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

Seoul National University
Hannam University

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

21 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

UN SDGs

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

SDG 3 Good Health and Well-being

Keywords

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

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10.3390/md19010003

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

abstract = "Six new bis(indole) alkaloids (1{\textendash}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{\textendash}D (1{\textendash}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",

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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

UN SDGs

Keywords

Access to Document

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