Absolute Configuration of the Cytotoxic Marine Alkaloid Monanchocidin A

Larisa K Shubina; Tatyana N Makarieva; Alla G Guzii; Vladimir A Denisenko; Roman S Popov; Pavel S Dmitrenok; Valentin A Stonik

doi:10.1021/acs.jnatprod.8b00105

Absolute Configuration of the Cytotoxic Marine Alkaloid Monanchocidin A

J Nat Prod. 2018 Apr 27;81(4):1113-1115. doi: 10.1021/acs.jnatprod.8b00105. Epub 2018 Mar 19.

Authors

Larisa K Shubina¹, Tatyana N Makarieva¹, Alla G Guzii¹, Vladimir A Denisenko¹, Roman S Popov¹, Pavel S Dmitrenok¹, Valentin A Stonik¹

Affiliation

¹ G. B. Elyakov Pacific Institute of Bioorganic Chemistry , Far-Eastern Branch of the Russian Academy of Sciences , Prospect 100-let Vladivostoku 159 , Vladivostok 690022 , Russian Federation.

PMID: 29553737
DOI: 10.1021/acs.jnatprod.8b00105

Abstract

The absolute configuration of the cytotoxic guanidine alkaloid monanchocidin A with 11 stereogenic centers from the marine sponge Monanchora pulchra was determined as 5 R, 8 S, 10 S, 13 R, 14 S, 15 R, 19 R, 23 R, 37 S, 42 S, 43 R after extensive reductive degradation and conversion of the resulting alcohols to MTPA derivatives.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkaloids / chemistry*
Animals
Aquatic Organisms / chemistry*
Cytotoxins / chemistry*
Guanidine / analogs & derivatives*
Guanidine / chemistry
Guanidines / chemistry
Porifera / chemistry

Substances

Alkaloids
Cytotoxins
Guanidines
monanchocidin
Guanidine