Ceratinadin G, a new psammaplysin derivative possessing a cyano group from a sponge of the genus Pseudoceratina

A new psammaplysin derivative, ceratinadin G (1), was obtained from the Okinawan marine sponge Pseudoceratina sp., and the gross structure was clarified through spectroscopic and spectrometric analyses. The absolute configuration of compound 1 was established by comparing its NMR and ECD data with t...

Full description

Saved in:
Bibliographic Details
Main Authors: Shin-ichiro Kurimoto, Kouta Inoue, Taito Ohno, Takaaki Kubota
Format: Article
Language:English
Published: Beilstein-Institut 2024-12-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.20.267
Tags: Add Tag
No Tags, Be the first to tag this record!
_version_ 1841557365825994752
author Shin-ichiro Kurimoto
Kouta Inoue
Taito Ohno
Takaaki Kubota
author_facet Shin-ichiro Kurimoto
Kouta Inoue
Taito Ohno
Takaaki Kubota
author_sort Shin-ichiro Kurimoto
collection DOAJ
description A new psammaplysin derivative, ceratinadin G (1), was obtained from the Okinawan marine sponge Pseudoceratina sp., and the gross structure was clarified through spectroscopic and spectrometric analyses. The absolute configuration of compound 1 was established by comparing its NMR and ECD data with those of the known psammaplysin derivative, psammaplysin F (2). Ceratinadin G (1) is a rare nitrile containing a cyano group as aminoacetonitrile, and is the first psammaplysin derivative possessing a cyano group. In vitro assays indicated that compound 1 displayed moderate cytotoxicity against L1210 murine leukemia cells and KB epidermoid carcinoma cells.
format Article
id doaj-art-8f4ee4d362e643b9a24974b127597e61
institution Kabale University
issn 1860-5397
language English
publishDate 2024-12-01
publisher Beilstein-Institut
record_format Article
series Beilstein Journal of Organic Chemistry
spelling doaj-art-8f4ee4d362e643b9a24974b127597e612025-01-06T12:27:36ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972024-12-012013215322010.3762/bjoc.20.2671860-5397-20-267Ceratinadin G, a new psammaplysin derivative possessing a cyano group from a sponge of the genus PseudoceratinaShin-ichiro Kurimoto0Kouta Inoue1Taito Ohno2Takaaki Kubota3Faculty of Medicine, Dentistry, and Pharmaceutical Sciences, Okayama University, 1-1-1, Tsushima-naka, Kita-ku, Okayama 700-8530, Japan Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida, Tokyo 194-8543, Japan Showa Pharmaceutical University, 3-3165 Higashi-Tamagawagakuen, Machida, Tokyo 194-8543, Japan Faculty of Medicine, Dentistry, and Pharmaceutical Sciences, Okayama University, 1-1-1, Tsushima-naka, Kita-ku, Okayama 700-8530, Japan A new psammaplysin derivative, ceratinadin G (1), was obtained from the Okinawan marine sponge Pseudoceratina sp., and the gross structure was clarified through spectroscopic and spectrometric analyses. The absolute configuration of compound 1 was established by comparing its NMR and ECD data with those of the known psammaplysin derivative, psammaplysin F (2). Ceratinadin G (1) is a rare nitrile containing a cyano group as aminoacetonitrile, and is the first psammaplysin derivative possessing a cyano group. In vitro assays indicated that compound 1 displayed moderate cytotoxicity against L1210 murine leukemia cells and KB epidermoid carcinoma cells.https://doi.org/10.3762/bjoc.20.267ceratinadincytotoxicitymarine spongepsammaplysinpseudoceratina sp.
spellingShingle Shin-ichiro Kurimoto
Kouta Inoue
Taito Ohno
Takaaki Kubota
Ceratinadin G, a new psammaplysin derivative possessing a cyano group from a sponge of the genus Pseudoceratina
Beilstein Journal of Organic Chemistry
ceratinadin
cytotoxicity
marine sponge
psammaplysin
pseudoceratina sp.
title Ceratinadin G, a new psammaplysin derivative possessing a cyano group from a sponge of the genus Pseudoceratina
title_full Ceratinadin G, a new psammaplysin derivative possessing a cyano group from a sponge of the genus Pseudoceratina
title_fullStr Ceratinadin G, a new psammaplysin derivative possessing a cyano group from a sponge of the genus Pseudoceratina
title_full_unstemmed Ceratinadin G, a new psammaplysin derivative possessing a cyano group from a sponge of the genus Pseudoceratina
title_short Ceratinadin G, a new psammaplysin derivative possessing a cyano group from a sponge of the genus Pseudoceratina
title_sort ceratinadin g a new psammaplysin derivative possessing a cyano group from a sponge of the genus pseudoceratina
topic ceratinadin
cytotoxicity
marine sponge
psammaplysin
pseudoceratina sp.
url https://doi.org/10.3762/bjoc.20.267
work_keys_str_mv AT shinichirokurimoto ceratinadinganewpsammaplysinderivativepossessingacyanogroupfromaspongeofthegenuspseudoceratina
AT koutainoue ceratinadinganewpsammaplysinderivativepossessingacyanogroupfromaspongeofthegenuspseudoceratina
AT taitoohno ceratinadinganewpsammaplysinderivativepossessingacyanogroupfromaspongeofthegenuspseudoceratina
AT takaakikubota ceratinadinganewpsammaplysinderivativepossessingacyanogroupfromaspongeofthegenuspseudoceratina