Tridiscorhabdin and Didiscorhabdin, the First Discorhabdin Oligomers Linked with a Direct C–N Bridge from the Sponge Latrunculia biformis Collected from the Deep Sea in Antarctica.

Li, Fengjie , Pandey, Pankaj , Janussen, Dorte , Chittiboyina, Amar G. , Ferreira, Daneel and Tasdemir, Deniz (2020) Tridiscorhabdin and Didiscorhabdin, the First Discorhabdin Oligomers Linked with a Direct C–N Bridge from the Sponge Latrunculia biformis Collected from the Deep Sea in Antarctica. Journal of Natural Products, 83 (3). pp. 706-713. DOI 10.1021/acs.jnatprod.0c00023.

[img] Text
acs.jnatprod.0c00023.pdf - Published Version
Restricted to Registered users only

Download (2659Kb) | Contact
[img]
Preview
Text
np0c00023_si_001.pdf - Supplemental Material

Download (2967Kb) | Preview

Supplementary data:

Abstract

Guided by LC-MS/MS molecular networking-based metabolomics and cytotoxic activity, two new discorhabdin-type alkaloids, tridiscorhabdin (1) and didiscorhabdin (2), were isolated from the sponge Latrunculia biformis, collected from the Weddell Sea (Antarctica) at -291 m depth. Their structures were established by HRESIMS, NMR, [α]D, and ECD data coupled with DFT calculations. Both compounds bear a novel C-N bridge (C-1/N-13) between discorhabdin monomers, and 1 represents the first trimeric discorhabdin molecule isolated from Nature. Tridiscorhabdin (1) exhibited strong cytotoxic activity against the human colon cancer cell line HCT-116 (IC50 value 0.31 μM).

Document Type: Article
Research affiliation: OceanRep > GEOMAR > FB3 Marine Ecology > FB3-MN Marine natural products chemistry
Refereed: Yes
Open Access Journal?: No
DOI etc.: 10.1021/acs.jnatprod.0c00023
ISSN: 0163-3864
Date Deposited: 14 Apr 2020 07:06
Last Modified: 14 Apr 2020 07:06
URI: http://oceanrep.geomar.de/id/eprint/49482

Actions (login required)

View Item View Item

Document Downloads

More statistics for this item...