UR - https://www.scopus.com/pages/publications/85058813532

U2 - 10.3390/md16120513

DO - 10.3390/md16120513

M3 - Article

C2 - 30563015

AN - SCOPUS:85058813532

SN - 1660-3397

VL - 16

JO - Marine Drugs

JF - Marine Drugs

IS - 12

M1 - 513

ER -

Bromopyrrole alkaloids from the sponge agelas kosrae

Abstract

Keywords

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