New Discorhabdin B Dimers with Anticancer Activity from the Antarctic Deep-Sea Sponge Latrunculia biformis.

Li, Fengjie, Janussen, Dorte and Tasdemir, Deniz (2020) New Discorhabdin B Dimers with Anticancer Activity from the Antarctic Deep-Sea Sponge Latrunculia biformis. Open Access Marine Drugs, 18 (2). p. 107. DOI 10.3390/md18020107.

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Abstract

Latrunculia sponges represent a rich source of discorhabdin-type pyrroloiminoquinone alkaloids, a few of which comprise a dimeric structure. The anticancer-activity-guided isolation of the n-hexane subextract of the Antarctic deep-sea sponge Latrunculia biformis yielded the known compound (−)-(1R,2R,6R,8S,6'S)-discorhabdin B dimer (1) and two new derivatives, (−)-(1S,2R,6R,8S,6'S)-discorhabdin B dimer (2) and (−)-(1R,2R,6R,8S,6'S)-16',17'-dehydrodiscorhabdin B dimer (3). The chemical structures of compounds 1–3 were elucidated by means of HR-ESIMS, NMR, [], ECD spectroscopy, and a comparison with the previously reported discorhabdin analogs. Compounds 1 and 2 showed significant in vitro anticancer activity against the human colon cancer cell line (HCT-116), with IC50 values of 0.16 and 2.01 µM, respectively. Compared to monomeric discorhabdins, dimeric discorhabdins are very rare in Nature. This study adds two new discorhabdin dimers (2 and 3) to this small pyrroloiminoquinone subfamily. This is also the first report of compound 1 as a natural product and the first assessment of its in vitro anticancer activity.

Document Type: Article
Keywords: Latrunculia biformis; discorhabdin B dimer; deep-sea sponge; Antarctica; anticancer activity; ECD spectroscopy
Research affiliation: OceanRep > GEOMAR > FB3 Marine Ecology > FB3-MN Marine natural products chemistry
Refereed: Yes
Open Access Journal?: Yes
DOI etc.: 10.3390/md18020107
ISSN: 1660-3397
Date Deposited: 17 Feb 2020 10:09
Last Modified: 17 Feb 2020 10:09
URI: http://oceanrep.geomar.de/id/eprint/48995

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