Bioactive bis(Indole) alkaloids from a spongosorites sp. sponge

Jae Sung Park; Eunji Cho; Ji Yeon Hwang; Sung Chul Park; Beomkoo Chung; Oh Seok Kwon; Chung J. Sim; Dong Chan Oh; Ki Bong Oh; Jongheon Shin

doi:10.3390/md19010003

Bioactive bis(Indole) alkaloids from a spongosorites sp. sponge

Jae Sung Park, Eunji Cho, Ji Yeon Hwang, Sung Chul Park, Beomkoo Chung, Oh Seok Kwon, Chung J. Sim, Dong Chan Oh, Ki Bong Oh, Jongheon Shin

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

18 Scopus citations

Abstract

Six new bis(indole) alkaloids (1–6) along with eight known ones of the topsentin class were isolated from a Spongosorites sp. sponge of Korea. Based on the results of combined spectroscopic analyses, the structures of spongosoritins A–D (1–4) were determined to possess a 2-methoxy-1-imidazole-5-one core connecting the indole moieties, and these were linked by a linear urea bridge for spongocarbamides A (5) and B (6). The absolute configurations of spongosoritins were assigned by electronic circular dichroism (ECD) computation. The new compounds exhibited moderate inhibition against transpeptidase sortase A and weak inhibition against human pathogenic bacteria and A549 and K562 cancer cell lines.

Original language	English
Article number	3
Journal	Marine Drugs
Volume	19
Issue number	1
DOIs	https://doi.org/10.3390/md19010003
State	Published - Jan 2021
Externally published	Yes

Keywords

Bis(indole) alkaloids
Sortase A inhibition
Spongocarbamides
Spongosorites sp. sponge
Spongosoritins
Topsentin

UN SDGs

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

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10.3390/md19010003

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@article{a2d2f1b5494f435face68c1242d072e7,

title = "Bioactive bis(Indole) alkaloids from a spongosorites sp. sponge",

abstract = "Six new bis(indole) alkaloids (1–6) along with eight known ones of the topsentin class were isolated from a Spongosorites sp. sponge of Korea. Based on the results of combined spectroscopic analyses, the structures of spongosoritins A–D (1–4) were determined to possess a 2-methoxy-1-imidazole-5-one core connecting the indole moieties, and these were linked by a linear urea bridge for spongocarbamides A (5) and B (6). The absolute configurations of spongosoritins were assigned by electronic circular dichroism (ECD) computation. The new compounds exhibited moderate inhibition against transpeptidase sortase A and weak inhibition against human pathogenic bacteria and A549 and K562 cancer cell lines.",

keywords = "Bis(indole) alkaloids, Sortase A inhibition, Spongocarbamides, Spongosorites sp. sponge, Spongosoritins, Topsentin",

author = "Park, \{Jae Sung\} and Eunji Cho and Hwang, \{Ji Yeon\} and Park, \{Sung Chul\} and Beomkoo Chung and Kwon, \{Oh Seok\} and Sim, \{Chung J.\} and Oh, \{Dong Chan\} and Oh, \{Ki Bong\} and Jongheon Shin",

note = "Publisher Copyright: {\textcopyright} 2020 by the authors. Licensee MDPI, Basel, Switzerland.",

year = "2021",

month = jan,

doi = "10.3390/md19010003",

language = "English",

volume = "19",

journal = "Marine Drugs",

issn = "1660-3397",

publisher = "Multidisciplinary Digital Publishing Institute (MDPI)",

number = "1",

}

TY - JOUR

T1 - Bioactive bis(Indole) alkaloids from a spongosorites sp. sponge

AU - Park, Jae Sung

AU - Cho, Eunji

AU - Hwang, Ji Yeon

AU - Park, Sung Chul

AU - Chung, Beomkoo

AU - Kwon, Oh Seok

AU - Sim, Chung J.

AU - Oh, Dong Chan

AU - Oh, Ki Bong

AU - Shin, Jongheon

PY - 2021/1

Y1 - 2021/1

N2 - Six new bis(indole) alkaloids (1–6) along with eight known ones of the topsentin class were isolated from a Spongosorites sp. sponge of Korea. Based on the results of combined spectroscopic analyses, the structures of spongosoritins A–D (1–4) were determined to possess a 2-methoxy-1-imidazole-5-one core connecting the indole moieties, and these were linked by a linear urea bridge for spongocarbamides A (5) and B (6). The absolute configurations of spongosoritins were assigned by electronic circular dichroism (ECD) computation. The new compounds exhibited moderate inhibition against transpeptidase sortase A and weak inhibition against human pathogenic bacteria and A549 and K562 cancer cell lines.

AB - Six new bis(indole) alkaloids (1–6) along with eight known ones of the topsentin class were isolated from a Spongosorites sp. sponge of Korea. Based on the results of combined spectroscopic analyses, the structures of spongosoritins A–D (1–4) were determined to possess a 2-methoxy-1-imidazole-5-one core connecting the indole moieties, and these were linked by a linear urea bridge for spongocarbamides A (5) and B (6). The absolute configurations of spongosoritins were assigned by electronic circular dichroism (ECD) computation. The new compounds exhibited moderate inhibition against transpeptidase sortase A and weak inhibition against human pathogenic bacteria and A549 and K562 cancer cell lines.

KW - Bis(indole) alkaloids

KW - Sortase A inhibition

KW - Spongocarbamides

KW - Spongosorites sp. sponge

KW - Spongosoritins

KW - Topsentin

UR - https://www.scopus.com/pages/publications/85099116271

U2 - 10.3390/md19010003

DO - 10.3390/md19010003

M3 - Article

C2 - 33374750

AN - SCOPUS:85099116271

SN - 1660-3397

VL - 19

JO - Marine Drugs

JF - Marine Drugs

IS - 1

M1 - 3

ER -

Bioactive bis(Indole) alkaloids from a spongosorites sp. sponge

Abstract

Keywords

UN SDGs

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